Waukesha Family-Friendly Fall Activities 2026

Embark on a Spooktacular Halloween Getaway at The Ingleside Hotel. This family-friendly package includes overnight accommodations, water park passes, arcade credits, and a special Halloween goodie bag. It's the perfect way to celebrate the fall season with thrilling water park...

Join the festive Halloween in Delafield event for an evening of community fun. Stroll through Downtown Delafield, where businesses offer trick-or-treating from 5pm to 7pm. Discover specially decorated 'spooky spaces' along Milwaukee Street. The highlight is the Grand Pumpkin Illumination...

Get ready for a spooktacular time at Boo at the Zoo, now expanded to two weekends! Families can enjoy a Trick-or-Treat Trail with multiple stops, marvel at dazzling light shows, and explore themed areas like Pumpkin Park and Haunted Hollow....

Experience the magic of Halloween with TETNA's Nighttime Trick or Treat in the Tosa East Towne neighborhood. On Saturday, October 25th, 2025, from 6:30 PM to 8:30 PM, families can enjoy a classic trick-or-treating adventure after dark. This event also...

Celebrate the autumn season at the West Allis Harvest Fair! This beloved event offers a bounty of family-friendly activities, including pumpkin bowling and scarecrow making. Browse a bustling Farmers Market for seasonal decor and local goods, and enjoy diverse food...

Join the West Allis Downtown Halloween Hunt for a delightful morning of trick-or-treating. Over 20 local businesses and organizations open their doors to hand out candy to young revelers. It's a perfect opportunity for families to enjoy a festive Halloween...

Join the fun at the annual Menomonee Falls Downtown Trick or Treat event! Local businesses open their doors to welcome children for a spooky good time. It's a cherished community tradition where families can enjoy collecting treats in a festive...

Experience the vibrant Menomonee Falls Downtown Harvest Fest on October 4, 2025. This family-friendly event celebrates the autumn season with a bustling vendor market, live music, and a popular chili cook-off. Enjoy scenic wagon rides, explore unique crafts, and savor...

Celebrate the autumn season at the Fall Family Fest, featuring a popular Trunk or Treat event. Families can enjoy games, a petting zoo, costume contests, and delicious food from local vendors. Don't miss the pie-eating contest and horse carriage rides...

Residents and visitors are invited to the Village of Germantown's annual Halloween Trick-or-Treat event. This is a fantastic opportunity for families to enjoy a classic Halloween experience. Participants are encouraged to wear their costumes and approach homes with their porch...

Experience a frightfully fun time at Milwaukee Public Museum's Halloween Hauntings, a free members-only event. All ages are invited to enjoy trick-or-treating, get up close with creepy crawlies and birds of prey, and hear spine-chilling local ghost stories. Craft your...

Milwaukee's Halloween Village and Jack-O-Lantern Jubilee transforms Baird Community Commons into a festive fall wonderland. Wander through enchanting displays featuring classic Halloween characters and interactive lights. The Jubilee offers a day packed with family-friendly fun, including pumpkin decorating, face painting,...

Join the Milwaukee Public Market for their annual Harvest Festival, celebrating 20 years of community. This free, family-friendly event features live music, pumpkin painting, scarecrow creation, and samples of freshly pressed apple cider. Indulge in seasonal beverages like Lakefront Brewery's...

Celebrate the autumn season at the Oak Creek Fall Festival, a vibrant harvest tradition held at Drexel Town Square. This family-friendly outdoor event is the perfect way to embrace fall, featuring activities for all ages. Don't miss the final day...

All aboard for a spooky good time! Families can enjoy a festive train ride to Byrnes Park for trick-or-treating and games. Upon returning to East Troy, each child gets to select their own pumpkin to take home. Costumes are encouraged...

Experience a festive Halloween on Historic Downer Avenue with a family-friendly trick-or-treat event for all ages. Businesses along the avenue will be handing out treats, and you can cast your vote for the best pumpkin carving. Don't miss a special...

Discover a quintessential fall experience at Swan's Pumpkin Farm, offering a delightful harvest celebration for all ages. Wander through fields filled with thousands of pumpkins, perfect for picking, carving, or cooking. An adventure wristband unlocks access to exciting attractions like...

Experience the magic of Grayson's Heritage Avenue Holiday Light Show, a spectacular drive-through display. Lights dance in perfect synchronization to your favorite spooky songs, all heard by tuning into 99.7 FM. This impressive show is the creation of a talented...

Experience a hauntingly good time at the A Spooktacular 5K - Trick or Trunk, a family-friendly event featuring a free Trunk or Treat followed by a thrilling 5K night run. Participants are encouraged to wear bright colors and costumes for...

Get into the Halloween spirit at the Free Fall Family Fun Fest! This event invites all ghosts and goblins to enjoy a variety of art activities, a thrilling scavenger hunt, and a festive costume parade. Dress in your best Halloween...

The City of West Bend hosts its annual trick-or-treat event, inviting all residents to participate in the beloved Halloween tradition. This is a fantastic opportunity for children to don their costumes and gather candy from neighbors.

Bring your little ghosts and goblins to the Racine Zoo for a day of safe, outdoor trick-or-treating. Enjoy spooky cookie decorating, Halloween crafts, and pumpkin decorating. Meet creepy crawly animal ambassadors and bounce houses, with food and drinks available for...

Downtown Racine comes alive for a spooktacular Halloween Fun First Fridays event! Families can enjoy free pumpkin giveaways and face painting, with live pumpkin carving demonstrations to inspire creativity. Local businesses offer shopping and dining deals, while live music fills...

Join the 6th annual Downtown Racine Candy Crawl and Halloween Scavenger Hunt on Saturday, October 25, 2025, from noon to 2 pm. This family-friendly event transforms downtown into a festive haven where over 30 businesses offer free, safe trick-or-treating. Embark...

Experience the quintessential fall celebration at Jerry Smith Farm's 'Fall at the Farm' event. This beloved destination offers a full season of autumn magic for all ages, featuring a vast pumpkin patch, unlimited hayrides, and a challenging 6-acre corn maze....

Get ready for a spooktacular morning at the Kenosha YMCA's Trunk or Treat! Families are invited to don their costumes and enjoy a festive Halloween celebration. Children can trick-or-treat from creatively decorated car trunks, participate in fun games, and enjoy...

Join the spooky and inclusive 2025 Special Needs Trunk-or-Treat for a fun-filled Halloween celebration. Local businesses and organizations will decorate their car trunks, offering candy and information. This accessible event is designed for kids with special needs but is open...

Get lost in the "World's Largest" corn maze at Richardson Adventure Farm, celebrating 40 years of "Back to the Future" with an intricate 28-acre design. Explore 9-10 miles of trails, divided into four smaller mazes, and utilize observation bridges for...

Get lost in the thrill of the world's largest corn maze, spanning an incredible 28 acres with a new theme each year. Beyond the maze, discover a pumpkin patch perfect for finding your autumn centerpiece, and for the brave, experience...

Milton, Wisconsin invites families to its annual Halloween Trick-or-Treat event. Residents are encouraged to welcome trick-or-treaters by turning on their porch lights. This is a community-driven event, allowing each household to decide their level of participation.

Waldvogel's Farm invites visitors to experience a memorable fall adventure with over 80 attractions. This expansive farm offers a wide range of activities for all ages, including a challenging corn maze, thrilling slides, and a variety of playgrounds. Families can...

Discover a harvest of fun at Stade's Farm & Market's Shades of Autumn Fall Festival. This beloved event offers nine weekends of family-friendly entertainment, featuring a massive 33-acre pumpkin patch, a challenging 2-acre corn maze, and a delightful petting zoo....

Get ready for a spooktacular time at the Janesville Halloween Party! This event promises a fun-filled celebration with festive decorations, engaging party games, and a lively atmosphere perfect for families and friends to enjoy the spirit of Halloween together.

Join the fun in Janesville for a delightful downtown trick-or-treating experience. Families can start their candy quest at the Farmers Market in Town Square and then explore the streets, following the festive orange and black balloons to find participating businesses....

Join the community for a festive Halloween celebration on the Square! Kids can enjoy trick-or-treating at local businesses, followed by an exciting costume contest at the Bandstand. Prizes will be awarded for the most creative and spooky costumes across multiple...

Experience the 15th Annual "Spooktacular" Fall Festival along downtown State Street. This family-friendly event features pumpkin carving, face painting, a petting zoo, bounce house, and exciting costume contests for both children and pets. Enjoy a brat fry and plenty of...

Experience over 30 years of fall family fun at All Seasons Orchard! Pick your own apples and pumpkins, explore a vast 10-acre pumpkin patch, and enjoy a 6-acre corn maze. The Barnyard offers numerous attractions, including pony rides, a petting...

Get ready for a classic Halloween experience in Fond du Lac! This event designates specific hours for children to safely go door-to-door collecting treats. It's a wonderful opportunity for families to enjoy the spirit of Halloween together in a community-focused...

Gather your coven for a day of mischief and magic in downtown Fond du Lac during Witches Day Out! Explore unique shops offering themed drinks, special discounts, and creative activities like DIY potion making and tarot readings. Don your best...

Get ready for a spooktacular time at the Crystal Lake Truck or Treat! Children are invited to wear their favorite Halloween costumes and bring their treat bags to collect goodies from decorated vehicles. This free, drop-in event is perfect for...

Get ready for a spooktacular Halloween celebration at Crystal Lake Plaza! This family-friendly event features trick-or-treating at various stores, exciting magic shows, a petting zoo, and creative face painting. Kids can enjoy inflatable obstacle courses and games, while adults can...

Discover a quintessential fall experience at Lindberg Pumpkin Patch in Caledonia, IL. Explore a vast 7-acre patch with over 50 varieties of pumpkins, perfect for picking your own or choosing from pre-picked selections. Enjoy classic farm activities like a challenging...

Discover the enchanting Happily Haunted event at Bookworm Gardens, where the grounds transform into a wonderland of over 100,000 twinkling lights and captivating structures. Families can enjoy a Halloween-themed storytime, a fun ghost hunt, and gather around a warm bonfire....

Get ready for the 4th annual 'BOO in the Barn' at SOUL Harbour Ranch! This festive Halloween fundraiser offers a spooky trail walk, trick-or-treat stations, a craft project, and a campfire cookout. Meet the ranch's beloved therapy animals, including mini...

Get ready for a spooktacular time at Porter Park's Truck or Treat! This family-friendly Halloween event combines the excitement of trunk-or-treat with an amazing 'touch-a-truck' experience. Kids can collect candy, get up close with public works, police, and fire department...

Experience a full day of autumn excitement at Tom's Farm Market Fall Festival. This family-friendly event offers a 6-acre corn maze, a thrilling moonlight version after dark, and enchanting hayrides. Younger visitors will delight in attractions like the Giant Pumpkin...

Join the Downtown Madison Family Halloween for an afternoon of festive fun! Families can enjoy trick-or-treating at dozens of participating businesses, exciting hayrides around the Capitol Square, and engaging activities like crafts, storytelling, and magic shows. The event culminates with...

Experience Chicagoland's cherished fall tradition at Happy Times Pumpkin Fest, held at Didier Farms. This family-friendly event offers a delightful array of attractions, including a challenging corn maze, exciting amusement rides, and a petting zoo. Visitors can also enjoy unique...

The 15th annual Great Highwood Pumpkin Festival returns October 3-5, 2025, transforming Downtown Highwood into a fall wonderland. This family-friendly event features a massive carnival, live music across three stages, pumpkin carving stations, and a variety of food and artisan...