Massachusetts Seasonal Fairs & Festivals
39 seasonal events across Massachusetts for 2026.
Recurring Happening nowJacob's Pillow Dance Festival
America's longest-running international dance festival, set on a historic Berkshires campus and National Historic Landmark.
4.6(348)In 2 daysBrewster Midsummer Craft Fair
An agricultural fair in Brewster.
RecurringMarshfield Fair
A ten-day South Shore agricultural fair sponsored by the Marshfield Agricultural and Horticultural Society, featuring 4-H and animal events, horse and oxen pulls, horticultural displays, carnival rides, and daily entertainment.
4.5(246)Cummington Fair
An agricultural fair in Cummington.
The Back to School Craft Fair
An agricultural fair in Malden.
4(2)Falmouth Harbor Craft Fair
You will find a wide variety of items including fine art, pet products, jewelry, crafts, clothing, fabric/fiber arts, digital art, pottery, woodworking, cards, sculptures, canvas arts, food, and more.
4.6(323)Franklin County Fair
An agricultural fair in Greenfield.
Brewster End of Summer Craft Fair
There will be a diverse group of craftspeople and artists selling their unique wares including artwork, books, candles, clothing, fibre art, glass, jewelry, leather, metalwork, mixed media, photography, pottery, soaps, toys, woodwork, and much more.
RecurringSalem Haunted Happenings
The world's largest Halloween celebration, drawing more than a million visitors each October to the Witch City.
Recurring4.3(2482)Topsfield Fair
America's oldest county agricultural fair, run by the Essex Agricultural Society since 1818 and drawing hundreds of thousands each fall.
Brewster Fall Craft Fair
There will be a diverse group of craftspeople and artists selling their unique wares including artwork, books, candles, clothing, fibre art, glass, jewelry, leather, metalwork, mixed media, photography, pottery, soaps, toys, woodwork, and much more.
4.5(46)Waltham Fall Craft Fair
There will be over 50 crafters and vendors selling unique items and holiday gifts.
RecurringHead Of The Charles Regatta
The world's largest two-day rowing event and a beloved fall festival along the Charles River, drawing roughly 400,000 spectators to watch more than 11,000 athletes from around the globe.
3.4(40)Brewster Mini Craft Fair
There will be a diverse group of craftspeople and artists selling their unique wares including artwork, books, candles, clothing, fibre art, glass, jewelry, leather, metalwork, mixed media, photography, pottery, soaps, toys, woodwork, and much more.
4.2(760)Needham Craft Fair and Bake Sale
There will be over 100 local vendors selling their high quality unique items and baked goods.
New England Holiday Craft Spectacular
It will feature a great selection of handmade work and specialty foods.
4.3(845)Leominster Fall Craft Fair
There will be over 100 talented crafters selling a wide variety of items such as country crafts, gel candles, floral arrangements, adults and children painted clothing, dolls or bears, jewelry, woodcrafts, and much more.
4.8(173)Harwich Holiday Craft Fair
There will be nearly 50 craftspeople and artists selling their unique wares including artwork, books, candles, clothing, fibre art, glass, jewelry, leather, metalwork, mixed media, photography, pottery, soaps, toys, woodwork, and much more.
Williamstown Holiday Farmers Market
It will host a diverse group of agricultural food producers, farmers, prepared food vendors, artisan craft vendors, and nonprofits.
4.3(2482)New England Craft and Specialty Food Fair
An agricultural fair in Topsfield.
4.1(82)West Winter Fest
Come shop and support local creators and small businesses.
4.8(17)Braintree Holiday Craft and Vendor Fair
There will be over 40 crafters and vendors selling unique items and holiday gifts.
4.5(11)Marshfield Holiday Farmers Market
This producer-only market will feature organic produce, hand-crafted products, food trucks, candy/sweets, canned/fermented foods, specialty foods, and more.
The American Made Professional Arts and Craft Fair
There will be a wide variety of crafters and vendors selling their unique wares and holiday gifts.
4(91)Westfield Holiday Craft and Vendor Fair
Come start or finish your holiday shopping.
4.3(15)Tewksbury Holiday Sip and Shop
A craft fair in Tawksbury.
5(1)Middleton Holiday Craft Fair
An agricultural fair in Middleton.
4.4(155)North Adams Holiday Farmers Market
A craft fair in North Adams.
4(4)Sandwich Holiday Antique Show
A craft fair in Sandwich.
4.4(809)Waltham Holiday Craft Fair
An agricultural fair in Waltham.
4.7(43)Mansfield Holiday Craft Fair
There will be over 130 talented crafters selling a wide variety of items such as country crafts, gel candles, floral arrangements, adults and children painted clothing, dolls or bears, jewelry, woodcrafts, and much more.
4.4(52)Lynnfield Holiday Happenings Fair
It will host a diverse group of crafters and vendors selling their unique wares and holiday gifts.
Billericae Holiday Fair
There will be over 90 crafters and vendors selling unique items and holiday gifts.
4.6(23)Danvers Holly-Day Fun Fair
It will host a diverse group of crafters and vendors selling their unique wares and holiday gifts.
Recurring4.5(11)Marshfield Winter Farmers Market
This producer-only market will feature organic produce, hand-crafted products, food trucks, candy/sweets, canned/fermented foods, specialty foods, and more.
4.7(19)North Adams Winter Farmers Market
This market will feature local farm produce, food vendors, arts and crafts, baked goods, entertainment and more.
4.4(1374)Marshfield Winter Indoor Farmers Market
This producer-only market will feature organic produce, hand-crafted products, food trucks, candy/sweets, canned/fermented foods, specialty foods, and more.
4.7(19)North Adams Mid-Winter Farmers Market
This market will feature local farm produce, food vendors, arts and crafts, baked goods, entertainment and more.
RecurringBoston Calling Music Festival
A three-day, multi-stage outdoor music festival on the Charles River at the Harvard Athletic Complex, featuring major headliners, 30-plus local food vendors, visual arts, and a 100-foot Ferris wheel over Memorial Day weekend.
Frequently asked questions
How many seasonal festivals are there in Massachusetts?
Our directory lists 46 seasonal festivals across Massachusetts for the 2026 season, including Harwich Holiday Craft Fair, Brewster Craft Fair and Brewster Summer Craft Fair.
When is the best time for seasonal festivals in Massachusetts?
Massachusetts's seasonal festivals cluster in December and November — that's when you'll find the most to choose from.
What are the most popular seasonal festivals in Massachusetts?
By Google review score, Harwich Holiday Craft Fair in Harwich ranks among the most popular, with a 4.8-star rating from 173 reviews.