Springfield Family-Friendly Fall Activities 2026

35 family-friendly fall activities in Springfield and nearby

Illustration of clay kid characters, paper bats, cotton ghosts and pumpkins on a craft table with paint pots and bunting (Spooky Safari at The Zoo in Forest Park)

Spooky Safari at The Zoo in Forest Park

Sat, Oct 24

Springfield

Family-friendly Halloween event with animal encounters and a trick-or-treat trail.

Illustration of a small Ferris wheel, striped tents and a decorated booth with pumpkins on a grassy fairground in autumn (Westfield PumpkinFest 2026)

Westfield PumpkinFest 2026

Sat, Oct 17

Westfield 8 mi

Family festival featuring free pumpkin carving, games, and trunk-or-treat.

Illustration of two small ghosts and a witch with a black cat carrying pumpkin buckets on a street of cozy houses at dusk (Mall-O-Ween at Holyoke Mall)

Mall-O-Ween at Holyoke Mall

Thu, Oct 29

Holyoke 5 mi Free

Free trick-or-treating at participating mall businesses plus a costume contest.

Illustration of two tiny costumed figures near a flag among tall golden cornstalks, with small farm houses and pumpkins (Foster Family Farm Fall Fun)

Foster Family Farm Fall Fun

Sep 12 – Nov 1

South Windsor 20 mi $$

Explore three corn mazes featuring twelve national park checkpoints and prizes.

Illustration of clay skeleton figures in folk outfits by an altar with lit candles, orange marigolds and paper banners (Día de Muertos Community Celebration)

Día de Muertos Community Celebration

Sat, Oct 24

Hartford 23 mi Free

Day of the Dead celebration with mariachi, Mexican folk dance, and ofrendas.

Illustration of two costumed trick or treaters with candy buckets on a dusk street of glowing houses and carved pumpkins (West Hartford Halloween Stroll)

West Hartford Halloween Stroll

Sat, Oct 24

West Hartford 25 mi

Trick-or-treating, music, and giveaways for costumed children across town center.

Spooktacular

Sun, Oct 18

Hartford 24 mi

Building-wide trick-or-treat trail, character meet-and-greets, and Halloween crafts.

Manchester Fall Festival

Sat, Oct 10

Manchester 23 mi Free

Features live music, local crafts, and food treats for all ages.

Holyoke Mall Fall-A-Palooza

Mon, Oct 12

Holyoke 5 mi

Features a Gothic Teen character visit, crafts, and a dance party.

Illustration of a corn maze path with tall golden cornstalks, small costumed figures, a flag, pumpkins and a red barn (Fort Hill Farms Star-Spangled Corn Maze)

Fort Hill Farms Star-Spangled Corn Maze

Aug 28 – Nov 1

Thompson 40 mi $$

A Betsy Ross flag maze celebrating 250 years of American history.

Scarecrows Along Main

Oct 1 – Oct 31

Old Wethersfield 27 mi

Over 100 handmade scarecrows displayed along Main Street.

Great Pumpkin Festival

Sat, Oct 17

Putnam 37 mi

Unique scarecrow creations decorate the streets of Putnam.

Illustration of small costumed children and a witch on a sunny autumn lawn with pumpkins, hay bales and orange trees (Night In the Museum Youth Overnight Program)

Night In the Museum Youth Overnight Program

Oct 3 – Nov 14

Sturbridge 25 mi $$$

Candlelit 1830s youth overnight adventures and mystery quests at the village.

Illustration of a Halloween craft scene with clay kids, a friendly ghost, bats and glowing pumpkins under party bunting (Klingberg Family Centers Trunk or Treat)

Klingberg Family Centers Trunk or Treat

Thu, Oct 22

New Britain 33 mi

Free reflective tote bag for the first 250 children.

Illustration of costumed children and a cat walking a leafy sidewalk past glowing jack-o'-lanterns and cozy houses at dusk (Howl-O-Ween Package at Great Wolf Lodge)

Howl-O-Ween Package at Great Wolf Lodge

Sep 20 – Oct 31

Fitchburg 49 mi $

Special Howl-O-Ween package with exclusive souvenirs

Illustration of a miniature carnival at dusk with a glowing ferris wheel, a small carousel, game booths and jack-o'-lanterns (Mountain Mist Halloween Harvest)

Mountain Mist Halloween Harvest

Sun, Oct 25

Meriden 42 mi $

Family Halloween fun featuring trunk or treat, llama petting, and carnival games.

Illustration of a small figure walking a path between tall golden cornstalks toward a red flag, with pumpkins nearby (Lyman Orchards Pick Your Own Pumpkins)

Lyman Orchards Pick Your Own Pumpkins

Middlefield 43 mi

Pick sugar and carving pumpkins overlooking the Connecticut River Valley.

Illustration of a small clay figure on a path between tall golden cornstalks, with a red flag, pumpkins and a tiny cottage (West End Creamery Fall Festival & Corn Maze)

West End Creamery Fall Festival & Corn Maze

Oct 3 – Nov 1

Whitinsville 46 mi $$

Features over 25 farm activities and a five-acre America-themed corn maze.

Cucumber Hill Farm Fall Fun

Sep 19 – Oct 25

Foster 48 mi

Scenic family farm offering a corn maze, hayrides, and pumpkin picking.

Pumpkin Passage

Oct 3 – Nov 1

Oakdale 50 mi $$

Kid-friendly Halloween trail with glowing dinosaurs, animatronics, and live entertainment.

Boo in the Woo Fall Festival

Worcester 42 mi $$

Family-friendly fall festival with live entertainment and games.

Illustration of clay figures walking past striped market stalls and pumpkins on a paved square with orange autumn trees (Corn Maze & Cider Donut Harvest Music Festival)

Corn Maze & Cider Donut Harvest Music Festival

Middlefield 42 mi $$

Pizza-themed corn maze with local CT pizza facts

Illustration of a pumpkin patch with many orange pumpkins on curling vines, a red wheelbarrow, and a small wooden farm stand (Riiska Brook Orchard Pick-Your-Own Pumpkins)

Riiska Brook Orchard Pick-Your-Own Pumpkins

Springfield $

Pick-your-own pumpkins directly from the orchard

Illustration of a red tractor pulling a wooden wagon of small costumed figures past pumpkins and autumn trees near a red barn (Fletcher Farm Pumpkin Patch & Hayride)

Fletcher Farm Pumpkin Patch & Hayride

Southampton 11 mi $

Massachusetts' #1 rated pumpkin patch and family dairy farm

Illustration of a pumpkin patch full of orange pumpkins on curling vines, with small figures, a wheelbarrow and a farm stand (Kosinski Farms Pumpkin Patch)

Kosinski Farms Pumpkin Patch

Westfield 11 mi $

Family-operated farm with pick-your-own produce and homemade goods

Illustration of a giant grinning jack-o'-lantern float and costumed marchers parading along a tree-lined park path at dusk (Florence Rag Shag Parade)

Florence Rag Shag Parade

Florence 17 mi $

Oldest continuously running Rag Shag parade

Echo Hill Orchards Fall Events

Monson 12 mi $$

Winery bar beverages allowed in the orchard

Farmer's Hayrides

Broad Brook 16 mi $$

Hayrides, pumpkin picking, and sunflower maze on a dairy farm

Trick-or-Treat at the Museum

Holyoke 7 mi $

Museum exhibits transformed into trick-or-treat stations

Naumkeag Pumpkin Show

Stockbridge 39 mi $$

Over 1,500 illuminated jack-o'-lanterns on historic estate grounds

Illustration of two tiny figures on a gravel path among golden cornstalks and pumpkins, with a red flag at sunset (Fair Weather Growers Fall Festival & Corn Maze)

Fair Weather Growers Fall Festival & Corn Maze

Cromwell 33 mi $$

16-acre farm transformed for fall fun

Illustration of a pumpkin patch with many orange pumpkins, curling vines, a wheelbarrow and a small farm stand at dusk (St. Peter's Community Pumpkin Patch)

St. Peter's Community Pumpkin Patch

Cheshire 45 mi $

Cheshire's beloved "Pumpkin Church" community tradition

March Farm Fall Festival

Bethlehem 45 mi $$

Pick-your-own apples and pumpkins with a 5-acre corn maze

Boomer's Boo Bash

Hamden 50 mi Free

Annual community Halloween celebration at Quinnipiac University

Illustration of an orange tractor pulling a wooden hay wagon with costumed characters past pumpkins, trees and a red barn (Happy Hauntings Weekend)

Happy Hauntings Weekend

Bozrah 44 mi $$

Weekend of Halloween activities including trick-or-treating and contests.

Family-Friendly Fall Activities this weekend Oct 16–18

Sat17Oct Westfield PumpkinFest 2026Westfield

Sat17Oct Great Pumpkin FestivalPutnam

Sun18Oct SpooktacularHartford

thru1Nov Fort Hill Farms Star-Spangled Corn MazeThompson

thru1Nov Foster Family Farm Fall FunSouth Windsor

thru25Oct Cucumber Hill Farm Fall FunFoster

Other Halloween categories in Springfield

Illustration of a Halloween party at dusk with a ghost above string lights, two witches by a table, and glowing pumpkins

SpringfieldHalloween Food, Drink, and Parties6 parties & tastings

Illustration of a small haunted cottage with glowing windows, ghosts, pumpkins and a black cat under a big pale moon

SpringfieldHaunted Experiences25 haunted attractions

Illustration of a small ghost and a jack-o'-lantern performing on a stage with red curtains, watched by a crowd at dusk

SpringfieldHalloween Movies, Theater, and Entertainment5 shows & screenings

Illustration of friendly ghosts on small town rooftops with pumpkins and glowing windows as two witches fly past a full moon

SpringfieldUnique Halloween Events9 unique events

About Family-Friendly Fall Activities in Springfield

As autumn leaves fall, Springfield and surrounding towns host a wealth of Halloween celebrations. From large-scale attractions like Spooky Safari at The Zoo in Forest Park to charming local patches, find activities for every family.

Consider a drive to Lyman Orchards Pumpkin Festival in Middlefield for a day out, or stay closer to home for free events like the Halloween Trick or Treat Trail in West Springfield. Dates vary, so check individual listings for specific times.

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Halloween Events Near Me

35 family-friendly fall activities in Springfield and nearby

Family-Friendly Fall Activities this weekend Oct 16–18

Other Halloween categories in Springfield

About Family-Friendly Fall Activities in Springfield

Find Family-Friendly Halloween Fun on Our Map!