Stratford Family-Friendly Fall Activities 2026

Join the Milford Trick or Trot for a festive Halloween celebration featuring a 5K run/walk and an outdoor family movie night. This community event supports the Beth-El Center, helping to combat hunger and homelessness. Don your best costume for a...

Join the Downtown Milford Business Association for their annual Hall-O-Weekend Fall Festival, a free, not-so-scary Halloween celebration. Families and children can enjoy a weekend of costumes, adventures, and treats. Activities include an outdoor movie night, a costume parade, kids' yoga,...

Get lost in the "It's a Bug's Life" themed corn maze at Wells Hollow Creamery. Brave the Flashlight Maze on select evenings for a thrilling, dark adventure. During the day, enjoy the "Corn Maze Challenge" and visit the farm animals....

Immerse yourself in the autumn spirit at Jones Family Farms' Pumpkin Season. Wander through vast pumpkin fields to select your perfect gourd, or enjoy a scenic hayride through the picturesque landscape. Discover fun photo opportunities, educational displays, and a charming...

Experience a charming fall adventure at the Shore Line Trolley Museum's Pumpkin Patch. Ride historic trolleys through scenic salt marshes, observe local wildlife, and explore a collection of vintage transit vehicles. This unique event offers a glimpse into the past...

Experience an authentic farm adventure at Warrup's Farm this fall. Visitors can pick their own pumpkins straight from the vine, enjoy a classic hayride, and browse the farm stand for local apples, cider, honey, gourds, and more. It's a perfect...

The New Canaan Halloween Block Party is a cherished annual event where the town's youngest residents and their families gather to celebrate Halloween. Held on Elm Street, this block party provides a safe and exciting environment for children to show...

Join the annual Boomer's Boo Bash, a beloved Halloween celebration hosted by Quinnipiac University for the local communities. This family-friendly event invites local businesses, student organizations, and student-athletes to share in the festive fun on the university's Quadrangle. Attendees can...

Embark on a delightful Halloween adventure at Heckscher Farm, a special members-only event. Children aged 3-10 can explore the farm, solve a fun Halloween riddle by visiting themed stations, greet beloved animal friends, and create a craft. Upon completing the...

All aboard 'The Husking Bee' for a delightful fall adventure! This beloved annual event offers families a charming 20-minute train ride to a special pumpkin patch. Passengers can pick out their own pumpkin, enjoy local apple cider and cookies, and...

Step into a world of Halloween enchantment at the Suffolk County Vanderbilt Museum. This historic estate transforms into a hub of seasonal activities, offering a blend of spooky fun and educational exploration. Discover the mysteries of the cosmos at the...

Get ready for a spooktacular time at the Fourth Annual Stamford Moms Halloween Candy Crawl! Families can enjoy a free event filled with trick-or-treating at participating retailers and vendor tables. Kids can meet beloved characters like Elmo and Cookie Monster,...

Bring your little goblins and ghouls for a safe and fun trick-or-treating experience at The Shoppes at East Wind. This family-friendly event offers a secure outdoor environment for children to enjoy Halloween festivities. The carousel will also be open, adding...

Bishop's Fall Festival offers a quintessential autumn experience with apple picking, a unique New Haven Pizza-themed corn maze, and a vibrant pumpkin patch. Families can enjoy a wide array of activities, including jump pads, a corn pit, and pedal carts,...

Get ready for a Spooktacular Oktoberfest at Trailside Nature Museum! This annual event combines Halloween thrills with fall festival fun. Kids can enjoy trick-or-treating, a costume contest, and crafts, while everyone can experience hayrides and engaging presentations. The Oktoberfest section...

Experience the charm of Cheshire's "Pumpkin Church" as St. Peter's Episcopal Church transforms into a vibrant pumpkin patch each September and October. This cherished 20-year tradition offers a fantastic opportunity to select the perfect pumpkin while supporting indigenous growers and...

Families and children are invited to don their costumes for a delightful Halloween celebration at The Heckscher Museum of Art. This event offers a chance to create a spooktacular art activity and take home a festive treat, making for a...

Discover the charm of fall at Lenny Bruno Farms Fall Festival. Wander through over 8 acres of pumpkin fields, get lost in a thrilling corn maze, and stock up on seasonal decor like corn stalks and mums. Indulge in fresh...

Experience a delightful Fall Festival at the Cold Spring Harbor Fish Hatchery & Aquarium. This family-friendly event offers a variety of activities including fishing, exciting animal encounters, live music, and engaging games. It's a perfect way to celebrate the autumn...

Experience the quintessential fall tradition at Lyman Orchards' Pick Your Own Pumpkin Patch. Nestled on 200 acres overlooking the Connecticut River Valley, they offer a delightful outing for all ages. Select from a wide array of sugar and carving pumpkins,...

Join the Ghoul Scout Halloween Happenin' for a night of spooky fun that glows like gold! This family-friendly event features a haunted trail, costume fashion show, pumpkin painting, and exciting games. Enjoy a s'mores bar and Halloween movies as the...

Celebrate the harvest season at Lyman Orchards' Corn Maze & Cider Donut Harvest Music Festival. This family-friendly event features a unique "Pizza Pie" themed corn maze filled with facts about Connecticut's pizza culture. Enjoy live music from local bands, explore...

Experience the Annual Fall Fair in Center Moriches, a lively street festival taking over Main Street. This event brings together a diverse array of vendors, including local businesses and non-profit organizations, offering unique goods and community information. Food trucks will...

Experience the quintessential New England fall at March Farm! Visitors can pick their own apples and pumpkins, get lost in a sprawling 5-acre corn maze, and enjoy scenic tractor rides. Live music and delicious food trucks add to the festive...

Immerse yourself in the autumn spirit at the Heritage Farm & Garden Fall Festival. Wander through a captivating corn maze, get creative with pumpkin decorating, and delight in the company of friendly farm animals. Capture memories with abundant photo opportunities...

Experience the charm of a tenth-generation family farm at Averill Farm's pick-your-own pumpkin patch. Wander through their scenic 30-acre orchard, selecting the perfect apples and pears. Discover a delightful array of local goods, including fresh cider, donuts, jams, pumpkins, gourds,...

Step into a magical world on the Enchanted Forest Trail at Quogue Wildlife Refuge. This family-friendly Halloween event invites children ages 2-10 to follow a guided walk, meet whimsical characters, and learn about nature and animals. Don costumes and enjoy...

Discover the charm of Wilkens Fruit & Fir Farm's annual fall festival. Wander through their impressive corn maze, a highlight for many visitors. Engage in the classic autumn activity of picking your own apples and pumpkins straight from the source....

Join Klingberg Family Centers for a fun-filled Trunk or Treat event! This free community gathering offers a safe and exciting way for families to celebrate Halloween. Children can enjoy complimentary face painting, tattoos, and games, with the first 250 kids...

Embark on a not-too-spooky adventure through Sheldrake's woods this Halloween season. Join an engaging outdoor exploration to discover fascinating 'creepy crawlies' along the trails, from insects to bat houses. This family-friendly program offers a fun and educational way to connect...

Celebrate the autumn season at Old Westbury Gardens with a delightful array of family-friendly activities. Engage in creative pumpkin painting, embark on a magical 'Whimsical Wizard School' adventure, or enjoy charming storybook strolls and engaging puppet shows. Explore the vibrant...

Get ready to unleash your inner wild side at the Run Wild Halloween Costume Run! This exciting 1.25-mile forest adventure features a thrilling obstacle course with challenges like alligator pools, balance beams, and rope swings. Participants are encouraged to don...

Celebrate the season at Hicks Nurseries' 50th Annual Fall Festival! This beloved event offers a full day of family fun with an All-Access Wristband, including unlimited hay maze adventures and three creative crafts. Enjoy free lawn games, mini golf, and...

Prepare to be amazed by The Great Jack O'Lantern Blaze, an immersive Halloween spectacle featuring over 7,000 hand-carved, illuminated pumpkins. Wander through themed lands, discover iconic New York landmarks sculpted from gourds, and marvel at a 'wickedly' fun emerald-hued dreamscape....

Experience the magic of the witching season at the 6th Annual SUP Witches Festival in Sleepy Hollow, NY. This spellbinding event features witches paddling on the Hudson River, live music from local bands, a marketplace of witchy vendors, and delicious...

Celebrate the autumn season at Fair Weather Growers' annual Fall Festival and Corn Maze. This beloved tradition offers a full day of family fun with activities like a challenging corn maze, scenic hayrides, and a pumpkin patch. Kids will love...

Get ready for a delightful community celebration at the Family Fall & Halloween Festival! This beloved autumn event features a u-pick pumpkin patch, exciting hayrides, and a variety of games and refreshments. Families are encouraged to don their costumes for...

Experience a magical day at Untermyer Gardens with their Family Fun Day event. This unique occasion allows visitors to picnic inside the stunning Walled Garden, a privilege only offered on this special day. Enjoy a captivating magic show by Mystique,...

Step into a country atmosphere at the 42nd Annual Queens County Agricultural Fair. This vibrant event features pie-eating and corn-husking contests, lively square dancing, and classic hayrides. Explore the farm's animals, browse local craft and food vendors, and discover recycling...

Embark on a charming tractor-pulled hayride through the expansive 47 acres of the historic Queens County Farm Museum. Enjoy picturesque views of pastures and growing fields from a comfortable hay bale seat. It's a perfect way to experience the rural...

Get lost in New York City's only corn maze at the Queens County Farm Museum. This 3-acre labyrinth challenges visitors to find clues and solve puzzles on their way to Victory Bridge. It's a must-visit fall adventure for families and...

Get ready for a monster mash at Queens County Farm Museum's Halloween on the Farm! This family-friendly event invites kids and their grown-ups to enjoy a spooktacular day filled with activities. Explore a 3-acre corn maze, go trick-or-treating at nine...

Join the fun at Palisades Center for a delightful trick-or-treat event perfect for families. Children can gather candy and enjoy festive activities in a safe, indoor environment. It's a wonderful opportunity for kids to showcase their costumes and celebrate Halloween.

Families and their furry companions are invited to a Howl-o-ween event at Williamsbridge Oval. Bring your leashed pet, dressed in their best Halloween costume, to strut their stuff and join the festive fun. It's a free, public event celebrating the...

Join the Van Cortlandt Park Alliance for a FREE, fang-tastic afternoon of family and doggy fun at the Wags to Witches Halloween event. Enjoy creepy crafts, face painting, and spine-chilling stories. The highlight is the Third Annual Canine Costume Contest,...

Join the Halloween Stroll 2025 in West Hartford for a spooktacular morning of family fun. Little ghouls and goblins can enjoy trick-or-treating at outdoor storefronts and the Town Hall Lawn. The event features live music from 'Sunny Train' and a...

Wave Hill-O-Ween invites families to a magical evening of Halloween fun. Embark on an eerie treasure trail through the gardens, capturing 'gourdgeous' photo opportunities along the way. Children can decorate their own mini-pumpkin to take home, and enjoy a variety...