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Seasonal Fun Boston Events for Kids and Families

Calendar of seasonal family fun and kids events happening in Boston and nearby suburbs - lots of fun things to do.

corn mazes in massachusetts small photo
Corn Mazes in MassachusettsMassachusetts, $$
Tue, September 1, 2020  -  Wed, October 28, 2020   
Test your skills & navigate your way through these cool corn mazes at local farms in eastern Massachusetts. Team up with friends & family and enjoy a great day outdoors!
Connors Farm Corn MazeDanvers, $$
Sat, September 12, 2020  -  Sun, November 1, 2020   
Our Annual Corn Maze Returns for the 2020 Season! 7 Acres of Fun! Clues to Directions and Interactive Games! Come Get Lost! Fun for the Whole Family!
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Pumpkintown USA: 'The Ride' (2020)Connecticut, $$
Sat, September 19, 2020  -  Sat, October 31, 2020   
Enjoy a journey through the Pumpkintown Forest in the comfort and safety of your own personal vehicle. On this scenic 1-mile (20 minute) drive you’ll see over 30 Pumpkinhead people and their animal companions at home in...
Fall Fun on Chestnut Hill FarmSouthborough, $
Sun, September 20, 2020  -  Sun, November 8, 2020   
Join us every Sunday from 12-6pm to enjoy live music, hayrides, a scavenger hunt, and a visit with our friendly goats. Food from alternating food trucks and craft beer will be available for purchase.
WUMC Pumpkin PatchWilmington, $
Sat, September 26, 2020  -  Sat, October 31, 2020   
Stop by Wilmington United Methodist Church’s Pumpkin Patch. Open daily 12-7, weekends opening at 9am. Whether you are looking for your great pumpkin or some decorative gourds, we have them all.
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Return of the Pumpkin People in Jackson, NHNew Hampshire, Free
Today  -  Sat, October 31, 2020   
This self-guided tour features more than 80 different locations hosting Pumpkin People displays. This is an event will amaze even the toughest of critics. You will see Pumpkin People doing all kinds of things from...
halloween - salem haunted happenings 2020 re-imagined small photo
Halloween - Salem Haunted Happenings 2020 (Re-imagined)Salem, $
Thu, October 1, 2020  -  Sat, October 31, 2020   
You're invited to Salem's annual Halloween Festival! It happens every year during October in the bewitching seaport of Salem, Massachusetts. Nobody celebrates Halloween quite like Salem, Massachusetts.
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Jack-O-Lantern Halloween Spectacular:Roger Williams Zoo 2020Rhode Island, $$
Thu, October 1, 2020  -  Sun, November 1, 2020   
Enjoy a unique drive-through Zoo experience featuring pumpkins honoring the Special Places in our lives at this years Jack-O-Lantern Spectacular at Roger Williams Park Zoo!
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Autumn Illuminated at Tower Hill Botanic GardenBoylston, $$
Thu, October 1, 2020  -  Sun, November 1, 2020   
Join us after hours for a magical evening walk through the gardens. The lighted path through the gardens will highlight fall colors and provide a special after dark walk through the heart of Tower Hill.
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The Incredible Naumkeag Pumpkin ShowWestern Mass, $$
Thu, October 1, 2020  -  Sat, October 31, 2020   
Explore our famous gardens as we transform Naumkeag into a celebration of autumn with over 1,500 jack-o-lanterns, hundreds of mums, pumpkins and countless gourds – most of which were grown right here at Naumkeag!
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Topsfield Fair 2020 (CANCELLED)Topsfield, $$
Fri, October 2, 2020  -  Mon, October 12, 2020   
Enjoy America's oldest and finest agricultural fair w/ New England‘s largest carnival midway, cool demos, (ranging from beekeeping to miniature trains), a Grange Museum, pumpkin weigh-offs, live entertainment and the...
PJ Library Shabbat Circle Time Celebrates SukkotArlington, $
Fri, October 2, 2020  -  Fri, October 2, 2020   
Gather and meet other families for a socially distanced circle time at Spy Pond Park (56 Pond Lane) in Arlington on on Friday, October 2 from 10-10:45am.
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Smolak Farms Fall Festival WeekendAndover, $
Sat, October 3, 2020  -  Sun, October 4, 2020   
Each weekend through September and October 2020, we will be hosting Fun Fall Weekends at the farm. This year, we’ve altered our regular offerings to be more COVID-conscious, and are very excited to be able to offer our...
PJ Pioneers Sukkot Scavenger HuntWalpole, $$
Sun, October 4, 2020  -  Sun, October 4, 2020   
Celebrate the harvest holiday of Sukkot at Francis William Bird Park (251 Washington Street) in East Walpole on Sunday October 4 from 10-11:30am. Gather for an engaging Sukkot story and craft.
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The Horror of Abbadia Mare: An Adaptation of Five H.P. Lovecraft StoriesGloucester, $$
Fri, October 9, 2020  -  Fri, October 30, 2020   
Hammond Castle Museum will offer a room-to-room theater performance of The Horror of Abbadia Mare, an adaptation of five H.P. Lovecraft stories based on our founder John Hays Hammond Jr.
PJ Library Shabbat Circle TimeArlington, $
Fri, October 9, 2020  -  Fri, October 9, 2020   
Gather and meet other families for a socially distanced circle time at Spy Pond Park (56 Pond Lane) in Arlington on on Fridays, October 9-23 from 10-10:45am.
Warner, NH Fall Foliage Festival (VIRTUAL)New Hampshire, Free
Sat, October 10, 2020  -  Mon, October 12, 2020   
Share the natural splendors of NH's vibrant autumn colors while enjoying food, entertainment, carnival rides, and fine crafts along the main streets of Warner.
Frightful Fridays at Gore PlaceWaltham, $$$
Fri, October 16, 2020  -  Fri, October 30, 2020   
On Oct 16, 23 and 30, Gore Place will present the popular Halloween program called Frightful Fridays. This year, the event will be held under the Century Tent.
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Pumpkin People in the ParkCape Cod, Free
Fri, October 16, 2020  -  Sat, October 31, 2020   
The creative and innovative Pumpkin People are fashioned by local businesses, organizations or just plain folk. They are on display from October 16-31!
Boo at the Zoo and Baby Boo at ButtonwoodNew Bedford, $$
Sat, October 17, 2020  -  Sat, October 31, 2020   
Boo at the Zoo returns, with extra precautions, during the daytime to satisfy all your fall, Halloween and cool weather cravings. Want to show off your little ghosts and goblins? Baby Boo is for you! Baby Boo is geared towards children 5 and under, but any age is welcome!
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Keene Pumpkin Festival: 2020 Plan ChangeNew Hampshire, Free
Sat, October 24, 2020   
The sight of thousands of twinkling jack-o-lanterns is priceless. The Keene Pumpkin festival is most famous for setting that world record. Musicians and other performers are also featured.
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Enchanted Village: Jordan's Furniture AvonAvon, $
Sun, November 22, 2020  -  Fri, January 1, 2021   
Enjoy Boston's historic Enchanted Village, now on view at Jordan's Furniture in Avon. Jordan’s Furniture purchased the surviving pieces of the Enchanted Village at auction and restored the vintage collection to its...
boston blink holiday lights  sound extravaganza 2020 small photo
Boston Blink! Holiday Lights & Sound Extravaganza 2020Boston, Free
Fri, December 4, 2020  -  Fri, January 1, 2021   
Blink! featuring the music of the Holiday Pops, is a 6-week state-of-the-art light and sound extravaganza that will transfer every inch of Faneuil Hall Marketplace.
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Boston Fireworks 2021 (Where to Watch, Start Times, By Date)Massachusetts, Free
Wed, June 2, 2021  -  Mon, August 23, 2021   
Find out where they'll be shooting fireworks off nearest you in 2020 (by date). Different towns, different dates & times - you are sure to find a display to fit your schedule and your location. Happy fourth!
boston summer movies guide 2021 dates tbd small photo
Boston Summer Movies Guide 2021 (Dates TBD)Massachusetts, Free
Sat, June 19, 2021  -  Sun, August 22, 2021   
Summer is here and warm weather calls for outdoor fun. Here's a great list of Summer Movies under the stars in and around Boston. Enjoy!...
free fun fridays boston 2021 highland street foundation small photo
FREE FUN FRIDAYS Boston 2021: Highland Street FoundationMassachusetts, Free
Fri, June 25, 2021  -  Fri, August 27, 2021   
The Free Fun Fridays program invites you to visit about 10 museums or attraction for free over ten Fridays this summer. See what's free this Friday!
classic movies by moonlight boston harbor hotel - cancelled small photo
Classic Movies by Moonlight: Boston Harbor Hotel - CANCELLEDBoston, Free
Sat, June 26, 2021  -  Sat, August 28, 2021   
Enjoy free Movies by Moonlight projected on the Harbor this summer at Boston Harbor Hotel. The cool evening breeze and view from Intrigue Café set the stage for the perfect opportunity to view these classic films under...
Salem Celebrates the 4th of July - CANCELLED 2020Salem, Free
Sun, July 4, 2021   
Independence Day celebration with free activities for children in the afternoon and a 'POPS' Concert followed by a fireworks display
free friday flicks at the hatch shell boston 2021 small photo
Free Friday Flicks at the Hatch Shell Boston 2021Boston, Free
Fri, July 9, 2021  -  Fri, August 20, 2021   
Free Friday Flicks are classic & popular, family-oriented movies shown each Friday night in Boston throughout the summer at the DCR Hatch Shell on the Esplanade at no cost for over 25 years!
Salem Maritime FestivalSalem, Free
Sun, August 1, 2021  -  Mon, August 2, 2021   
Salem Maritime Festival will host an exciting array of free family fun, harbor cruises, kayak trips, face-painting, wagon rides, muck walks, kite-flying, model boat races and more!
the big e 2020 - cancelled for 2020 small photo
The Big E 2020 - CANCELLED for 2020Western Mass, $$$
Fri, September 17, 2021  -  Sun, October 3, 2021   
The Big E is a New England autumn tradition and the ninth largest fair in North America. There's no better place to enjoy the sights, sounds and taste tempting aromas of the fall season than at The Big E.
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Winchester Block Party & Town DayWinchester, Free
Sat, September 25, 2021  -  Sat, September 25, 2021   
Thousands of individuals and families attend each year to enjoy a day of browsing exhibits, playing games, competing in athletics, eating (!), listening to different types of music, attending the health fair, and...
pumpkin chuckin' fest 2021 small photo
Pumpkin Chuckin' Fest 2021Vermont, $
Sun, September 26, 2021  -  Sun, September 26, 2021   
Pumpkin Chucking fest is a fundraiser for Coastal Connections (a group that works to end domestic and sexual violence in Lamoille County) and a fall family day of fun with music, pumpkin catapult, food, games, raffles,...
New Hampshire Pumpkin FestivalNew Hampshire
Fri, October 15, 2021  -  Sat, October 16, 2021   
It’s official: Coronavirus concerns have forced the cancellation of the 2020 NH Pumpkin Festival in Downtown Laconia. SAVE THE DATE FOR 2021 - October 15 & 16
fall pumpkin float festival at frog pond small photo
Fall Pumpkin Float Festival at Frog PondBoston, Free
Fri, October 15, 2021   
Fall Pumpkin Float will be held at the Boston Common Frog Pond generally from 5 p.m. to 8 p.m. Hundreds of illuminated jack-o’-lanterns will be floated on the water accompanied by spooky family activities.
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