Holyoke Family-Friendly Fall Activities 2026

35 family-friendly fall activities in Holyoke and nearby

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 Free

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

Holyoke Mall Fall-A-Palooza

Mon, Oct 12

Holyoke

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

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 9 mi

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

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 9 mi

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

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 27 mi $$

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

Scarecrows Along Main

Oct 1 – Oct 31

Old Wethersfield 34 mi

Over 100 handmade scarecrows displayed along Main Street.

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 30 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 31 mi

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

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 27 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 39 mi

Free reflective tote bag for the first 250 children.

Manchester Fall Festival

Sat, Oct 10

Manchester 30 mi Free

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

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 46 mi $

Special Howl-O-Ween package with exclusive souvenirs

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 43 mi $$

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

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 49 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 50 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 47 mi $$

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

Illustration of a red tractor pulling a wooden wagon of small costumed figures past pumpkins and autumn trees near a red barn (Trick or Treat on Main Street)

Trick or Treat on Main Street

Sat, Oct 24

Fitchburg 49 mi

Family trick-or-treating, hayrides, and a pumpkin patch in Fitchburg.

Great Pumpkin Festival

Sat, Oct 17

Putnam 41 mi

Unique scarecrow creations decorate the streets of Putnam.

Illustration of a pumpkin patch with many orange pumpkins on curling vines, a red wheelbarrow, and a small wooden farm stand (Safe Trick or Treat Hayride at Krochmal Farms)

Safe Trick or Treat Hayride at Krochmal Farms

Oct 17 – Oct 25

Dracut 48 mi $$

Horse-drawn hayride through the woods featuring costume characters and sweet treats.

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 49 mi $$

Pizza-themed corn maze with local CT pizza facts

Trick-or-Treat at the Museum

Holyoke $

Museum exhibits transformed into trick-or-treat stations

Fletcher Farm Pumpkin Patch & Hayride

Southampton 5 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 8 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 10 mi $

Oldest continuously running Rag Shag parade

Echo Hill Orchards Fall Events

Monson 15 mi $$

Winery bar beverages allowed in the orchard

Farmer's Hayrides

Broad Brook 23 mi $$

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

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

Riiska Brook Orchard Pick-Your-Own Pumpkins

Springfield 7 mi $

Pick-your-own pumpkins directly from the orchard

Naumkeag Pumpkin Show

Stockbridge 36 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 40 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 51 mi $

Cheshire's beloved "Pumpkin Church" community tradition

March Farm Fall Festival

Bethlehem 49 mi $$

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

Illustration of a ghost and two costumed kids trick or treating past glowing houses with pumpkins and autumn leaves at dusk (Malloween at The Mall at Whitney Field)

Malloween at The Mall at Whitney Field

Leominster 50 mi Free

Mall-wide trick-or-treat event

Teen Halloween Party

LEOMINSTER 49 mi Free

Exclusive after-hours teen Halloween party

Happy Hauntings Weekend

Bozrah 51 mi $$

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

Family-Friendly Fall Activities this weekend Oct 23–25

Fri23Oct Safe Trick or Treat Hayride at Krochmal FarmsDracut

Sat24Oct Spooky Safari at The Zoo in Forest ParkSpringfield

Sat24Oct Día de Muertos Community CelebrationHartford

Sat24Oct West Hartford Halloween StrollWest Hartford

Sat24Oct Trick or Treat on Main StreetFitchburg

Sun25Oct Mountain Mist Halloween HarvestMeriden

Other Halloween categories in Holyoke

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

HolyokeHalloween 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

HolyokeHaunted 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

HolyokeHalloween Movies, Theater, and Entertainment4 shows & screenings

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

HolyokeUnique Halloween Events9 unique events

About Family-Friendly Fall Activities in Holyoke

From extensive fall festivals in neighboring towns like Westfield's PumpkinFest to more intimate local traditions, Holyoke area families have many ways to celebrate the season. Consider the immersive experiences at places like Fletcher Family Farm for hayrides versus the more contained fun of a Main Street trick-or-treat event.

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Halloween Events Near Me

35 family-friendly fall activities in Holyoke and nearby

Family-Friendly Fall Activities this weekend Oct 23–25

Other Halloween categories in Holyoke

About Family-Friendly Fall Activities in Holyoke

Find Family-Friendly Halloween Fun on Our Map!