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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.

sowa open market small photo
SoWa Open MarketSouth End, Free
Mon, May 1, 2023  -  Tue, October 24, 2023   
Now in its 20th season, the award-winning SoWa Open Market is Boston's largest celebration of local art, food and music. Every Sunday, May to October.
SoWa Open Market 2023Boston, Free
Sun, May 7, 2023  -  Sun, October 29, 2023   
The SoWa Open Market is one of the largest open-air farmer and artist markets in Boston. With a variety of regional and local vendors, plus food + beverage trucks, nestled among artist studios, galleries, and retail shops.
AHA! Night (Rain or Shine)New Bedford, Free
Thu, June 8, 2023  -  Thu, December 14, 2023   
AHA! (Art-History-Architecture) Night is New Bedford’s Free arts and culture event which takes place the 2nd Thursday of every month in downtown New Bedford.
Dedham Farmers MarketDedham, Free
Wed, June 21, 2023  -  Wed, October 25, 2023   
Family friendly events at farmers market e.g. potting sunflower seed, throwing clay with local potter, introduction to bee-keeping paraphanalia, live music. Events change weekly.
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King Richard's Faire: THE New England Renaissance FestivalCarver, $$$$
Sat, September 2, 2023  -  Sun, October 22, 2023   
Escape YOUR reality at New England's largest and longest-running Renaissance festival nestled in the enchanted woods of Carvershire... one day, one thousand memories running weekends and Monday holidays.
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The Big E 2023Western Mass, $$$
Fri, September 15, 2023  -  Sun, October 1, 2023   
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.
Fall Festival Weekends at Smolak FarmsNorth Andover, Free
Sat, September 16, 2023  -  Sun, October 29, 2023   
Every weekend during September and October, the farm hosts a fall festival featuring weekly themes, live entertainment, carnival games, story time, hayrides and more. Just perfect for the whole family!
Harpoon OctoberfestMassachusetts, $
Today  -  Sat, September 30, 2023   
Come hoist a pint with us alongside thousands of friends at our Boston Brewery during our biggest festival of the year - our 33rd Annual Harpoon Octoberfest!
Roxbury Community College 50th Anniversary Health, Wellness & Healing ForumRoxbury, Free
Today  -  Sat, September 30, 2023   
Roxbury Community College (RCC) continues celebrating its 50th Anniversary with a two-day Health Wellness & Healing Forum. The Forum is an intentional space for the community to prioritize physical, mental, spiritual, and emotional wellbeing.
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Topsfield Fair 2023Topsfield, $$
Today  -  Mon, October 9, 2023   
Enjoy America's oldest and finest agricultural fair w/ New England‘s largest carnival midway, cool demos, (ranging from beekeeping to miniature trains), a Grange Museum, pumpkin weigh-offs, live entertainment and the...
19th-Century Photo Fair by The Daguerreian SocietyBoston, $
Sat, September 30, 2023  -  Sat, September 30, 2023   
Photo Fair offers chance to hold history in your hand; rare, original photos – some 150+ years old – will be featured at Boston event Sept. 30.
Maynard FestMaynard, Free
Sat, September 30, 2023   
Dozens of sidewalk sales, over 100 vendors and free family entertainment. It is sure to please both young and old, including free children's events such as the trackless train ride.
Boston A Cappella Music FestivalAllston, Free
Sat, September 30, 2023  -  Sat, September 30, 2023   
The Boston A Cappella Festival is a free, public, outdoor arts event that celebrates the human voice and its ability to produce high-quality and genuine musical experiences.
Model Train Show: Rail FairBoxborough, $$
Sat, September 30, 2023  -  Sun, October 1, 2023   
The Nashua Valley Model Railroad Assn (NVRRA) announces its 58th annual “Railfair 2023” model train show on September 30 - October 1st 2023 from 10 am - 2pm at the Boxboro Regency Hotel & Conference Center in Boxboro MA.
Oktoberfest at Wachusett MountainPrinceton, $
Sat, September 30, 2023  -  Sun, October 1, 2023   
Eat, drink and be merry, German style! Enjoy beautiful foliage, tasty beer and comraderies among friends! Raise your steins and toss the empty kegs as you celebrate with live German music, contests, shows, crafts and farmers market vendors, and activities for the whole...
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Sudbury Colonial Faire & Muster of Fyfes & DrumsSudbury, $
Sat, September 30, 2023  -  Sat, September 30, 2023   
The Sudbury Ancient Fyfe & Drum Companie is celebrating it's 55th anniversary by hosting the National Muster of Fifes and Drums. Enjoy Music, Food, Period Vendors Militia and Crown Forces, Living History...
Rockin' with Raptors FestivalBoston, Free
Sat, September 30, 2023  -  Sat, September 30, 2023   
Rockin' with Raptors is a community event that's fun for all ages. Get up-close with live raptors, learn about bees, and watch charming puppet shows.
The Arts Wayland Expo (RESCHEDULED TO 10/1)Wayland, Free
Sat, September 30, 2023  -  Sat, September 30, 2023   
On Sunday, October 1st at the Town Green (Andrew Ave, Wayland), the stage will rise again for the Arts Wayland Expo, so bring a picnic blanket and your sunglasses and come on down!
Lexington's East Village FairLexington, Free
Sat, September 30, 2023  -  Sat, September 30, 2023   
Celebrate Fall by joining us for the 185th Annual East Village Fair! This family-friendly festival features our signature Flea Market, children’s games & activities, music, crafts, baked goods, hot/cold foods, and so much more!
CollegeFest BostonBoston, Free
Sun, October 1, 2023  -  Sun, October 1, 2023   
Join us in Boston for the 36th annual CollegeFest at Fenway Park! Grab your friends and visit and interact with your favorite brands, get FREE SWAG, and enter to win prizes and sweepstakes, for FREE!
Onset Harvest Moon Festival & Fireworks: RESCHEDULED to (10/1)Onset
Sun, October 1, 2023   
Join us for the reimagined Harvest Moon Festival! Vendors! Food Trucks! Carved Pumpkin Contest! Live Music! Antique/Classic Car Show presented by The Rusty Nuts Car Club of Wareham and fireworks at dusk.
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Davis Farmland Corn Maze & Mega Farm FestivalSterling, $$
Sun, October 1, 2023  -  Mon, October 30, 2023   
Enjoy 50 family fun attractions from knocker soccer and quad carts to corn cannons and archery tag OR simply sit back, relax and listen to some live music!
NRT's 50th Harvest & Craft FairEaston, $
Sun, October 1, 2023  -  Sun, October 1, 2023   
This fun-filled, community centered event is once again taking place at NRT’s Sheep Pasture where thousands of people from all over join us to welcome the fall season and enjoy various seasonal activities!
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Pumpkin Chuckin' Fest 2023Vermont, $
Sun, October 1, 2023  -  Sun, October 1, 2023   
Pumpkin Chucking fest is a a fall family day of fun with music, pumpkin catapult, food, games, raffles, craft fair & more. Proceeds benefit the Clarina Howard Nichols Center.
The Lonely SealMassachusetts, $
Wed, October 4, 2023  -  Sun, October 8, 2023   
International Film, Screenplay and Music Festival International Film, Screenplay and Music Festival International Film, Screenplay and Music Festival International Film, Screenplay and Music Festival International Film, Screenplay and Music Festival International Film,...
HONK! Festival: 18th Annual Festival of Activist Street BandsSomerville, Free
Fri, October 6, 2023  -  Sun, October 8, 2023   
HONK! Festival 2023 held in October: festival of activist street bands, with a wide variety of free outdoor events being planned for Somerville, Cambridge, and Boston, Mass.
Warner, NH Fall Foliage FestivalNew Hampshire, Free
Fri, October 6, 2023  -  Sun, October 8, 2023   
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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HONK! FestivalSomerville, Free
Fri, October 6, 2023  -  Sun, October 8, 2023   
HONK! FESTIVAL: HONK! is a rousing socio-political music spectacle which features social activist street bands from all over the world, who come together to share their different approaches in merrily instigating...
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Milford Pumpkin Festival, NHNew Hampshire, $
Fri, October 6, 2023  -  Sun, October 8, 2023   
Join us for 3 fun, festive, & flavorful days at our annual pumpkin festival. Enjoy musical entertainment, vendor booths, pumpkin carving, community lighting, and a great pumpkin weigh-in.
The 51st Annual Harvard Flea MarketHarvard, $
Sat, October 7, 2023  -  Sat, October 7, 2023   
The largest outdoor flea market northwest of Boston. Shoppers come to visit over 160 booths filled with antiques and collectibles – toys, games, jewelry and vintage clothing, seasonal décor, artwork, paintings, pottery and more.
51st Annual Harvard Flea Market - Largest Outside Flea Market outside of BostonHarvard, $
Sat, October 7, 2023  -  Sat, October 7, 2023   
The League of Women Voters and the Harvard Schools Trust are pleased to announce the 48th Annual Harvard Flea Market. Thousands of bargain hunters will descend upon Harvard this Weekend to attend the Flea Market.
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South Boston Street Festival: (RESCHEDULED TO OCTOBER 7)Boston, Free
Sat, October 7, 2023  -  Sat, October 7, 2023   
The Annual South Boston Street Festival features two stages with live musical acts, over 100 neighborhood merchants, restaurants, artists and non-profit organizations. Free children’s activities. A fun filled day for...
yarmouth seaside festival small photo
Yarmouth Seaside FestivalYarmouth, Free
Sat, October 7, 2023  -  Mon, October 9, 2023   
Enjoy a craft fair of more than 125 crafters from all over the country, food vendors with a fabulous selection of foods to sample, continual musical entertainment, high-quality children’s events, kayak and canoe race,...
Annual Oktoberfest at Hood Park in CharlestownCharlestown, Free
Sat, October 7, 2023  -  Sat, October 7, 2023   
Hood Park in Charlestown is hosting a family-friendly Oktoberfest on Saturday, Oct. 7th at 11 AM. The event will have German-inspired food and drink, pumpkin carving, festive face painting, and more!
Quincy Food Truck & Music FestivalQuincy
Sat, October 7, 2023  -  Sat, October 7, 2023   
Mayor Thomas P. Koch invites Quincy residents and friends from the surrounding communities to Quincy’s annual Food Truck & Music Festival, Saturday, October 7th, from noon to 6:00PM.
Berkshire Harvest FestivalStockbridge, $
Sat, October 7, 2023  -  Sun, October 8, 2023   
Berkshire Botanical Garden’s annual Harvest Festival, an iconic Berkshire event dating back to our founding, will take place Oct. 7-8, 10 a.m. to 5 p.m. each day, 5 West Stockbridge Rd., Stockbridge, Mass.
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Annual Oktoberfest & Honk Festival: Harvard SquareCambridge, Free
Sun, October 8, 2023  -  Mon, October 9, 2023   
The Annual Oktoberfest and Honk Festival features six stages of live entertainment, over 40 restaurant vendors, outdoor beer-gardens, street vendors, sidewalk sales, and HONK bands from around the country!
Pumpkin Festival at Chris' Farm StandBradford, $
Mon, October 9, 2023  -  Wed, November 1, 2023   
Pick your own pumpkins and enjoy fall games and displays. There will also be a haunted house for kids, fresh vegetables and herbs for sale, photo opps and more.
Fall Festival on the GreenwayBoston
Fri, October 13, 2023   
Taste your way through 10+ food trucks and enjoy a free round of Glow in the Dark Mini Golf. There will be music from DJ O, a variety of artisan vendors, local brews from Trillium, lawn games, kids activities, and a costume contest to win free Carousel tickets.
Newton Harvest FairNewton, Free
Sat, October 14, 2023  -  Sun, October 15, 2023   
Stop by the carnival on Saturday, then come back Sunday to share good food from food trucks, shop unique hand-crafted goods, learn about local businesses, and enjoy more carnival fun.
Annual Harvest Festival at Verrill FarmConcord, $
Sat, October 14, 2023  -  Sat, October 14, 2023   
The annual Harvest Festival at Verrill Farm will be Saturday, October 15 from 11:00 a.m. – 3:00 p.m. Activities include hay rides, pumpkin picking, games, a petting zoo, pony rides, more.
37th Annual AppleFest at Wachusett MountainPrinceton, $
Sat, October 14, 2023  -  Sun, October 22, 2023   
39th Annual Applefest featuring all things apple, local beer, great food, live music and more! Join us for our second weekend of fall themed fun. Family entertainment throughout the weekend!
Water Lantern Festival BostonBoston, $
Sat, October 14, 2023  -  Sat, October 14, 2023   
Watch your unique lantern drift out into the water as it joins other lanterns carrying hope, love, happiness, healing, peace, and connection. It's a night that you'll never forget.
Newburyport Fall Fest 2023Newburyport, Free
Sat, October 14, 2023  -  Sun, October 15, 2023   
The Greater Newburyport Chamber of Commerce invites you to FALL in LOVE with Newburyport! Enjoy live local bands, food trucks & libations, artisans and crafters.
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Newton Harvest FairNewton, Free
Sat, October 14, 2023  -  Sun, October 15, 2023   
For over 40 years this community celebration has good food, peruse unique hand- crafted goods, discover ways to create a “greener Newton” and watch the kiddies delight in their first amusement rides.
columbus park fall festival small photo
Columbus Park Fall FestivalBoston, Free
Sat, October 14, 2023   
Enjoy a day with the family at Christopher Columbus Park on the North End Waterfront. Bring the kids out to the park for an afternoon of games, entertainment, and crafts to celebrate Fall!
Wellfleet Oyster FestivalCape Cod
Sat, October 14, 2023  -  Sun, October 15, 2023   
Enjoy a celebration of the town's famous oysters and shellfishing traditions. Local seafood, arts & crafts, kayak & road races, walking tours, live music and theater. Activities for children will o=also be on hand.
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Boston Book FestivalBoston, Free
Sat, October 14, 2023  -  Sat, October 14, 2023   
Celebrating the power of words to stimulate, agitate, unite, delight, and inspire, Boston Book Festival presents year-round events culminating in an annual festival that promotes a culture of reading and ideas and...
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Ocean Spray Fall Harvest CelebrationFoxboro, Free
Sat, October 14, 2023  -  Sat, October 14, 2023   
Join us at Patriot Place for family-friendly fall activities beginning with the annual harvest of the real working cranberry bog behind Bass Pro Shops. Enjoy dazzling foliage, live music, fall-themed activities,...
4th Annual Fall FairMarblehead, Free
Sat, October 14, 2023  -  Sat, October 14, 2023   
The 4th Annual Fall Fair in the Lee Mansion Gardens in Marblehead will feature local artists, live music and fun activities for adults and kids.
Applefest at Wachusett MountainPrinceton, $
Sat, October 14, 2023  -  Sun, October 15, 2023   
Our most popular fall festival celebration including over 100 craft exhibitors, a farmers' market, kids entertainment and peak fall foliage viewing from the SkyRide. Also enjoy live music, Apple Pie Baking and Eating Contests, along with additional family entertainment.
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Ocean Spray Fall Harvest FestivalFoxboro, Free
Sat, October 14, 2023  -  Sat, October 14, 2023   
The exciting fall tradition is free and open to the public, creating the perfect atmosphere for families to enjoy the fall foliage and a variety of activities taking place throughout the day.
The Rashi School Summer Camp FairDedham, Free
Sun, October 15, 2023  -  Sun, October 15, 2023   
The Rashi School and Summer 365 will host a summer camp fair. Families will meet with over 30 representatives from the leading summer sleep away camps across the country.
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Head of The Charles Regatta 2023Cambridge, Free
Thu, October 19, 2023  -  Sat, October 21, 2023   
Watch rowing teams compete from all over the country and take in the sights of autumn along the banks of the Charles River.
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Fall-o-Ween Children's FestivalBoston, Free
Fri, October 20, 2023   
Test your skills to find your way out of the Haunted Fun House Maze, hop on the train, and make your way over to our glow in the dark play space for some nighttime fun featuring LED illuminated swings, seesaws, cornhole...
Pumpkins, Pumpkins, Pumpkins!Boston, $
Sat, October 21, 2023  -  Sat, October 21, 2023   
Celebrate the fall season by carving your own pumpkin, playing pumpkin games, and enjoying a fall scavenger hunt. Help us press apples in the cider press and taste some amazing cider!
East View Farm Harvest Festival 2023Other Boston Area, $
Sat, October 21, 2023  -  Sun, October 22, 2023   
Join us for an unforgettable day of autumn fun at East View Harvest Festival 2023 at East View Farm! Get ready to embrace the vibrant colors and crisp air of the harvest season.
Official Boston Halloween Bar Crawl - OCT 21st, 27th, 28th and 31st!Massachusetts, $$
Sat, October 21, 2023  -  Tue, October 31, 2023   
Come on down to Boston and explore the best bars for our Official Halloween Bar Crawl in Faneuil Hall and Fenway! Prepare yourself for an amazing spooky pub crawl journey in celebration of Halloween!
Wicked Gluten Free Boston North Shore ExpoDanvers, $
Sat, October 21, 2023  -  Sat, October 21, 2023   
Join us for a day of gluten-free sampling, discovering, learning, and eating! 100+ local and national gluten-free brands, businesses, bakeries and restaurants all in place!
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Keene Pumpkin Festival*New Hampshire, Free
Sat, October 21, 2023   
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.
Conant Artisan and Craft FairActon, $
Sun, October 22, 2023  -  Sun, October 22, 2023   
Now in its 41st year, we are pleased to welcome 70+ local artisans and crafters to the Conant Artisan and Craft Fair. Come shop for holiday gifts or for yourself!
Pumpkins, Pumpkins, Pumpkins!Boston, $
Sat, October 28, 2023  -  Sat, October 28, 2023   
Celebrate the fall season by carving your own pumpkin, playing pumpkin games, and enjoying a fall scavenger hunt. Help us press apples in the cider press and taste some amazing cider!
LGBTQ+ Job FairBoston, Free
Mon, October 30, 2023  -  Mon, October 30, 2023   
The Massachusetts LGBT Chamber of Commerce (MALGBTCC) invites you to join us at our next LGBTQ+ Job Fair on Monday, October 30th at Northeastern University!
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New England Christmas FestivalConnecticut, $$
Fri, November 3, 2023  -  Sun, November 5, 2023   
Over 300 of America’s Finest Artists, and Craftsmen offering great Holiday Shopping!! Gourmet Foods to sample and buy.
Sun, November 5, 2023  -  Sun, November 5, 2023   
Individuals, families, groups, teams–all are encouraged to create a Gingerbread House for this friendly community competition. The Wenham Museum’s Gingerbread House Contest is back!
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Methuen's Festival of TreesMethuen, $$
Fri, November 17, 2023  -  Sat, December 2, 2023   
Holiday festival features more than 200 decorated Christmas trees that are on display for 2 weeks and then raffled off to attendees. Lots of events for kids.
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America's Hometown Thanksgiving Parade Celebration*Plymouth, Free
Fri, November 17, 2023  -  Sun, November 19, 2023   
The Annual America’s Hometown Thanksgiving Celebration will be held this year as it is each year at the birthplace of Thanksgiving, Plymouth, Massachusetts on the weekend before Thanksgiving.
Paradise City Arts FestivalMarlborough, $
Fri, November 17, 2023  -  Sun, November 19, 2023   
A highly selective, beautifully curated showcase for 175 of the finest of independent American artists and makers, this event is a “must-see” for lovers of the arts in the Greater Boston region and beyond.
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Glow in the Park on the Greenway (21+)Boston, $
Fri, June 7, 2024  -  Fri, June 7, 2024   
Quickly becoming a favorite annual event in Boston, Glow in the Park is back for a third year! Hosted by The Greenway with proceeds benefitting the non-profit Greenway Conservancy.
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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.