Shelton Family-Friendly Fall Activities 2026

40 family-friendly fall activities in Shelton and nearby

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

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

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 6 mi Free

60th annual community festival with over 150 craft vendors

Halloween Nightfair

Sat, Oct 24

South Norwalk 23 mi Free

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

Illustration of a ghost and two costumed kids trick or treating past glowing houses with pumpkins and autumn leaves at dusk (15th Annual Milford 5K Trick or Trot Run/Walk)

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

Sat, Oct 31

Milford 7 mi $$$

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

Boo Fest by the Beach

Sat, Oct 17

Milford 8 mi

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

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 22 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 23 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 8 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 8 mi

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

Bishop's Fall Festival

Sep 5 – Nov 1

Guilford 20 mi $

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

Spooktacular on the Green

Sun, Oct 25

Guilford 22 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.

Illustration of costumed figures near striped booths and pumpkin displays on a grassy town square with orange autumn trees (Lyman Orchards 2025 Corn Maze)

Lyman Orchards 2025 Corn Maze

Sep 5 – Nov 1

Middlefield 23 mi $

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

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 23 mi Free

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

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 12 mi $$

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 6 mi

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

Castle Hill Farm Corn Maze

Sat, Oct 3

Newtown 13 mi $

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

Illustration of costumed children carrying pumpkin buckets along a winding path past glowing cottages at dusk (Shubert Theatre Free Family Fun Day)

Shubert Theatre Free Family Fun Day

Sun, Oct 25

New Haven 9 mi Free

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

Happy HalloWINE Run & Walk

Sun, Nov 1

Stratford 12 mi $$

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

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 22 mi

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

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 23 mi $$

Pizza-themed corn maze with local CT pizza facts

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 28 mi Free

Stroll the village and cast ballots for your favorite scarecrows.

Halloween at the Farm

Sat, Oct 24

Yaphank 35 mi $

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

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 28 mi

Free reflective tote bag for the first 250 children.

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 35 mi Free

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

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 $$

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

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 6 mi $$

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

Hall-O-Weekend Fall Festival

Milford 6 mi Free

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

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 16 mi $

Cheshire's beloved "Pumpkin Church" community tradition

March Farm Fall Festival

Bethlehem 24 mi $$

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

Boomer's Boo Bash

Hamden 12 mi Free

Annual community Halloween celebration at Quinnipiac University

NICE Festival

Norwalk 22 mi Free

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

Illustration of two costumed trick or treaters with candy buckets on a dusk street of glowing houses and carved pumpkins (New Canaan Halloween Block Party)

New Canaan Halloween Block Party

New Canaan 24 mi Free

Community block party for young trick-or-treaters

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 19 mi $

Train ride to a pumpkin patch with included pumpkin.

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 31 mi $$

16-acre farm transformed for fall fun

Illustration of two small costumed children and a witch among pumpkins, hay bales and autumn trees on a sunny lawn (Suffolk County Vanderbilt Museum Halloween Events)

Suffolk County Vanderbilt Museum Halloween Events

Centerport 32 mi $$

Historic mansion and planetarium hosting Halloween-themed events

Halloween at The Heckscher

Huntington 35 mi Free

Family Halloween celebration at an art museum

Illustration of two small ghosts and a witch with a black cat carrying pumpkin buckets on a street of cozy houses at dusk (Safe Trick or Treat at The Shoppes)

Safe Trick or Treat at The Shoppes

WADING RIVER 29 mi Free

Safe outdoor trick-or-treating for children

Illustration of clay figures raising foamy beer steins at wooden tables under a striped tent with pumpkins and leaves (Spooktacular Oktoberfest at Trailside Nature Museum)

Spooktacular Oktoberfest at Trailside Nature Museum

Cross River 26 mi $$

Spooktacular Oktoberfest with Halloween costumes and fall festival fun.

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 35 mi $

Over 8 acres of pumpkin fields and a corn maze.

Family-Friendly Fall Activities this weekend Oct 23–25

Sat24Oct Halloween NightfairSouth Norwalk

Sat24Oct Beasties and Besties Halloween FestivalNorwalk

Sat24Oct Halloween at the FarmYaphank

Sun25Oct Mountain Mist Halloween HarvestMeriden

Sun25Oct Spooktacular on the GreenGuilford

Sun25Oct Shubert Theatre Free Family Fun DayNew Haven

Other Halloween categories in Shelton

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

SheltonHalloween Food, Drink, and Parties11 parties & tastings

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

SheltonHaunted Experiences12 haunted attractions

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

SheltonHalloween Movies, Theater, and Entertainment7 shows & screenings

Illustration of white ghosts floating over houses with glowing windows and pumpkins, with a witch flying past a full moon

SheltonUnique Halloween Events6 unique events

About Family-Friendly Fall Activities in Shelton

The Shelton Pumpkin Festival offers a local Halloween celebration right here in town. For those seeking events a short drive away, consider the Halloween on the Green in Danbury for a community gathering.

If indoor entertainment is preferred, the Shubert Theatre's Free Family Fun Day provides a different kind of Halloween experience.

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Halloween Events Near Me

40 family-friendly fall activities in Shelton and nearby

Family-Friendly Fall Activities this weekend Oct 23–25

Other Halloween categories in Shelton

About Family-Friendly Fall Activities in Shelton

Find Family-Friendly Halloween Fun on Our Map!