New Haven Family-Friendly Fall Activities 2026

41 family-friendly fall activities in New Haven and nearby

Illustration of a ghost and two costumed kids trick or treating past glowing houses with pumpkins and autumn leaves at dusk (Shubert Theatre Free Family Fun Day)

Shubert Theatre Free Family Fun Day

Sun, Oct 25

New Haven Free

Backstage trick-or-treat walking tour through the Shubert Theatre.

Illustration of costumed children carrying pumpkin buckets along a winding path past glowing cottages at dusk (15th Annual Milford 5K Trick or Trot Run/Walk)

15th Annual Milford 5K Trick or Trot Run/Walk

Sat, Oct 31

Milford 9 mi $$$

Charity 5K run and walk featuring costume contests for Beth-El Center.

Illustration of clay figures in costumes mingling among striped market tents and pumpkin displays under orange autumn trees (Seymour Pumpkin Festival)

Seymour Pumpkin Festival

Sun, Sep 20

Seymour 9 mi Free

60th annual community festival with over 150 craft vendors

Boo Fest by the Beach

Sat, Oct 17

Milford 11 mi

Shoreline Halloween celebration with trick-or-treating, carriage rides, and family entertainment.

Illustration of a small clay figure on a path between tall golden cornstalks, with a red flag, pumpkins and a tiny cottage (Jones Family Farms Pumpkin Season)

Jones Family Farms Pumpkin Season

Sep 28 – Oct 31

Shelton 12 mi

Explore the farmyard, mini corn maze, walking trail, and farm animals.

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 16 mi $

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

Illustration of two tiny costumed figures near a flag among tall golden cornstalks, with small farm houses and pumpkins (Lyman Orchards Pick Your Own Pumpkins)

Lyman Orchards Pick Your Own Pumpkins

Middlefield 16 mi

Pick sugar and carving pumpkins overlooking the Connecticut River Valley.

Illustration of a giant grinning jack-o'-lantern float and costumed marchers parading along a tree-lined park path at dusk (Walnut Beach Halloween Pet Parade & Contest)

Walnut Beach Halloween Pet Parade & Contest

Sun, Oct 18

Milford 11 mi

Costumed pets walk the runway for an annual judged costume contest.

Illustration of a Halloween parade on a town street at dusk with a giant smiling pumpkin float and costumed children (Walnut Beach Halloween Parade)

Walnut Beach Halloween Parade

Sat, Oct 31

Milford 11 mi

Features a kids' costume parade and free ice cream in costume.

Bishop's Fall Festival

Sep 5 – Nov 1

Guilford 11 mi $

Features a four-acre corn maze, wagon rides, and pick-your-own fruit.

Spooktacular on the Green

Sun, Oct 25

Guilford 13 mi Free

Scary stories, live performers, music, and trunk-or-treat on the green.

Prospect Pumpkin Festival

Sat, Oct 17

Hartford 14 mi

Community festival featuring a decorated car and truck costume parade.

Lyman Orchards 2025 Corn Maze

Sep 5 – Nov 1

Middlefield 16 mi $

Four-acre maze with trivia celebrating 250 years of American history.

Illustration of a pumpkin patch with many orange pumpkins, a scarecrow, a red wheelbarrow, hay and a wooden farm stand (Shore Line Trolley Museum Pumpkin Patch)

Shore Line Trolley Museum Pumpkin Patch

Oct 3 – Oct 25

East Haven $$

Ride a historic trolley to pick your own sugar pumpkin.

Illustration of a sunny autumn lawn with pumpkins, hay bales, a small tent, a witch and costumed children under orange trees (The Great Pumpkin Festival)

The Great Pumpkin Festival

Sat, Oct 17

Stratford 11 mi

Features a pumpkin carving contest, costume parade, hayrides, and Public Safety Day.

Castle Hill Farm Corn Maze

Sat, Oct 3

Newtown 21 mi $

Seven-acre corn maze featuring 30 game signs and an observation deck.

Happy HalloWINE Run & Walk

Sun, Nov 1

Stratford 15 mi $$

Scenic coastal 5K run and walk featuring wine, beer, and snacks.

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 25 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 17 mi $$

Pizza-themed corn maze with local CT pizza facts

Illustration of costumed figures near striped booths and pumpkin displays on a grassy town square with orange autumn trees (Halloween Nightfair)

Halloween Nightfair

Sat, Oct 24

South Norwalk 29 mi Free

South Norwalk street festival with live entertainment, vendors, and trick-or-treating.

Illustration of a child in a witch costume holding a pumpkin bucket on a leafy sidewalk lined with glowing houses at dusk (Bats, Barnacles & Broomsticks Halloween Party)

Bats, Barnacles & Broomsticks Halloween Party

Sat, Oct 24

Riverhead 30 mi

Aquarium Halloween celebration featuring trick-or-treating, crafts, and animal treats.

Scarecrows Along Main

Oct 1 – Oct 31

Old Wethersfield 31 mi

Over 100 handmade scarecrows displayed along Main Street.

Illustration of costumed clay children and a witch playing among pumpkins, hay bales and tents on an autumn lawn (Vote for Your Favorite Scarecrow! The 36th Annual Scarecrow Competition)

Vote for Your Favorite Scarecrow! The 36th Annual Scarecrow Competition

Oct 3 – Oct 25

Stony Brook 29 mi Free

Stroll the village and cast ballots for your favorite scarecrows.

Illustration of striped market booths and pumpkin displays on a street with small clay figures under orange autumn trees (Halloween on the Green)

Halloween on the Green

Sat, Oct 31

Danbury 31 mi Free

Costume parade, contest prizes, and goodie bags for costumed children.

Illustration of two small ghosts and a witch with a black cat carrying pumpkin buckets on a street of cozy houses at dusk (West Hartford Halloween Stroll)

West Hartford Halloween Stroll

Sat, Oct 24

West Hartford 33 mi

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

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 34 mi Free

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

Illustration of a witch in a pointed hat reading a book in an orange armchair beside pumpkins, a lamp and black cats (Beasties and Besties Halloween Festival)

Beasties and Besties Halloween Festival

Sat, Oct 24

Norwalk 29 mi

Museum-wide haunted festival featuring shadow puppetry and a costume parade.

Halloween at the Farm

Sat, Oct 24

Yaphank 33 mi $

Trick-or-treat stations, unlimited wagon rides, farm animals, and a corn maze.

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 26 mi Free

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

Illustration of a ghost, a witch and a pumpkin figure on a dusk street with glowing houses, autumn leaves and pumpkins (Chuck E. Cheese Boo-tacular Halloween Event)

Chuck E. Cheese Boo-tacular Halloween Event

Orange $$

Nightly trick-or-treating and 500 bonus E-Tickets for costumed kids.

Hall-O-Weekend Fall Festival

Milford 9 mi Free

Free, not-so-scary Halloween weekend for families in downtown Milford.

Illustration of a corn maze path with tall golden cornstalks, small costumed figures, a flag, pumpkins and a red barn (Wells Hollow Creamery Flashlight Maze)

Wells Hollow Creamery Flashlight Maze

Shelton 10 mi $$

"It's a Bug's Life" themed corn maze

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 13 mi $

Cheshire's beloved "Pumpkin Church" community tradition

Boomer's Boo Bash

Hamden 8 mi Free

Annual community Halloween celebration at Quinnipiac University

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 26 mi $$

16-acre farm transformed for fall fun

March Farm Fall Festival

Bethlehem 28 mi $$

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

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

Safe Trick or Treat at The Shoppes

WADING RIVER 26 mi Free

Safe outdoor trick-or-treating for children

NICE Festival

Norwalk 29 mi Free

Connecticut's premier multicultural festival with two stages and 50+ international vendors.

Illustration of an older person handing out candy to costumed children on a glowing neighborhood porch at dusk (New Canaan Halloween Block Party)

New Canaan Halloween Block Party

New Canaan 32 mi Free

Community block party for young trick-or-treaters

Illustration of two costumed figures in a festive autumn street at dusk with pumpkins, string lights and a glowing bonfire (Lenny Bruno Farms Fall Festival)

Lenny Bruno Farms Fall Festival

Manorville 31 mi $

Over 8 acres of pumpkin fields and a corn maze.

Illustration of a witch in an armchair reading a book to small children, with pumpkins and black cats nearby (Danbury Railway Museum Pumpkin Patch Trains)

Danbury Railway Museum Pumpkin Patch Trains

Danbury 28 mi $

Train ride to a pumpkin patch with included pumpkin.

Family-Friendly Fall Activities this weekend Oct 23–25

Sat24Oct Halloween NightfairSouth Norwalk

Sat24Oct Bats, Barnacles & Broomsticks Halloween PartyRiverhead

Sat24Oct West Hartford Halloween StrollWest Hartford

Sat24Oct Día de Muertos Community CelebrationHartford

Sat24Oct Beasties and Besties Halloween FestivalNorwalk

Sat24Oct Halloween at the FarmYaphank

Other Halloween categories in New Haven

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

New HavenHalloween Food, Drink, and Parties10 parties & tastings

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

New HavenHaunted Experiences15 haunted attractions

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

New HavenHalloween Movies, Theater, and Entertainment3 shows & screenings

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

New HavenUnique Halloween Events7 unique events

About Family-Friendly Fall Activities in New Haven

Halloween events sprout up across New Haven and surrounding towns. Look to local farms for pumpkin patches and festivals, or experience theater with Shubert Theatre's Free Family Fun Day.

These autumn celebrations span from ticketed attractions to free community gatherings, offering diversions for families and individuals alike.

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

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New Haven Halloween events map - Click to view interactive map

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Halloween Events Near Me

41 family-friendly fall activities in New Haven and nearby

Family-Friendly Fall Activities this weekend Oct 23–25

Other Halloween categories in New Haven

About Family-Friendly Fall Activities in New Haven

Find Family-Friendly Halloween Fun on Our Map!