Family-Friendly Fall Activities Near Enfield 2026

36 family-friendly fall activities near Enfield

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 13 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 12 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 13 mi $$

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

Scarecrows Along Main

Oct 1 – Oct 31

Old Wethersfield 21 mi

Over 100 handmade scarecrows displayed along Main Street.

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 5 mi

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

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 18 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 20 mi

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

Spooktacular

Sun, Oct 18

Hartford 18 mi

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

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 24 mi $$$

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

Manchester Fall Festival

Sat, Oct 10

Manchester 16 mi Free

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

Holyoke Mall Fall-A-Palooza

Mon, Oct 12

Holyoke 12 mi

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

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 36 mi $

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

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 36 mi $$

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

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 37 mi

Pick sugar and carving pumpkins overlooking the Connecticut River Valley.

Great Pumpkin Festival

Sat, Oct 17

Putnam 33 mi

Unique scarecrow creations decorate the streets of Putnam.

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 27 mi

Free reflective tote bag for the first 250 children.

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 36 mi $$

Pizza-themed corn maze with local CT pizza facts

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 44 mi $$

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

Illustration of a row of cars with open trunks decorated for Halloween at sunset with balloons, pumpkins and costumed kids (Hartford Turnpike Trunk or Treat 2026)

Hartford Turnpike Trunk or Treat 2026

Thu, Oct 22

Waterford 46 mi Free

Features food trucks, music, games, balloon twisting, and candy.

Pumpkin Passage

Oct 3 – Nov 1

Oakdale 43 mi $$

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

Cucumber Hill Farm Fall Fun

Sep 19 – Oct 25

Foster 43 mi

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

Illustration of a ghost and a small witch carrying a pumpkin bucket on a sidewalk past glowing porches on an autumn street (The Mayer Center Fear-Not Halloween Fun Day)

The Mayer Center Fear-Not Halloween Fun Day

Sat, Oct 17

Essex 47 mi Free

A sensory-friendly and not-so-scary Halloween event with trunk-or-treat.

Boo in the Woo Fall Festival

Worcester 42 mi $$

Family-friendly fall festival with live entertainment and games.

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 19 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 17 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 25 mi $

Oldest continuously running Rag Shag parade

Farmer's Hayrides

Broad Brook 9 mi $$

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

Echo Hill Orchards Fall Events

Monson 12 mi $$

Winery bar beverages allowed in the orchard

Trick-or-Treat at the Museum

Holyoke 14 mi $

Museum exhibits transformed into trick-or-treat stations

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 7 mi $

Pick-your-own pumpkins directly from the orchard

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 27 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 39 mi $

Cheshire's beloved "Pumpkin Church" community tradition

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 37 mi $$

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

Naumkeag Pumpkin Show

Stockbridge 44 mi $$

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

March Farm Fall Festival

Bethlehem 42 mi $$

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

Boomer's Boo Bash

Hamden 44 mi Free

Annual community Halloween celebration at Quinnipiac University

Family-Friendly Fall Activities this weekend Oct 23–25

Sat24Oct Spooky Safari at The Zoo in Forest ParkSpringfield

Sat24Oct Día de Muertos Community CelebrationHartford

Sat24Oct West Hartford Halloween StrollWest Hartford

Sun25Oct Mountain Mist Halloween HarvestMeriden

thru1Nov Fort Hill Farms Star-Spangled Corn MazeThompson

thru1Nov Foster Family Farm Fall FunSouth Windsor

Other Halloween categories near Enfield

Illustration of a Halloween party at dusk with costumed characters around a punch bowl, a ghost, pumpkins and string lights

EnfieldHalloween Food, Drink, and Parties6 parties & tastings

Illustration of a small haunted cottage with glowing windows, ghosts, jack-o'-lanterns and a black cat under a pale moon

EnfieldHaunted Experiences26 haunted attractions

Illustration of a pumpkin character and a ghost performing on a small stage with red curtains before a costumed audience

EnfieldHalloween Movies, Theater, and Entertainment5 shows & screenings

Illustration of a town street at twilight with glowing windows, pumpkins, floating ghosts and a witch on a broom by the moon

EnfieldUnique Halloween Events8 unique events

About Family-Friendly Fall Activities near Enfield

For family Halloween adventures, consider large festivals like the Lyman Orchards Pumpkin Festival or smaller, neighborhood events.

Activities range from ticketed farm outings to free community gatherings in various towns.

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See all trunk-or-treats, pumpkin patches, and kid-friendly events nearby.

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Halloween Events Near Me

36 family-friendly fall activities near Enfield

Family-Friendly Fall Activities this weekend Oct 23–25

Other Halloween categories near Enfield

About Family-Friendly Fall Activities near Enfield

Find Family-Friendly Halloween Fun on Our Map!