Northampton Family-Friendly Fall Activities 2026

Join the historic Florence Rag Shag Parade, the nation's oldest continuously running event of its kind. This cherished Halloween tradition begins at Trinity Park with a 6 PM step-off, marching down Main Street to conclude at the Florence Civic Center....

Get ready for a frightfully fun time at The Carle's Halloween BOO-k Bash! This family-friendly event invites guests to don their costumes for a day filled with festive fall programming. Enjoy a trick-or-treat scavenger hunt, seasonal films, and a special...

Visit Fletcher Farm, recognized as the #1 pumpkin patch in Massachusetts, for an authentic fall experience. This multi-generational dairy farm offers a charming pumpkin patch and classic hayrides, perfect for family fun. Explore the farm stand for fresh local produce,...

Join the Children's Museum at Holyoke for their annual 'Trick or Treat at CMH!' event. This magical afternoon promises a delightful experience with trinkets, prizes, games, and activities. Select museum exhibits will be transformed with festive Halloween decorations, and costumed...

Join the ghoulishly fun Halloween Mall-O-Ween at Holyoke Mall for a safe, family-friendly evening. Collect treats from participating businesses throughout the mall. Don't miss the social media costume contest with categories for most creative and best group costumes, offering a...

Get ready for a spooktacular Halloween adventure at the West Springfield Trick or Treat Trail! Children are invited to don their favorite costumes and embark on a delightful quarter-mile walk along the Bagg Brook Trail. Along the way, they'll discover...

Celebrate Halloween with a fun-filled day at the Springfield Museums! Kids can wear their costumes and go trick-or-treating in the galleries, collecting treats from various stations. The event features face painting, a craft station to decorate trick-or-treat bags, and giant...

Visit Riiska Brook Orchard for a quintessential fall experience where you can pick your own pumpkin straight from the patch. Enjoy a scenic drive through their beautiful orchard to discover the perfect pumpkin for your Halloween decorations or festive displays....

Embark on a charming trolley adventure to a vibrant pumpkin patch, where each child can select their own complimentary pumpkin. Upon returning to the museum, enjoy creative pumpkin decorating, fun in the corn box, and explore the outdoor harvest play...

Experience the charm of Farmer's Hayrides at a picturesque working dairy farm in Broad Brook, CT. Enjoy scenic hayrides, hand-feed dairy cows, explore a sunflower maze, and pick your own pumpkins. The farm is beautifully decorated with fall elements, creating...

All aboard for a spooky-fun, family-friendly Halloween Train Ride! Departing from Adams, MA, this festive journey offers scenic views of the Berkshire region with a touch of railroading history. Passengers are encouraged to wear costumes and embrace the holiday spirit...

Foster Family Farm offers a quintessential fall experience for all ages. Navigate through their impressive corn mazes, take a scenic hayride, and select the perfect pumpkin. For an extra thrill, experience the Night Maze on select Saturday evenings. It's a...

Experience the East Hartford Annual Fall Festival, a beloved community celebration. This event features a giant inflatable corn maze, pumpkin decorating activities, and a variety of games and attractions for all ages. Browse offerings from local vendors, crafters, and non-profit...

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...

Join the WooSox for a free indoor trick-or-treat event at Polar Park. Families can enjoy trick-or-treating around the park, pumpkin decorating, candy bag creation, and various Halloween games. It's a fun-filled afternoon with activities for all ages, plus food and...

Bring the little ones to Polar Park for 'Boo in the Woo for Kids,' a family-friendly Halloween celebration. This event transforms the ballpark into a festive wonderland with age-appropriate spooky fun. Kids can enjoy a variety of activities, games, and...

Bring the whole family for an afternoon of Halloween fun! This beloved event features a classic trick-or-treat experience on Main Street, a festive hayride around the Upper Common, and a pick-your-own pumpkin patch at Monument Park. For those seeking a...

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...

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 frightfully fun evening at The Mall at Whitney Field's Malloween! Ghosts, goblins, and ghouls of all ages are invited to trick-or-treat at participating stores. It's the spookiest event of the season, offering a unique opportunity to...

Experience the West End Creamery's Fall Festival & Corn Maze, a 28-acre celebration of autumn fun. Get lost in a 5-acre corn maze honoring American history, enjoy included attractions like pedal carts and a cow train, and take a scenic...

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...

Embrace the vibrant colors of fall at Stratton's HarvestFest Weekend. This multi-day celebration offers a perfect blend of live music, stunning scenic lift rides, and delicious food options. Explore the mountain's trails, hike to the summit for panoramic views, or...

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 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,...

Discover the charm of Honey Pot Hill Orchards, a family-run farm since 1926. Engage in classic fall activities like apple picking, navigating the thrilling Monster Maze, and enjoying scenic hayrides. Savor fresh donuts and explore the farm store for seasonal...

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,...

Join the FASNY Museum of Firefighting for a unique Trunk or Treat: Firefighter Edition! Kids can collect treats from decorated firetrucks and car trunks, play exciting fire safety-themed games, and meet Molly the Museum Dog and local firefighters. It's a...

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...

Odetah Camping Resort hosts its 'Happy Hauntings Weekend,' a celebration filled with spooky fun. Activities include Firepit Fridays with s'mores, a final Bingo night, and creative pumpkin painting. Campers can showcase their Halloween spirit through site decorating and costume contests,...

Wojcik's Farm offers classic fall fun with a sprawling five-acre corn maze and scenic tractor-driven wagon rides. Challenge yourself to find three hidden checkpoints within the maze for a chance to win cash prizes. Relax and enjoy the picturesque countryside...