Things To Do in Chicago For Thanksgiving

Chicago at nightThanksgiving is a time for family, friends, and fun. And what better place to celebrate than in the Windy City?

Chicago is a great place to spend Thanksgiving, with plenty of things to see and do. Whether you’re looking for a festive parade, delicious food, or fun activities, you’ll find it all in Chicago.

10 Great Ideas for Thanksgiving in Chicago

Here’s our top 10 ideas to get you started…

  1. Watch the Chicago Thanksgiving Parade
  2. Eat Pie from Chicago Cafes & Bakeries
  3. Ice Skating
  4. Enjoy Thanksgiving Dinner at a Restaurant
  5. Visit the Chicago Botanic Garden
  6. Eat at the German Christmas Market
  7. Explore the Chicago Museum Campus
  8. Have Fun at the Navy Pier
  9. Join the Turkey Trot
  10. See the Holiday Lights

1. Watch the Chicago Thanksgiving Parade

The Chicago Thanksgiving Parade is a great way to kick off the holiday season. The parade features floats, marching bands, and even Santa Claus! It’s a great event for the whole family.

The parade typically starts at 8:00 AM and lasts for about two hours. It’s free to attend, so it’s a great way to spend a morning with family and friends.

If you’re planning to attend the parade, be sure to arrive early to get a good spot. You can also watch the parade on television or online.

Here are some tips for enjoying the Chicago Thanksgiving Parade:

  • Arrive early to get a good spot.
  • Bring a blanket or chair to sit on.
  • Dress warmly.
  • Bring snacks and drinks.
  • Enjoy the festive atmosphere!

2. Eat Pie from Chicago Cafes & Bakeries

No Thanksgiving is complete without pie! Chicago has some of the best bakeries in the country, so be sure to check out some of the local favorites.

Here are a few of our favorite places to get pie in Chicago:

  • Hoosier Mama Pie Company: This bakery is known for its delicious pies, including their signature Hoosier Mama Pie.
  • Bang Bang Pie & Biscuits: This bakery is known for its classic pies such as roasted pumpkin, apple pie, chocolate pecan pie and more!
  • The Goddess & Grocer: This gourmet food store offers a variety of pies, including pumpkin pie, pecan pie, and apple pie.

No matter where you go, you’re sure to find a delicious pie to enjoy this Thanksgiving.

3. Ice Skating

If you’re looking for a fun way to stay active on Thanksgiving, why not go ice skating? Chicago has several ice skating rinks, so you’re sure to find one that’s convenient for you.

The McCormick Tribune Ice Rink is a great place to go ice skating in Chicago. It’s located in Millennium Park, so you can enjoy the beautiful views of the city while you skate. The rink is open from November to March, so you can enjoy ice skating all winter long.

The Maggie Daley Park Ice Skating Ribbon is a wonderful and fun place to go ice skating in Chicago. It’s a long, winding ribbon of ice that winds through the park, so you can skate around and enjoy the views of the city.

4. Enjoy Thanksgiving Dinner at a Restaurant

If you don’t want to cook Thanksgiving dinner, there are plenty of restaurants in Chicago that offer delicious Thanksgiving feasts.

  • STK Steakhouse: A Thanksgiving meal at home without the stress? STK Steakhouse is offering a Thanksgiving takeout menu for those who want to enjoy a festive meal at home. The menu includes a selection of gourmet dishes, expertly prepared and ready to enjoy. Simply place your order and let them handle the cooking!
  • Fioretta: This steakhouse is offering a 4-course tasting menu for Thanksgiving Day. The menu includes traditional Thanksgiving entrees like turkey and stuffing, as well as Fioretta classics like meatballs and shrimp scampi
  • Lure Fishbar: The seafood restaurant and bar will feature a special menu, including fall squash soup, roasted turkey, pumpkin ravioli, toasted pecan pie, and other seasonal delights.
  • Monarch & Lion: This British pub will be offering a special Thanksgiving roast, featuring your choice of prime rib, turkey breast, or lamb shank accompanied by Yorkshire pudding, potatoes, and seasonal vegetables.

5. Visit the Chicago Botanic Garden

Fall at Chicago Botanic Garden

The Chicago Botanic Garden is a beautiful place to visit any time of year, but it’s especially magical during the holidays. The gardens are decorated with lights and festive displays.

Take a walk through the gardens: The gardens are beautifully decorated for the holidays, and there are plenty of festive displays to see.

Visit the Lightscape: The Lightscape lights up the Garden with music, light displays and art. Follow the trail and embrace the beauty of this installation

The Chicago Botanic Garden is a great place to spend Thanksgiving with family and friends. It’s a magical and festive place that will help you get into the holiday spirit.

6. Eat at the German Christmas Market

Christkindlmarket in Chicago is a popular Christmas market that takes place in Daley Plaza every year. It’s modeled after the traditional German Christmas markets, and it features festive decorations, live music, and a variety of vendors selling food, drinks, and handmade crafts.  

Some of the popular things to do at Christkindlmarket include:

  • Shopping for unique gifts: There are many vendors selling handmade crafts, jewelry, and other unique items.  
  • Trying traditional German food and drinks: You can find everything from roasted nuts and pretzels to bratwurst and hot spiced wine.  
  • Listening to live music: There are often carolers and other musicians performing at the market.  

The German Christmas Market is a great place to experience some of the best German food and drink this holiday season. The market is open from November 22nd to December 24th.

7. Explore the Chicago Museum Campus

The Chicago Museum Campus is a great place to spend a day, especially during Thanksgiving. It’s home to three world-class museums:

  • The Field Museum: This museum is home to Sue, the largest and most complete T. rex fossil ever discovered. It also has exhibits on ancient Egypt, Native American cultures, and more.
  • The Shedd Aquarium: This aquarium is home to thousands of aquatic animals, including dolphins, penguins, and sharks.
  • The Adler Planetarium: This planetarium has exhibits on astronomy, space exploration, and the night sky.

The Museum Campus is also a great place to take a walk and enjoy the views of Lake Michigan. There are plenty of places to eat and drink, so you can make a day of it.

Navy Pier, Chicago

Navy Pier is a great place to visit during Thanksgiving weekend, but it’s important to note that it will be closed on Thanksgiving Day itself. However, it will be open on the days surrounding Thanksgiving, so you can still enjoy the festive atmosphere and all the fun activities.

  • Ride the Centennial Wheel: The Centennial Wheel offers stunning views of the Chicago skyline. It’s a great way to see the city from a different perspective.
  • Visit the shops and restaurants: Navy Pier has a variety of shops and restaurants, so you can find something to suit everyone’s taste.
  • Catch a show: Navy Pier is home to several theaters, so you can catch a show or a concert.
  • Enjoy the holiday lights: Navy Pier is beautifully decorated with lights during the holiday season. You can take a stroll along the pier and admire the festive decorations.

9. Join the Turkey Trot

Taking place on the morning of Thanksgiving, the Chicago Turkey Trot is a way to get some exercise and start your day off right. The race benefits the Greater Chicago Food Depository, so you’re also helping a good cause.  

The race is open to people of all ages and abilities. There’s a 5K and an 8K option, so you can choose the distance that’s right for you. There’s also a kids’ run for younger participants.

After the race, there’s a festive tailgate party with food, drinks, and music. It’s a great way to celebrate with friends and family.  

If you’re looking for a fun way to spend Thanksgiving morning, give the Chicago Turkey Trot a go with the family.

10. See the Holiday Lights

Chicago is a beautiful city during the holidays, with many buildings and landmarks decorated with lights. Take a walk or drive around the city to see the lights.


No matter what you choose to do, you’re sure to have a fabulous time in Chicago for Thanksgiving. With so many things to see and do, you’re sure to have a memorable holiday.

Ready to experience the magic of Chicago for Thanksgiving? ParkSleepFly can help you make the most of your trip. Book your accommodation and parking in advance and enjoy hassle-free travel.

Spend Thanksgiving in Chicago! What are you waiting for? Start planning your trip today!


Photo by: Neal KharawalaUnsplash | Melissa AskewUnsplash | Susan SchwendenerUnsplash

Fun Things To Do in Philadelphia with Kids

Bridge in Philadelphia, PA, USAPhiladelphia, the City of Brotherly Love, is a trove of family-friendly activities that promise unforgettable adventures for visitors of all ages. Rich in history, culture, and innovation, this bustling city offers a perfect blend of educational experiences and fun attractions that can engross the little ones while providing enjoyable outings for parents.

With lush parks, busy markets, and exciting entertainment options, Philadelphia is an ideal destination for a family vacation filled with exploration and discovery. Whether you’re planning a weekend getaway or an extended stay, this guide will help you uncover the best experiences that make Philadelphia a fantastic family destination.

Top 10 Things to do with Kids in Philadelphia

Jump to:

  1. Sesame Place Philadelphia
  2. Please Touch Museum
  3. Smith Memorial Playground & Playhouse
  4. Franklin Square
  5. The Franklin Institute
  6. LEGOLAND Discovery Center
  7. Philadelphia Zoo
  8. Eastern State Penitentiary
  9. Reading Terminal Market
  10. Spruce Street Harbor Park

Sesame Place Philadelphia

Sesame Place Philadelphia is an exceptional destination for families with young children, combining the beloved world of Sesame Street with a colorful, interactive amusement park. Located just outside Philadelphia in Langhorne, Pennsylvania, Sesame Place is the only theme park in the U.S. based entirely on the iconic children’s show.

It offers countless opportunities for kids to meet their favorite characters like Elmo, Big Bird, and Cookie Monster while enjoying a range of family-friendly rides, water attractions, and interactive shows. Parents and children alike can experience the park’s inclusive environment, which includes sensory-friendly spaces, making it an ideal spot for kids of all abilities.

A visit to Sesame Place guarantees a day of memorable, kid-focused entertainment within an easy drive of Philadelphia. The park’s seasonal events during Halloween and Christmas add unique experiences to each visit, encouraging families to return for new adventures year-round.

With plenty of options for dining, relaxation areas, and engaging play zones, Sesame Place offers an immersive experience perfect for a family outing near Philadelphia. Whether you’re looking for a quick day trip or a full weekend adventure, Sesame Place Philadelphia delivers fun, education, and excitement in a way only Sesame Street can.

Please Touch Museum

The Please Touch Museum in Philadelphia is a top choice for families with young children, offering a hands-on experience that encourages learning through play. Situated in the historic Memorial Hall in Fairmount Park, this museum is designed specifically with young minds in mind, providing interactive exhibits that spark creativity, curiosity, and imagination.

Kids can explore themed play areas, like “Wonderland,” which brings Lewis Carroll’s classic to life, or “Rocket Room,” where they can discover the basics of space and flight. The museum’s “City Capers” exhibit even lets children role-play as grown-ups in a pint-sized city, complete with a grocery store, hospital, and construction zone.

Exploring the Please Touch Museum is not just fun but educational, helping children build skills in problem-solving, social interaction, and critical thinking—all through activities they naturally enjoy. Regular programming, like puppet shows, storytimes, and art workshops, further enriches the experience, providing variety each time you visit.

The museum’s layout is stroller-friendly, with cozy rest areas and a café that caters to families, making it a comfortable outing for parents too. With its engaging exhibits and family-centered approach, the Please Touch Museum is a must-visit destination in Philadelphia, perfect for making memories while encouraging early childhood development through play.

Smith Memorial Playground & Playhouse

Smith Memorial Playground & Playhouse is a fantastic outdoor destination for families with young children in Philadelphia, offering over six acres of free, safe play space in Fairmount Park. Known for its iconic, century-old wooden slide, this playground encourages active play and exploration in a natural setting.

Kids can enjoy climbing structures, swings, and imaginative play areas designed to inspire creativity and movement. The on-site Playhouse, a historic mansion just for children under 5, provides an indoor space with rooms full of age-appropriate toys and activities.

With plenty of shade, picnic spots, and a welcoming atmosphere, Smith Memorial Playground is ideal for an afternoon of affordable, active fun where families can relax while kids roam and explore to their hearts’ content.

Franklin Square

Franklin Square is a lively and family-friendly park in Philadelphia’s historic district, offering a mix of fun attractions in a scenic outdoor setting. Known for its Philly-themed mini golf course, carousel, and playground, Franklin Square is a great spot for families to enjoy a few hours of relaxed, outdoor entertainment.

The square’s picturesque fountain, complete with a dazzling light and music show in the evenings, adds a charming touch. Seasonal events, like fall festivals and holiday lights, keep the park fresh and inviting throughout the year.

The ample picnic areas and a cozy cafe serving local favorites, Franklin Square provides a perfect, laid-back experience for families exploring Philadelphia’s historic heart.

The Franklin Institute

The Franklin Institute is one of Philadelphia’s most captivating attractions for families with children, offering a perfect blend of hands-on science and interactive learning. Located in the heart of Philadelphia, this renowned science museum brings education to life through fascinating exhibits and engaging activities, making it ideal for families looking to inspire curiosity and wonder in young minds.

Highlights include the iconic Giant Heart, a walk-through human heart model, the awe-inspiring planetarium, and live science demonstrations that cover everything from physics to space exploration. For kids interested in engineering, the Train Factory and flight simulators offer a chance to explore mechanics and technology in a fun, approachable way.

With special exhibits that change throughout the year, the Franklin Institute keeps families coming back for fresh experiences. Events such as overnight camp-ins and 3D movie screenings in the IMAX Theater add even more excitement to a visit.

Whether you’re exploring the mysteries of the brain in the “Your Brain” exhibit or taking a thrilling trip through virtual reality, the Franklin Institute provides a full day of stimulating activities for all ages. Its location in the cultural district of Philadelphia also makes it easy to pair a visit with other nearby family attractions, creating a memorable and educational outing.

LEGOLAND Discovery Center

The LEGOLAND Discovery Center in Philadelphia is a fantastic indoor attraction for families, especially those with young LEGO enthusiasts. Located in the Plymouth Meeting Mall, this interactive center is filled with hands-on LEGO-building stations, themed play zones, and exciting rides designed for kids to engage in creative play.

Highlights include Miniland Philadelphia, a mini replica of the city built entirely from LEGO bricks, and the 4D Cinema, where short LEGO movies come to life with added effects like wind and rain.

The amazing special building workshops, a soft play area for younger kids, and countless LEGO bricks for constructing anything their imaginations desire, LEGOLAND Discovery Center inspires kids to explore and create.

Philadelphia Zoo

Philadelphia Zoo, America’s first zoo, is an exciting destination for families, offering over 1,300 animals across beautifully landscaped habitats. Known for its innovative Zoo360 trails, which allow animals like big cats and primates to roam above visitor pathways, the zoo creates a unique, immersive experience where kids can see wildlife up close and in motion.

In addition to its diverse animal exhibits, the zoo features kid-friendly attractions like a train, carousel, and the WildWorks ropes course for adventurous young climbers. Seasonal events, interactive feeding opportunities, and engaging animal presentations make each visit fresh and memorable, encouraging both learning and play in a vibrant setting.

Eastern State Penitentiary

Eastern State Penitentiary offers families a fascinating, historical experience with a touch of mystery, as one of the oldest and most iconic former prisons in the United States.

Known for its grand architecture and unique radial design, this historic site invites visitors to explore cell blocks that once held notorious criminals like Al Capone. The penitentiary provides an engaging audio tour narrated by actor Steve Buscemi, plus interactive exhibits and art installations that bring to life the history of incarceration and justice.

Seasonal events, such as the famous “Terror Behind the Walls” Halloween attraction, add an extra layer of excitement, making Eastern State Penitentiary an unforgettable stop for those interested in history with a bit of intrigue.

Reading Terminal Market

Reading Terminal Market is a must-visit for families in Philadelphia, offering an incredible range of local and international foods in a lively, bustling setting. Established in 1893, this historic market features over 80 vendors selling everything from classic Philly cheesesteaks to artisanal sweets, fresh produce, and unique regional specialties.

Kids will love wandering through the colorful stalls, sampling treats, and watching the action as food is prepared in real-time. With dining spaces and countless food options to please even the pickiest eaters, Reading Terminal Market is an exciting culinary experience where families can enjoy the flavors of Philadelphia under one roof.

Spruce Street Harbor Park

Spruce Street Harbor Park is a brilliant seasonal destination along Philadelphia’s Delaware River waterfront, offering families a mix of relaxation and recreation. Known for its colorful hammocks, floating gardens, and boardwalk lined with games and food vendors, the park creates a playful and inviting atmosphere for all ages.

In the evening, the park lights up with beautiful LED installations, adding a magical touch to the waterfront views. Whether you’re paddling in a kayak, playing oversized lawn games, or enjoying a snack by the water, Spruce Street Harbor Park provides an ideal setting for unwinding and soaking in the city’s outdoor charm.


Philadelphia is packed with family-friendly attractions that offer endless ways to explore, learn, and play together. From immersive museums and historic sites to unique outdoor parks and interactive experiences, there’s something for every age and interest in this beautiful city.

Make the most of your family getaway by planning ahead — pre-book your accommodation and secure parking in Philadelphia with ParkSleepFly for a stress-free, convenient experience. Enjoy peace of mind as you dive into all that Philadelphia has to offer, knowing your trip is smooth and well-prepared with ParkSleepFly’s trusted services.

If you’re ditching the kids, be sure to check out some sights and locations in Philadelphia that adults will appreciate.


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Things to Do in New York for Halloween

Jack o' Lanterns

New York is known for its bustling energy, and during Halloween, the city takes on a whole new level of excitement. Whether you’re looking for haunted houses, ghost tours, or festive parades, NYC offers endless spooky fun for all ages.

From iconic spots like Greenwich Village’s Halloween Parade to eerie attractions like Blood Manor and Boroughs of the Dead, the Big Apple has something thrilling in store for everyone this Halloween season.

We recommend these 10 things to do in New York for Halloween:

Jump to:

  1. Explore the Haunted Houses
  2. Wander Through the Village Halloween Parade
  3. Catch a Spooky Broadway Show
  4. Visit a Pumpkin Patch
  5. Events at New York Botanical Garden
  6. Explore a Ghost Tour with Boroughs of the Dead
  7. The Great Jack O’Lantern Blaze
  8. Carve a Pumpkin with the Maniac Pumpkin Carvers
  9. Enjoy a Halloween-Themed Dinner
  10. Take a Halloween-Themed Cruise

For a stress-free trip, don’t forget to secure your accommodations and parking in advance. If you’re flying into or out of JFK, book a convenient hotel and parking package through ParkSleepFly to make your stay even easier and more enjoyable.


1. Explore the Haunted Houses

New York City boasts a plethora of haunted houses that will send shivers down your spine. From classic haunted houses to immersive escape rooms, there’s something for everyone.

Blood Manor is a terrifying labyrinth of horrors that will test your limits. As you navigate through its winding corridors, you’ll encounter spine-chilling creatures, grotesque scenes, and unexpected surprises. From the moment you step inside, you’ll be immersed in a world of fear and suspense. The atmosphere is thick with dread, and the actors are masters of their craft, bringing the horrors to life.

House of Horrors is another haunted house experience that promises to leave you screaming. This haunted house is known for its intense scares and immersive environments. As you make your way through the dark and twisted corridors, you’ll be confronted with horrifying creatures, eerie sounds, and unexpected twists. The attention to detail is impeccable, creating a truly terrifying atmosphere. Whether you’re a seasoned horror enthusiast or a thrill-seeker looking for a fright, House of Horrors is sure to deliver.

2. Wander Through the Village Halloween Parade

The Village Halloween Parade is one of the most iconic Halloween events in the world. Thousands of costumed revelers march through Greenwich Village, creating a mesmerizing spectacle of color, music, and creativity. The parade showcases a wide range of costumes, from elaborate creations to simple but effective outfits. There’s a mix of professional performers, amateur enthusiasts, and families dressed up together. The atmosphere is electric, with the crowd cheering and the music pumping. It’s a truly unique and unforgettable experience.

3. Catch a Spooky Broadway Show

From Broadway musicals to off-Broadway productions, there’s a spooky show for every taste. Immerse yourself in the world of horror and suspense with a theatrical performance.

If you’re looking for a show that’s both heartwarming and captures the spirit of Halloween, Wicked is a must-see. This Tony Award-winning musical tells the untold story of the Wicked Witch of the West and the Good Witch of the North. With its catchy songs, powerful performances, and stunning visuals, Wicked is a magical experience that will leave you spellbound.

For fans of the Harry Potter series, you will love Harry Potter and the Cursed Child. This two-part play picks up where the final Harry Potter book left off, following Harry, Ron, and Hermione as they navigate the challenges of adulthood and raising children. The play is filled with thrilling adventures, magical moments, and a few surprises along the way.

4. Visit a Pumpkin Patch

Get into the spirit of Halloween by visiting a pumpkin patch in the city. Pick your perfect pumpkin and enjoy the festive atmosphere.

A visit to Pumpkin Point is a must for anyone seeking a family-friendly Halloween experience. Located on Governors Island, this scenic pumpkin patch offers stunning views of the Manhattan skyline while providing a fun-filled day for all ages. With its colorful displays of pumpkins, hay bales, and festive decorations, Pumpkin Point creates a charming and inviting atmosphere. Visitors can enjoy pumpkin picking, hayrides, games, and delicious food. It’s the perfect place to celebrate the spirit of Halloween and create lasting memories.

5. Events at New York Botanical Garden

New York Botanical Garden (NYBG) located in the Bronx, is a renowned botanical garden home to over a million plants from around the world including rare and endangered species. Throughout the year, the garden hosts seasonal events that showcase the beauty and diversity of the plant world and fall is a wonderful time to explore.

Wonder down the rabbit hole and venture into the fantastical world of Alice’s Adventures in Wonderland with NYBG’s ‘Wonderland: Curious Nature.’

Fall-o-Ween‘ is alive with fun-filled activities and plenty of pumpkins, gourds and fall flowers.

For Tim Burton fans, you will not want to miss ‘The Nightmare Before Christmas Light Trail‘ as Jack Skellington, Sally and Zero come to life showcasing scenes and songs from the film.

6. Explore a Ghost Tour with Boroughs of the Dead

Discover the spooky side of New York City with a guided ghost tour from Boroughs of the Dead. Led by knowledgeable guides, these tours delve into the fascinating stories of famous and lesser-known individuals buried within these hallowed grounds.

From Edgar Allan Poe to lesser-known individuals with intriguing tales, the tours provide a glimpse into the city’s rich history and the lives of those who have come before. The cemeteries visited, such as Greenwood Cemetery in Brooklyn and Woodlawn Cemetery in the Bronx, offer a peaceful yet haunting atmosphere, perfect for those seeking a unique and educational experience.

7. The Great Jack O’Lantern Blaze

The Great Jack O’Lantern Blaze is a stunning Halloween event that takes place at Van Cortlandt Manor in Westchester County and Old Bethpage Village Restoration in Nassau County. The event features thousands of intricately carved pumpkins illuminated by night, creating a magical atmosphere.

Visitors can witness a breathtaking display of hand-carved pumpkins, each with a unique design, and immerse themselves in the synchronized lighting and haunting soundtrack. The event also features larger-than-life installations, making it a perfect family-friendly experience.

8. Carve a Pumpkin with the Maniac Pumpkin Carvers

If you’re looking for a truly unique Halloween experience, the Maniac Pumpkin Carvers are a must-see. These talented artists have a knack for transforming ordinary pumpkins into extraordinary works of art.

The Maniac Pumpkin Carvers are known for their intricate and detailed designs. They often incorporate pop culture icons, horror themes, and imaginative concepts into their carvings. From realistic portraits to fantastical creatures, their creations are sure to amaze and inspire.

The Maniac Pumpkin Carvers use precision tools and techniques to achieve their stunning results. Their attention to detail is evident in every carving, from the delicate lines to the intricate patterns.

Learn how to carve a perfect pumpkin at a Maniac Pumpkin Carving workshop.

9. Enjoy a Halloween-Themed Dinner

Indulge in a delicious Halloween-themed dinner at one of New York City’s many restaurants. From spooky cocktails to creepy cuisine, there’s something for everyone.

Jekyll & Hyde Club is a must-visit for those seeking a unique and thrilling dining experience in New York City. With its Gothic décor, eerie atmosphere, and live entertainment, this restaurant offers a truly unforgettable night out. Enjoy delicious food and drinks while being transported to the world of Dr. Jekyll and Mr. Hyde. Beware of the spooky special effects!

The Haunted House of Hamburgers is a popular restaurant in Farmingdale, New York that is known for its spooky atmosphere and delicious food. It is a great place to go for a Halloween-themed meal or just to have a fun night out with friends all year-round!

10. Take a Halloween-Themed Cruise

See the city from a different perspective with a Halloween-themed cruise. Enjoy spooky entertainment, delicious food, and stunning views of the Manhattan skyline.

Join the Glamour & Ghouls on the Hudson Halloween cruise party on the Hudson River aboard the luxurious Sir Winston. Enjoy a night of dancing, drinks, and stunning views. Dress to impress in your most glamorous Halloween costume and celebrate with an upscale crowd. The cruise features a DJ, open-air deck, and ample space to socialize. Don’t miss this Halloween experience!

All aboard the Halloween cruise party with the Majestic Yacht on Saturday, October 26th at 6:00 PM. Board at Pier 36, Dock 4 in New York City. The yacht departs at 7:15 PM. Dress up in your best costume and dance the night away to a mix of hip-hop, reggae, soca, EDM, Latin, and more. Buy tickets in advance to secure your spot. This is an unforgettable Halloween night.

There are plenty of cruise events to choose from!

What will you be doing for Halloween in New York?

No matter what your New York Halloween plans include, make sure you’re ready for a spellbinding adventure. With so many spine-tingling activities to explore, from haunted history walks to extravagant costume parties, you’re bound to make plenty of memories. Enjoy the eerie ambiance and colorful celebrations as you embrace the Halloween spirit in the city that never sleeps.

Looking to Travel for Halloween

If you’re planning on taking a trip during this festival, discover Things to Do in Chicago for Halloween or if you’re stuck for travel ideas check out these Spooky Places to Visit for Halloween.


Photo by Danil ЗakhvatkinUnsplash

Things To Do in Chicago for Halloween

Halloween scary pumpkin

Chicago transforms into a thrilling playground during Halloween, offering endless options for those looking to celebrate the spooky season. From haunted houses and ghost tours to festive bar crawls and family-friendly events, the Windy City is brimming with activities to suit all ages and tastes.

Whether you want to immerse yourself in Chicago’s creepy history, dress up for a night out on the town, or indulge in some fall-themed treats, there’s no shortage of ways to get into the Halloween spirit.

Fun Things to Do on Halloween in Chicago​

If you’re a resident of Chicago or just visiting for a short break over Halloween you might want to check out our list of great fun ideas we’ve compiled. Read on to discover some of the best things to do in Chicago for Halloween!


Night of 1000 Jack-o-Lantern

The Night of 1000 Jack-o-Lanterns is a must-see Halloween event in Chicago that’s sure to delight visitors of all ages. This enchanting display features thousands of hand-carved pumpkins illuminated by LED lights, creating a magical and spooky atmosphere that’s perfect for the Halloween season.

As you stroll through the illuminated trails, you’ll be amazed by the creativity and artistry on display. Each pumpkin is a unique carving, showcasing the talents of local carvers.

In addition to the stunning pumpkin display, the Night of 1000 Jack-o-Lanterns also offers a variety of other activities for the whole family. Children can enjoy face painting, games, and crafts, while adults can sip on hot cocoa and explore the beautiful grounds of the Chicago Botanic Garden. There’s something for everyone to enjoy at this festive event.

If you’re looking for a fun and memorable way to celebrate Halloween in Chicago, the Night of 1000 Jack-o-Lanterns is a must-see. This event is a great opportunity to create lasting memories with your family and friends.

Halloween in the Parks

Halloween in the Parks is a popular annual event in Chicago that offers a variety of spooky fun for the whole family. Each year, parks throughout the city host Halloween-themed activities, games, and crafts. From trick-or-treating and costume contests to haunted houses and hayrides, there’s something for everyone to enjoy.

One of the highlights of Halloween in the Parks is the costume contest. Children and adults of all ages can show off their creative costumes and compete for prizes. There are also plenty of games and activities for kids, including pumpkin carving, face painting, and spooky storytelling.

For those looking for a more thrilling experience, some parks offer haunted houses or haunted trails. These attractions are designed to scare, so they may not be suitable for young children. However, older kids and adults who enjoy a good scare will love these spooky adventures.

Halloween in the Parks is a great way to celebrate Halloween with your family and friends. It’s a fun and affordable event that’s perfect for kids of all ages. So grab your costume and head to your local park for a night of spooky fun.

Chicago Halloween Parade

The Chicago Halloween Parade is a lively and exciting annual event that showcases the creativity and spirit of the city’s residents. This colorful parade features floats, marching bands, costumed performers, and more. It’s a must-see event for anyone looking for a fun and festive way to celebrate Halloween.

The parade typically begins in the heart of downtown Chicago and winds its way through the city streets. As you watch the parade, you’ll be amazed by the variety of costumes on display. From classic characters to original creations, there’s something for everyone to enjoy.

In addition to the parade, there are also often pre- and post-parade activities. These may include live music, food vendors, and other family-friendly entertainment. It’s a great opportunity to spend the day with friends and family and soak up the festive atmosphere.

The Chicago Halloween Parade is a truly unforgettable experience. Whether you’re a local or a visitor, it’s a must-see event that will leave you with lasting memories.

Halloween Bar Crawls

Halloween bar crawls are a popular way to celebrate Halloween in Chicago. These events typically involve a group of people visiting multiple bars and clubs on a designated night. Participants often dress in costumes and enjoy Halloween-themed drinks and specials.

Try the Chicago Halloween Bar Crawl. This crawl also takes place in River North on October 26th and features a variety of spooky bars. So take your ghoulish friends and enjoy some ghostly DJ sets, costume contents and themed cocktails, the night is bound to be alive.

Halloween House Music Party

The Halloween House Music Party is a popular annual event that brings together music lovers and Halloween enthusiasts. This event typically takes place at a nightclub or other large venue and features a lineup of house music DJs. The atmosphere is electric, with people dancing and celebrating in their Halloween costumes.

The Halloween House Music Party is a great way to have fun and meet new people. It’s also a great opportunity to show off your Halloween costume and win $1000 in a costume contest! If you’re a fan of house music and Halloween, this event is definitely for you.

Haunted Halloween Monsters Ball

The Haunted Halloween Monsters Ball is one of Chicago’s most popular Halloween parties. It takes place at the much-loved Hard Rock Cafe and features live music, dancing, and a costume contest.

The Haunted Halloween Monsters Ball offers a night of spooky fun with live music, dancing, and a costume contest. A DJ will spin dance music all night long, while guests can show off their creative costumes and compete for a cash prize. The Hard Rock Cafe will be transformed into a haunted wonderland with spooky decorations, and thrill-seekers can explore a haunted house on-site.

The event is open to guests 21 and over, and tickets are available online or at the door. The Haunted Halloween Monsters Ball is a great way to celebrate Halloween with your friends and have a night to remember.

Halloween Day Crawl in River North

Looking for an exciting way to celebrate Halloween in Chicago? Head to the Halloween Day Crawl in River North, one of the city’s most anticipated annual events. This lively bar crawl combines great food, drinks, live music, and a vibrant party atmosphere, making it the perfect way to enjoy Halloween in one of Chicago’s most popular neighborhoods.

The Halloween Day Crawl kicks off at noon and continues into the late evening, offering participants a full day of festive fun in the heart of River North. With a pre-purchased wristband, you’ll gain access to multiple participating bars and restaurants featuring discounted drinks, food specials, live music, and themed entertainment. Many venues will host costume contests with prizes for the best-dressed, and the entire neighborhood will be decked out in spooky decorations, creating a lively, Halloween-themed atmosphere perfect for mingling and celebrating the holiday.

Chicago Halloween Party Cruise – Titanic Masquerade

The Chicago Halloween Party Cruise is a unique and festive way to celebrate Halloween. This event takes place on a boat that cruises along the Chicago River and Lake Michigan and this year’s theme is Titanic Masquerade! The cruise features a variety of Halloween-themed activities, including a costume contest, live music, dancing, and a DJ.

The cruise also offers a variety of food and drinks, including a Halloween-themed buffet and specialty cocktails. The atmosphere is festive and fun, and it’s a great way to spend an evening with friends and family.


No matter how you choose to celebrate, Halloween in Chicago is an experience like no other. With so many unique events and activities, you’re sure to find something that sends a shiver down your spine or brings a smile to your face. From haunted attractions and costumed pub crawls to pumpkin patches and family-friendly festivities, the city offers something for everyone to enjoy.


If you’re planning a Halloween getaway to Chicago, be sure to secure your accommodation early! For convenience and comfort, book your stay through ParkSleepFly.com to find great airport hotel and parking deals near Chicago O’Hare Airport (ORD) and Chicago Midway Airport (MDW), that will make your trip even more hassle-free.

Enjoy the festivities without worrying about where to stay or park—start planning your perfect Halloween escape now!


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Things To Do on Vashon Island, Washington

Vashon Island WA

In the heart of Puget Sound to the west of Seattle, Vashon Island is a hidden gem offering a perfect blend of natural beauty, outdoor adventure, and small-town charm. Just a short ferry ride from Seattle or Tacoma, this tranquil island invites visitors to slow down and explore its many attractions. From hiking scenic trails and visiting historic landmarks to indulging in local wine and art, Vashon Island has something for everyone. Whether you’re planning a quick weekend getaway or a longer retreat, there’s no shortage of memorable experiences waiting for you.

  1. Fern Cove
  2. Destiny Harbor Tours
  3. Vashon Heritage Museum
  4. Maury Island Winery
  5. Shinglemill Creek Preserve
  6. Nashi Orchards Tasting Room
  7. Dockton Park
  8. Jensen Point Park
  9. Maury Island Marine Park
  10. Local Arts Scene
  11. Lighthouse at Point Robinson Park
  12. Town of Vashon
  13. Vashon Island Farmer’s Market
  14. Farm & Garden Tours
  15. Palouse Winery

1. Fern Cove

Fern Cove is a serene and stunning 13.5-acre nature preserve on the northwest end of Vashon Island. This bay offers a blend of forest, shoreline, and estuary, making it a must-visit for nature enthusiasts and those seeking a peaceful escape.

Enjoy a leisurely stroll through the preserve’s lush forests, explore the sandy beach at low tide, or witness the fascinating ecosystem of the estuary.

Fern Cove also has historical significance, as it was once the home of Dr. Belle Baldwin, one of the state’s first female physicians. Don’t miss the opportunity to explore this hidden gem and experience the beauty of Vashon Island

2. Destiny Harbor Tours

Destiny Harbor Tours offers a captivating exploration of the Puget Sound region. Based in Tacoma, Washington, their sightseeing, charter, and eco tours provide unforgettable experiences.

As you cruise through the scenic waters, marvel at the breath-taking views of the Tacoma Narrows Bridges, Gig Harbor, Salmon Beach, Point Defiance, Thea Foss Waterway, and the Port of Tacoma. Keep your eyes peeled for wildlife encounters, as bald eagles, seals, sea lions, and other marine creatures often make appearances.

Beyond the beauty, delve into the region’s rich history. Learn about its maritime heritage, industrial past, and the fascinating stories that have shaped the area. For a truly customized adventure, consider chartering a private tour. Tailored to your interests, these personalized experiences offer a unique and intimate exploration of the Puget Sound.

3. Vashon Heritage Museum

The Vashon Heritage Museum offers a fascinating journey through the island’s rich history. Housed in a beautifully restored 1907 Lutheran church, the museum showcases a captivating collection of artifacts, photographs, and exhibits that tell the story of Vashon’s past.

From the early days of Native American settlement to the arrival of European settlers, the museum explores the island’s transformation over time. Discover the stories of pioneers who carved out a living from the land, the impact of industries like logging and farming, and the island’s role in significant historical events. Through interactive displays and knowledgeable docents, visitors gain a deeper understanding of Vashon’s unique heritage and the people who have shaped its identity.

4. Maury Island Winery

Maury Island Winery is a charming family-owned vineyard and winery located on the south of Vashon Island. Surrounded by lush greenery and offering stunning views of the water, the winery is a popular destination for wine enthusiasts and visitors seeking a peaceful getaway.

Maury Island Winery specializes in producing handcrafted wines using locally grown grapes. Their selection includes a variety of red and white wines, each with its own unique flavor profile. Visitors can enjoy tastings of their wines, learn about the winemaking process, and take in the scenic beauty of the island. Additionally, the winery often hosts live music events and other special gatherings.

5. Shinglemill Creek Preserve

Shinglemill Creek Nature Area in northwest Vashon Island encompasses the length of Shinglemill Creek as it flows north from Fisher Pond to Puget Sound at Fern Cove. This urban park offers a serene escape from the hustle and bustle of city life, providing a peaceful setting for nature enthusiasts and outdoor lovers.

The park features a network of trails that wind through lush forests, along the babbling creek, and past picturesque ponds. Visitors can enjoy leisurely walks or more strenuous hikes, depending on their fitness level. Along the way, they may encounter a variety of wildlife, including birds, squirrels, and perhaps even a lucky sighting of a deer.

Shinglemill Creek Nature Area is also a great place for picnicking, birdwatching, and simply relaxing in nature. The park’s peaceful ambiance and natural beauty make it a perfect destination for those seeking a moment of tranquility.

6. Nashi Orchards Tasting Room

Nashi Orchards Tasting Room is a delightful destination for cider and fruit lovers in the Pacific Northwest. The region renowned for its fertile farmland, this tasting room offers a unique opportunity to savor the flavors of the orchard.

The focus of Nashi Orchards is on the variety of Asian and European pear and heirloom apple orchards. Visitors can enjoy tastings of fresh fruit, as well as a range of apple and pear-based products, including perry and ciders with non-alcoholic options available too. The tasting room also features a charming gift shop where you can purchase Nashi Orchards products to take home and enjoy.

Whether you’re a fruit enthusiast or simply looking for a pleasant outing, Nashi Orchards Tasting Room offers a delightful experience that showcases the best of Vashon Island’s agricultural bounty.

7. Dockton Park

Dockton Park is a picturesque waterfront park located on Maury Island, just south of Vashon Island in Puget Sound. This charming park offers stunning views of the water, a sandy beach, and a variety of recreational activities.

Visitors can enjoy leisurely walks along the shoreline, relax on the beach, or take advantage of the park’s playground and picnic areas. There is also a public dock where you can launch kayaks or paddleboards for a fun day on the water. Dockton Park is a popular destination for families, couples, and anyone seeking a peaceful and scenic getaway.

8. Jensen Point Park

Jensen Point Park is a waterfront gem on Vashon Island, offers a serene escape amidst stunning Puget Sound vistas.

This small but charming activity park sits along Quartermaster Harbor, offering easy access to calm waters ideal for kayaking, canoeing, and paddleboarding. With its boat launch and picnic areas, Jensen Point is a popular spot for those looking to spend a relaxing day on the water or enjoy a peaceful afternoon by the beach.

The park also serves as the starting point for the Vashon Rowing Club, making it a hub for rowing enthusiasts who enjoy the protected waters of the harbor. In addition to water-based activities, visitors can explore the nearby shore and take in the beautiful views of the harbor and surrounding forests. Whether you’re launching a boat or enjoying a family picnic, Jensen Point Park offers a serene slice of Vashon Island’s natural beauty.

9. Maury Island Marine Park

Located on the eastern tip of Vashon Island, Maury Island Marine Park offers stunning views of the Puget Sound and Mt. Rainier, making it a must-visit destination for nature lovers. Though Maury Island is technically connected to Vashon by a narrow isthmus, it retains a secluded charm that sets it apart. The park’s 320 acres of unspoiled shoreline and forested trails provide visitors with a peaceful retreat from the busy city life of nearby Seattle.

Popular activities at Maury Island Marine Park include hiking, birdwatching, and beachcombing along the pebble-strewn shores. The park is also a prime spot for water activities, with calm waters and abundant marine wildlife, including seals and occasionally orcas. With picnic areas and scenic viewpoints, this park is perfect for a quiet day trip, whether you’re looking to explore the natural beauty or simply relax by the water.

10. Local Arts Scene

Vashon Island boasts a thriving arts scene, reflecting its rich community of artists, writers, and performers who call the island home. From visual arts to live performances, the island is a hub of creativity and culture. The Vashon Center for the Arts (VCA) is the jewel of the island’s artistic community, hosting regular gallery exhibits, theater productions, music performances, and art classes. VCA’s programming showcases both local talent and renowned visiting artists, making it a cultural cornerstone for residents and visitors alike.

The traditional homeland of the sx̌ʷəbabš (pronounced Schwa-ah-babsh), the native people of Vashon, the VCA is also committed in honoring the preservation of indigenous culture through the arts.

In addition to formal venues, Vashon’s art galleries, studios, and public art displays offer a more intimate look at the island’s creative spirit. The First Friday Gallery Cruise is a popular monthly event where local galleries open their doors for art lovers to explore a diverse range of paintings, sculptures, photography, and ceramics. The island’s many artists also participate in annual studio tours, inviting visitors to see their workspaces and learn more about their creative process. Whether you’re exploring public murals in Vashon Town or attending a live performance, the island’s dynamic arts scene offers endless opportunities to engage with local culture.

11. Lighthouse at Point Robinson Park

The lighthouse at Point Robinson Park is one of Vashon Island’s most iconic landmarks, standing on the eastern shore where Maury Island meets Puget Sound. Built in 1885 and later updated in 1915, this historic lighthouse continues to guide ships through the busy waters between Seattle and Tacoma. With its charming white tower and red roof, the lighthouse is a perfect spot for visitors looking to explore both history and natural beauty.

Point Robinson Park is a popular destination for lighthouse tours, beachcombing, and scenic walks along the shoreline. Visitors can enjoy panoramic views of the Cascade Mountains and Mt. Rainier, often spotting seals and seabirds in the surrounding waters. The park also offers picnic areas, beach access, and even two lighthouse keeper’s quarters available for overnight stays. It provides an opportunity to experience the maritime heritage of the Pacific Northwest first-hand.

12. Town of Vashon

The Town of Vashon, located in the center of Vashon Island, serves as the heart for the island’s arts, culture, and community. Though small, this charming town offers a wide range of local shops, art galleries, and cozy cafés that reflect the island’s creative and laid-back spirit. Visitors can stroll through the pedestrian-friendly streets, exploring everything from artisanal boutiques to farmers markets, where fresh local produce and handmade crafts are on display.

Beyond shopping and dining, Vashon Town is known for its lively events and festivals, including the annual Strawberry Festival, which attracts thousands for its parades, live music, and food. The town is also a gateway to the island’s outdoor adventures, with nearby parks, hiking trails, and beaches just a short drive away. The Town of Vashon is the perfect starting point for exploring all the island has to offer.

13. Vashon Island Farmer’s Market

The Vashon Island Farmers Market is a must-visit for anyone seeking to experience the island’s rich agricultural and artisan community. Held every Saturday from spring through fall, the market is located in the heart of Vashon Town at Village Green. This bustling market features a variety of locally grown produce, fresh flowers, handmade goods, and delicious artisanal foods, all crafted by the island’s farmers, artists, and entrepreneurs.

Visitors can browse an array of seasonal fruits, vegetables, and organic products, including honey, baked goods, and farm-fresh eggs. In addition to farm fare, the market hosts local artisans selling beautifully handcrafted jewelry, pottery, and textiles. The lively atmosphere often includes live music and family-friendly activities, making it a great way to immerse yourself in the island’s community and support its sustainable, local economy. The Vashon Island Farmers Market offers a truly authentic taste of island life.

14. Farm & Garden Tours

Continuing with Vashon Island’s love for agricultural community, the farm and garden tours offer visitors an intimate look at the island’s sustainable practices and natural beauty. Throughout the year, local farms open their gates for guided tours, where guests can explore organic vegetable gardens, lush orchards, and flower-filled scenery. These tours provide an opportunity to learn about eco-friendly farming methods, permaculture, and even farm-to-table initiatives that make Vashon a leader in sustainability.

One of the highlights is the annual Vashon Island Garden Tour, which showcases some of the island’s most exquisite private gardens, from charming cottage plots to expansive landscapes designed for beauty and biodiversity. Many tours also include interactive experiences such as herb tasting, flower arranging, or farm animal encounters, offering a hands-on experience for visitors of all ages. These tours provide an educational way to connect with Vashon’s rural heritage.

15. Palouse Winery

Palouse Winery, located on the southern end of Vashon Island, is a beloved destination for wine enthusiasts seeking both exceptional wines and breathtaking views. Founded in 2003, this family-run boutique winery is known for producing small-batch, award-winning wines, including bold reds like Syrah and Cabernet Sauvignon, as well as elegant whites like Chardonnay and Viognier. Palouse Winery’s commitment to craftsmanship and quality shines through in every bottle. The grapes sourced from the finest vineyards in Washington’s renowned wine-growing regions.

Visitors to the winery can enjoy tastings in the cozy tasting room or on the outdoor patio, which offers stunning views of the surrounding vineyards and the Puget Sound. The friendly, knowledgeable staff guide guests through the tasting experience, sharing insights into the winemaking process and the unique characteristics of each wine. Palouse Winery is a perfect stop for a relaxing afternoon.


Escape into a world of serene landscapes, creative communities, and outdoor exploration on Vashon Island. Whether you’re discovering hidden parks, enjoying local wines, or connecting with the island’s rich artistic spirit, Vashon offers the perfect backdrop for relaxation and adventure. With so many things to see and do, it’s no wonder that this Pacific Northwest gem continues to captivate visitors year after year.

Ready to explore the wonders of Vashon Island? Make your trip hassle-free by booking your hotel and parking with ParkSleepFly.com, ensuring a smooth and stress free stay!


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