Caledonia Family-Friendly Fall Activities 2026

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...

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...

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...

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...

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...

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....

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...

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...

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...

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 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...

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,...

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...

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...

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...

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...

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 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...

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...

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...

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...

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...

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...

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....

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...

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...

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...

Join the Park District of Highland Park for a free, family-friendly Trunk or Treat event at Hidden Creek AquaPark. Children aged 2 and up are invited to dress up in their favorite costumes and go car-to-car collecting treats from creatively...

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...

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.

Unleash the fun at the Howl-O-Ween Canine Costume Contest! Dogs and their humans are invited to strut their stuff in creative costumes for a chance to win prizes. Even if you don't have a dog, all are welcome to join...

Get ready for a spooktacular time at the annual Ravinia District Halloween Candy Stroll! This beloved event invites families to visit participating businesses for delightful trick-or-treating. It's the perfect way to enjoy a festive Halloween afternoon filled with treats and...

Embark on a delightful Trick-or-Treat Trail where friendly characters await to hand out candy. This event offers a safe, no-scare zone perfect for children 12 and under, ensuring a fun-filled experience with games and entertainment. Parents must accompany children throughout...

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...

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 time with Justin Roberts & the Not Ready for Naptime Players! This Halloween show, 'Trick or Treat!', is perfect for the whole family. Known for his 'kiddie rock' and feel-good songs, Justin Roberts delivers a...

Experience the magic of Night of 1,000 Jack-o'-Lanterns at the Chicago Botanic Garden. This enchanting event features thousands of artist-carved pumpkins, including giant gourds and themed displays. Enjoy live carving demonstrations, meet costumed characters, and savor festive food and drinks...

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...

Lace up your running shoes and don your best costume for the annual Halloween 3K Fun Run and Walk! This festive event winds through the scenic Techny Prairie Park and Fields, offering a perfect way to embrace the spooky season....

Lace up your running shoes and don your most creative costume for the 20th Anniversary of the Halloween Hustle 5K and Kid's Dash. This festive event benefits The Boys and Girls Club of Palatine, offering a scenic 5K route for...

Experience the magic of Pumpkins in the Woods at Hubbard Woods Park! This family-friendly event features pumpkin decorating, exciting carnival games, and fun bounce houses. Register for the costume contest with categories for most original, scariest, and funniest, with winners...

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 Halloween Skelebration for a fright-free evening of fun for ghouls, goblins, and skeletons aged 2-12. This indoor/outdoor bash features a live DJ, face painting, creepy-cool crafts, ghoulish games, and spooky entertainment. Parents must accompany children, and costumes are...

Get ready for a spooktacular Trunk or Treat event at Pioneer Park! This Halloween celebration features over 40 decorated trunks filled with treats, exciting inflatables, a giant slide, and a fun photo booth. A DJ will keep the energy high...

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.

This fall, Wicked Wilmette moves lakeside to Gillson Park and the Lakeview Center for an evening of family-friendly frights. Kids can enjoy inflatable bounce houses, face painting, and a spooky hayride adventure. Explore 'Spooky Stations' for treats and pick out...

Bring the whole family to Linden Square for a delightful trick-or-treating adventure! Participating businesses will be handing out treats and giveaways. Don your favorite Halloween costume, whether you're a goblin, ghost, wizard, or superhero. The event features live entertainment and...

Gather your little ghosts and goblins for a fang-tastic time at Randall Oaks Zoo's Boo at the Zoo event. This family-friendly celebration features trick-or-treating all day, opportunities to see favorite animals in costume, and daily costume parades. It's a perfect...

Join the Central Street Trick Or Treat event for a delightful family celebration. Children can visit participating businesses to collect treats, enjoy creative Halloween-themed crafts, and soak in the festive community spirit. It's a perfect way to celebrate the holiday...

Santa's Village transforms into a fall wonderland for their annual Pumpkin Patch and Fall Festival. Wander through multiple pumpkin patches, enjoy a harvest-themed menu, and experience added attractions like a corn pit and mini straw maze. The park's amusement rides...

Dive into a unique Halloween experience at The Club at Prairie Stone! Participants will swim through a 'pumpkin patch' to find their perfect pumpkin. After the exciting hunt, enjoy open swim until 2:30 PM, followed by pumpkin decorating and a...

Goebbert's Fall Festival offers a full day of autumn fun for the entire family. Navigate a challenging corn stalk maze, cheer on racing pigs, and meet a variety of farm and exotic animals. Don't miss the iconic Pumpkin-Eating Dinosaur or...

Join the Hoffman Estates community for the Haunted Hoffman Family Fest, a day filled with free family fun and friendly frights. Enjoy live entertainment, games, a bounce house, and a scenic hayride. Meet local firefighters and police officers, and bring...