Caledonia Family-Friendly Fall Activities 2026

43 family-friendly fall activities in Caledonia and nearby

Illustration of a corn maze path with tall golden cornstalks, small costumed figures, a flag, pumpkins and a red barn (Swan's Pumpkin Farm - 50th Anniversary Season)

Swan's Pumpkin Farm - 50th Anniversary Season

Franksville

Thousands of carving and cooking pumpkins with free farm admission

Boo at the Zoo

Sat, Oct 24

Racine 8 mi $

Safe outdoor trick-or-treating alongside zoo animals, crafts, and bounce houses.

Jack-O-Lantern Jubilee

Sat, Oct 24

Milwaukee 16 mi Free

Dazzling Halloween Village with magical seasonal displays

Boo at the Zoo

Oct 16 – Oct 24

Milwaukee 17 mi $$

Daytime and evening Halloween fun featuring animal pumpkin enrichment and trick-or-treating.

38th Annual Halloween Haunts

Oct 15 – Oct 17

Franklin 10 mi $$

Enchanted Forest with costumed characters and hundreds of Jack-o'-lanterns

Fall at the Farm - Jerry Smith Farm

Sep 12 – Nov 1

Kenosha 13 mi $$

Family-owned farm featuring a six-acre corn maze, bounce pads, and pumpkins.

Illustration of striped market booths and pumpkin displays on a street with small clay figures under orange autumn trees (West Allis Harvest Fair)

West Allis Harvest Fair

Oct 2 – Oct 4

West Allis 16 mi $

Fall festival featuring pumpkin bowling, lumberjack shows, and State Fair treats.

Harvest Fest

Sep 12 – Oct 25

Mukwonago 21 mi Free

Old-fashioned harvest fun with apple picking, hayrides, and a corn maze.

Jack-O'-Lantern Nights

Oct 1 – Oct 31

Racine 9 mi $

Paved zoo stroll filled with custom jack-o'-lanterns and festive uplighting.

Illustration of clay figures in costumes mingling among striped market tents and pumpkin displays under orange autumn trees (Haunted Halloween on Downer Avenue)

Haunted Halloween on Downer Avenue

Sat, Oct 17

Milwaukee 18 mi

Trick-or-treating and merchant pumpkin carving contest on Historic Downer Avenue.

Illustration of a child in a witch costume holding a pumpkin bucket on a leafy sidewalk lined with glowing houses at dusk (The Hill Has Eyes Not So Scary Halloween Party)

The Hill Has Eyes Not So Scary Halloween Party

Oct 4 – Oct 25

Milwaukee 9 mi $

Family-friendly daytime trick-or-treat guided tour through haunted attractions.

Illustration of clay figures walking past striped market stalls and pumpkins on a paved square with orange autumn trees (Fall Family Fest & Trunk or Treat)

Fall Family Fest & Trunk or Treat

Sat, Oct 3

Greenfield 11 mi Free

Local companies and vendors hand out candy to trick-or-treaters.

Bayshore Fall Fest

Oct 10 – Oct 11

Glendale 22 mi Free

Handcrafted art market with live music, food trucks, and pumpkin decorating.

Illustration of a ghost and two costumed kids trick or treating past glowing houses with pumpkins and autumn leaves at dusk (East Troy Railroad Museum Trick or Treat Trains)

East Troy Railroad Museum Trick or Treat Trains

Oct 9 – Oct 30

East Troy 24 mi $$

Costume train ride featuring trick-or-treating, park games, and pumpkin picking.

Harvest Fest

Sep 12 – Oct 25

East Troy 24 mi $$

Ride historic electric shuttle trains between East Troy and The Elegant Farmer.

Illustration of a ghost, a witch and a pumpkin figure on a dusk street with glowing houses, autumn leaves and pumpkins (A Spooktacular 5K - Trick or Trunk)

A Spooktacular 5K - Trick or Trunk

Sat, Oct 24

Mt Pleasant 6 mi $$

Night 5K Glow Run with Trunk or Treat

Illustration of a row of cars with open trunks decorated for Halloween at sunset with balloons, pumpkins and costumed kids (Kenosha YMCA Trunk or Treat)

Kenosha YMCA Trunk or Treat

Sat, Oct 24

Kenosha 15 mi Free

Trick-or-treat from creatively decorated trunks in the parking lot.

Illustration of costumed figures near striped booths and pumpkin displays on a grassy town square with orange autumn trees (Milwaukee Public Market Harvest Festival)

Milwaukee Public Market Harvest Festival

Sat, Oct 10

Milwaukee 16 mi

A full day of fall fun at Milwaukee Public Market.

Illustration of a Halloween parade on a town street at dusk with a giant smiling pumpkin float and costumed children (Wauwatosa Harvest Fest 2026)

Wauwatosa Harvest Fest 2026

Sat, Oct 31

Wauwatosa 17 mi $

Fall festival featuring horse rides, a Halloween parade, and food trucks.

Bluemel's Annual Fall Fest

Sat, Oct 17

Greenfield 10 mi Free

An in-person autumn gathering featuring food and family activities.

Illustration of small cars parked at sunset with orange balloons, tiny houses on their roofs, a pumpkin and string lights (Special Needs Trunk-or-Treat)

Special Needs Trunk-or-Treat

Sun, Oct 25

Kenosha 14 mi Free

An inclusive trunk-or-treat celebration designed for children with special needs.

Apple Days

Sun, Oct 4

Muskego 12 mi Free

Fall gathering featuring live rock covers, bounce houses, and seasonal treats.

Illustration of two small ghosts and a witch with a black cat carrying pumpkin buckets on a street of cozy houses at dusk (Milwaukee Spooktacular Craft & Vendor Market)

Milwaukee Spooktacular Craft & Vendor Market

Oct 24 – Oct 25

Brookfield 18 mi Free

Local craft market featuring seasonal décor, handmade goods, and sweet treats.

Illustration of an older person handing out candy to costumed children on a glowing neighborhood porch at dusk (Spooktacular Halloween Getaway at The Ingleside Hotel)

Spooktacular Halloween Getaway at The Ingleside Hotel

Oct 1 – Nov 1

Pewaukee 24 mi

Overnight hotel stay with water park passes, arcade credits, and Halloween goodies.

Illustration of an orange tractor pulling a wooden hay wagon with costumed characters past pumpkins, trees and a red barn (Play Date: Adventure Train and Pumpkin Day)

Play Date: Adventure Train and Pumpkin Day

Sat, Oct 10

East Troy 24 mi $$

Hosted family train ride and orchard hayride to the pumpkin patch.

Illustration of striped booths with pumpkins and costumed figures on a town street with orange autumn trees (Fall Festival Open House at The Learning Experience - Oak Creek)

Fall Festival Open House at The Learning Experience - Oak Creek

Sat, Sep 26

Oak Creek 6 mi $

Classroom games, pumpkin voting, treats, and a local silent auction.

Illustration of two costumed figures in a festive autumn street at dusk with pumpkins, string lights and a glowing bonfire (Davidson Park Pumpkin Party)

Davidson Park Pumpkin Party

Sat, Oct 10

Milwaukee 17 mi Free

Train rides, pumpkin decorating, trick-or-treating, and a kids DJ dance party.

Illustration of costumed children and a cat walking a leafy sidewalk past glowing jack-o'-lanterns and cozy houses at dusk (Annual Halloween Grow and Go for Kids)

Annual Halloween Grow and Go for Kids

Oct 25 – Oct 31

Milwaukee 17 mi $

Plant-growing lessons, take-home starter plants, compost, and games for kids.

Illustration of two clay kids and cotton ghosts around a craft table with painted pumpkins, paint pots and paper bats (Fall Pumpkin Candle Making Workshop)

Fall Pumpkin Candle Making Workshop

Fri, Nov 6

Racine 9 mi $$$

Craft a wooden pumpkin dough bowl candle with seasonal fall scents.

Oak Creek Fall Festival

Sat, Oct 24

Oak Creek 6 mi

Outdoor harvest celebration featuring hayrides, a petting zoo, and pumpkin decorating.

Illustration of a sunny autumn lawn with pumpkins, hay bales, a small tent, a witch and costumed children under orange trees (Kroll's Fall Harvest Farm)

Kroll's Fall Harvest Farm

Sep 19 – Oct 31

Waukegan 27 mi $

Educational corn maze, hayrides, petting zoo, and pre-picked pumpkin patch.

Halloween in Delafield

Sat, Oct 24

Delafield 30 mi

Downtown trick-or-treating and a grand illuminated pumpkin display.

Illustration of two costumed trick or treaters with candy buckets on a dusk street of glowing houses and carved pumpkins (Downtown Trick or Treat)

Downtown Trick or Treat

Thu, Oct 22

Menomonee Falls 27 mi

Sidewalk trick-or-treating for kids at participating downtown businesses.

Falls Harvest Fest

Sat, Oct 3

Menomonee Falls 28 mi

Autumn celebration with wagon rides, live music, and a chili cook-off.

Illustration of two tiny costumed figures near a flag among tall golden cornstalks, with small farm houses and pumpkins (Richardson Adventure Farm Corn Maze and Pumpkin Patch)

Richardson Adventure Farm Corn Maze and Pumpkin Patch

Sep 12 – Nov 1

Spring Grove 28 mi $$

Home to the world's largest corn maze spanning 28 acres.

Pumpkin Volcanoes

Fri, Oct 2

Waukegan 28 mi $

Decorate pumpkins and watch them erupt like volcanoes.

KM Fall Ball

Sat, Oct 10

Delafield 29 mi Free

Costume gathering featuring trunk-or-treating, dancing, and a shared potluck in a barn.

Paddock Lake Halloween Party

Sat, Oct 24

Elkhorn 31 mi Free

Features a trunk-or-treat hosted by the Paddock Lake Ward.

Illustration of a candlelit ofrenda altar with marigolds and skull decorations as clay figures stand in a plaza at dusk (Sugar Skull Decorating Workshop)

Sugar Skull Decorating Workshop

Sat, Oct 3

Waukegan 31 mi $

Decorate your own calavera de azúcar to take home.

Illustration of small costumed figures and a witch playing on a sunny lawn with pumpkins, hay bales, a tent and orange trees (October 3 "Halloween Fun" First Fridays)

October 3 "Halloween Fun" First Fridays

Racine 9 mi $

Halloween-themed First Friday with free pumpkins and face painting.

Illustration of a ghost and a small witch carrying a pumpkin bucket on a sidewalk past glowing porches on an autumn street (Downtown Racine Candy Crawl)

Downtown Racine Candy Crawl

Racine 9 mi Free

Free candy crawl and Halloween scavenger hunt

Free Fall Family Fun Fest

Racine 7 mi Free

Annual costume contest and parade with prizes.

Illustration of an older person handing out candy to costumed children on a glowing neighborhood porch at dusk (West Allis Downtown Halloween Hunt)

West Allis Downtown Halloween Hunt

West Allis 15 mi Free

Community-wide trick-or-treating with over 20 businesses

Family-Friendly Fall Activities this weekend Oct 16–18

Fri16Oct 38th Annual Halloween HauntsFranklin

Fri16Oct Boo at the ZooMilwaukee

Sat17Oct Haunted Halloween on Downer AvenueMilwaukee

Sat17Oct Bluemel's Annual Fall FestGreenfield

thru1Nov Fall at the Farm - Jerry Smith FarmKenosha

thru25Oct Harvest FestMukwonago

Other Halloween categories in Caledonia

Illustration of clay figures in costumes and a floating ghost at a Halloween party with a punch bowl and glowing pumpkins

CaledoniaHalloween Food, Drink, and Parties16 parties & tastings

Illustration of a small cottage with glowing windows, ghosts, jack o'lanterns and a black cat among bare trees at twilight

CaledoniaHaunted Experiences16 haunted attractions

Illustration of a small character with arms raised on a stage with red curtains, glowing lanterns and a pumpkin audience

CaledoniaHalloween Movies, Theater, and Entertainment2 shows & screenings

Illustration of a Halloween town at dusk with glowing houses, pumpkins, floating ghosts and a witch flying past a full moon

CaledoniaUnique Halloween Events8 unique events

About Family-Friendly Fall Activities in Caledonia

With Halloween approaching, Caledonia and nearby towns offer a mix of seasonal events. You'll find attractions ranging from large-scale celebrations like the Racine Zoo Halloween Celebration to community gatherings. Consider whether you prefer indoor or outdoor activities, or events closer to home versus those a short drive away. Many events cater specifically to younger families, while others might be better suited for adults.

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Halloween Events Near Me

43 family-friendly fall activities in Caledonia and nearby

Family-Friendly Fall Activities this weekend Oct 16–18

Other Halloween categories in Caledonia

About Family-Friendly Fall Activities in Caledonia

Find Family-Friendly Halloween Fun on Our Map!