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Boston Festivals for Kids and Families

Find out about the top family-friendly Fairs and Festivals in Boston, including the Boston Pizza Festival, Boston Music Festivals, Boston Book Festival, Boston Christmas Festival and more.

Fall Fun on Chestnut Hill FarmSouthborough, $
Sat, September 19, 2020  -  Sun, November 8, 2020   
Every Sunday starting September 19th-November 8th. Available timed tickets to adhere to COVID guidelines of a max of 50 people on-site at a time. Time slots available: 12-1:30pm, 1:30-3pm, 3-4:30pm & 4:30-6pm.
Fall Fun on the FarmDover, $
Sat, September 26, 2020  -  Sun, November 8, 2020   
Join us every Saturday and Sunday from 12-4:30pm to enjoy views of the farm and fall foliage, live music, walking trails, Storywalk, hayrides, fall produce and a visit to see the barnyard animals.
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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...
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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...
Beacon Hill Art Walk 2020Boston, Free
Sat, October 3, 2020  -  Sat, October 3, 2020   
Local fine artists exhibit original artwork in the private gardens and courtyards of Beacon Hill's North Slope. Classical musicians performing free concerts through the day.
POSTPONED: 9th Annual Worcester Food Truck & Craft Beer FestivalWorcester
Sat, October 3, 2020  -  Sat, October 3, 2020   
Food Truck Festivals of America is bringing the 9th Annual Worcester Food Truck & Craft Beer Festival back to Worcester City Hall Common on Saturday, June 6th
boston book festival 2020 virtual small photo
Boston Book Festival 2020 (Virtual)Back Bay, Free
Sun, October 4, 2020  -  Sun, October 25, 2020   
The 2020 Boston Book Festival will take place VIRTUALLY in 2020. Enjoy 45 livestreamed sessions (and more will be available on demand!). The best part? Not one session overlaps with any other, so you can spend the...
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.
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Head of The Charles Regatta 2020 (Global Remote Event)Cambridge, Free
Sat, October 17, 2020  -  Sun, October 18, 2020   
Watch rowing teams compete from all over the country and take in the sights of autumn along the banks of the Charles River. The 2020 event will be run as a global remote event.
keene pumpkin festival 2020 plan change small photo
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.
POSTPONED: 2nd Annual Newport Food Truck & Craft Beer FestivalNewport
Sat, October 24, 2020  -  Sun, October 25, 2020   
2nd Annual Newport Food Truck & Craft Beer Festival will be back for two days. Buy discounted tickets from our website https://www.foodtruckfestivalsofamerica.com/newport
SoWa Open MarketSouth End, Free
Mon, May 3, 2021  -  Mon, October 25, 2021   
Now in its 18th season, the award-winning SoWa Open Market is Boston's largest celebration of local art, food and music. Every Sunday, May to October.
north end italian feasts  processions guide 2020 cancelled small photo
North End Italian Feasts & Processions Guide 2020 (CANCELLED)Boston, Free
Wed, June 2, 2021  -  Wed, September 15, 2021   
Due to COVID-19, the 2020 season of North End Italian Feasts & Processions has been CANCELLED. Here is a handy guide of the North End Italian Feasts & Processions for Summer 2019. Processions are short parades...
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Jimmy Fund Scooper Bowl 2020 (CANCELLED)Boston, $$
Fri, June 4, 2021  -  Sun, June 6, 2021   
Join the fun at the Scooper Bowl, the nation's largest all-you-can-eat ice cream festival and the unofficial kick-off of summer in Boston at City Hall Plaza.
Bridgewater Arts & Music FestivalBridgewater, $
Sun, July 4, 2021  -  Sun, July 4, 2021   
Annual Bridgewater Arts & Music Festival, free admission, events, displays, crafters selling, artists showing, fun for everyone & yummy food! Live music and other performances. Local authors, artists. Kid friendly. Come and stay a while.
Black Picnic Day formerly Negro Election Day 279Salem, Free
Sat, July 17, 2021  -  Sat, July 17, 2021   
This is a cultural historical event which has been ongoing for 279 years. We bring together families, community, businesses and organizations for a day of family fun
Salem Heritage DaysSalem
Sun, August 1, 2021  -  Mon, August 9, 2021   
This perennial favorite features food, fun, and activities for all ages, highlights include the Essex Street Fair, the Ice Cream Bowl, and the Car Show on Chestnut Street.
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!
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The Bolton Fair 2021Bolton, $
Fri, August 13, 2021  -  Sun, August 15, 2021   
The quintessential New England Fair with fun for the whole family. Great entertainment, animals, midway, live music, craft village, tractor pull, demo derby and monster trucks.The Bolton Fair will be open three full,...
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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,...
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If festivals are your thing, find out more about some of the most popular Boston Festivals that take place throughout the year in our handy guide.