Lexington Family-Friendly Fall Activities 2025

Experience the magic of fall at Wilson Farm's annual Pumpkin Festival. Wander through a charming Pumpkin Village, complete with themed houses and a Wild West town, perfect for capturing festive photos. Indulge in hot apple cider donuts and caramel apples...

Celebrate the season with a delightful fall festival at Gore Place. Families can get creative stuffing and decorating scarecrows, painting pumpkins, and enjoying a classic hayride. It's a perfect way to embrace autumn fun on the historic farm.

Celebrate the season at Drumlin Farm Wildlife Sanctuary's Fall-o'ween on the Farm! This popular event offers a festive hayride through autumn foliage, a chance to explore the Creepy Critter Mansion, and a fun-filled Hay Play area. Visitors can enjoy crafts,...

Immerse yourself in Medford's largest arts festival at the Condon Shell. This vibrant event features live music across multiple genres, a bustling marketplace of local artisan crafts, and engaging activities for all ages. Discover unique handmade treasures, savor delicious food...

Get ready for a spooktacular time at Stone Zoo's Boo at the Zoo! This family-friendly Halloween celebration invites visitors to wander through animal habitats, collect treats on a special trail, and enjoy engaging keeper chats. Little ones will delight in...

Newton's Halloween Window Painting event invites students in grades 3-8 to transform storefront windows into festive Halloween canvases. Participants can unleash their creativity with spooky designs in one of seven participating villages. This cherished tradition offers a safe and engaging...

Join the 16th Annual Trick or Treat in Malden Square for a festive Halloween celebration. Kids 12 and under can follow a special treasure map to collect candy and treats from participating locations. Meet costume characters and members of the...

Join the Malden Chamber of Commerce for their 21st Annual Trick or Treat event! This festive gathering in City Hall Plaza is perfect for families. Children aged 12 and under can grab a special Treasure Map to navigate the area...

Get ready for a spooktacular afternoon at the Halloween Block Party and Pet Spooktacular! This signature event features a beloved pet costume contest, live music, delicious food from local vendors, and fun activities for everyone. It's the perfect way to...

Join the Metropolitan Waterworks Museum for a ghoulishly good time at their Tricks and Treats event. Families can collect candy, create spooky crafts like balloon rocket bats and monster microbe puppets, and march in a costume parade. Special access to...

Join the Council on Aging for a spirited Halloween celebration at the Edward G. Connolly Center. Attendees can enjoy a delicious catered lunch, dance to music by DJ Tommy Sheehan, and show off their festive attire in a costume contest...

Get ready for a spooktacular time at the second annual BARKTOBER: Halloween Pup Party & Parade! Dogs can strut their stuff in their best costumes for a chance to win great prizes. The event features a fun pup social, a...

Experience a thrilling Halloween celebration at the Museum of Science with Spooky Science Sunday. This all-ages event features a costume dance party with DJ Ooch, engaging hands-on activities, and captivating live science presentations. Discover the wonders of chemistry, meet live...

Get ready for a spooktacular time at Prudential Center's 31st annual PruBoo event! This family-friendly Halloween celebration features trick-or-treating at over 30 participating stores and restaurants. Kids can enjoy face painting, Halloween crafts, captivating magic shows, and a lively musical...

Bring your furry friends to The Anchor for a spooktacular Yappy Hour! This Halloween-themed event features a 'Howl-o-Ween Pup Pageant' costume contest with prizes for the best-dressed dogs. Enjoy live music, complimentary pup cups, free swag, and delicious treats in...

Join the City of Boston for the annual Fall-o-Ween Children's Festival at the Boston Common Frog Pond. This free event encourages families to wear costumes and enjoy a spooky good time with a haunted zombie maze, pumpkin slide, trackless train...

Join the Boston Public Market for a delightful Community Pumpkin Stroll and Family Halloween Fun event. This festive day includes a scavenger hunt for colorful pumpkins along The Greenway, leading to the Market where giant pumpkins await. Families can enjoy...

High Street Place transforms into a festive autumn destination for Fall Fest 2025. This vibrant downtown Boston food hall offers a cozy escape with seasonal flavors, craft beverages, and live music. Explore 20 unique eateries, enjoy DJ sets, and participate...

Embark on a magical Halloween adventure at Krochmal Farms with their unique trick-or-treating hayride. Families and friends can climb aboard a cozy hayride, pulled by gentle draft horses, as they journey through the farm's enchanting landscape. Along the way, costumed...

Experience a quintessential New England fall at Krochmal Farms' annual Pumpkin Festival. Just a short drive from Boston, this 4th-generation family farm offers a delightful escape with a vast pumpkin patch, scenic horse-drawn hayrides, an exciting corn maze, and opportunities...

Bring the little ones for a spooktacular Halloween brunch at Pazza on Porter! Kids can showcase their costumes while enjoying sweet treats and a family-friendly atmosphere. Adults can savor seasonal drink specials alongside a full brunch menu available a la...

Fall into frightful fun at Boston Children's Museum this October! Explore the 'Pumpkin Patch of Play' with themed activities, talking Jack-o'-Lanterns, and a Monster Mash Jam. Don't miss the 6th annual 'Halloween Spooktacular' after-hours event, featuring trick-or-treating, games like Zombie...

Lace up for the Revere Beach Partnership Pumpkin Dash, a lively 5K road race and kid's fun run set against the scenic backdrop of Revere Beach. After the race, enjoy a Fall Festival featuring live music, cookie decorating, and a...

Fort Independence hosts its beloved Children's Magical Halloween Castle event, offering a delightful and spooky experience for families. Attendees can immerse themselves in the historic fort, which is transformed with colorful decorations. The event features captivating spooky storytelling sessions and...

Experience the quintessential fall at Belkin Family Lookout Farm. Wander through their historic orchards, picking fresh apples and Asian pears. Kids and adults alike can enjoy the expansive play areas, including a challenging corn maze and tractor-themed fun. Savor farm-fresh...

Get ready for the Annual Monster Bash, a FREE family event hosted by the Kiwanis Club of Greater Lowell! This exciting Halloween celebration features a thrilling haunted house, engaging games, and activities for all ages. Join the fun as part...

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...

Youngsters aged 2-5 are invited to a special Halloween Storytime and Parade. This isn't your typical storytime; come dressed in costume to enjoy spooky tales, create a Halloween craft, and march in a festive parade around the library.

Join the North Shore Children's Museum for their third annual Halloween Costume Party! This family-friendly event features face painting, festive crafts, games, and unique Halloween touch boxes. Enjoy fresh popcorn while exploring the museum's engaging exhibits. Tickets must be purchased...

Discover a delightful Halloween day at Good Pickin' Farm, designed for family fun without the scares. Enjoy a not-so-spooky hayride, a treat scavenger hunt, and a petting zoo featuring costumed animals. All activities, including crafts and a bonfire, are included...

Immerse yourself in the Halloween spirit at the Salem Haunted Happenings Merchant Marketplace. This expansive market features hundreds of curated vendors offering unique crafts, artisanal goods, and retail finds. Explore multiple locations throughout downtown Salem, including Salem Common and Derby...

Get ready for the Haunted Biz Baz, a unique Halloween-themed street fair taking place on the Salem Common. This event brings together local businesses and vendors for a lively community gathering. Explore a variety of stalls, discover local products, and...

Join the Merrimack Valley YMCA for a spooktacular Trunk or Treat event! Families can enjoy a festive afternoon with decorated car trunks offering treats for kids of all ages. It's a safe and fun community celebration of Halloween, encouraging everyone...

Join the Howl-o-ween Pet Parade, a festive event where Salem's pets take center stage in their Halloween best. Participants can parade their costumed companions along Derby Wharf, with opportunities to win prizes in a costume contest. The event is led...