Massachusetts Festivals, Craft Shows, Art Shows, Family & Kids Festivals 2026–2027.
Mass appeal: adventure, relaxation and rejuvenation, romance, arts and culture. Massachusetts offers an extraordinarily rich array of choices. So, think outside the....rock. (Plymouth, that is.) Of course, the Bay State honors tea, bays and parties! But, 382 other events beg the question: tried and true or new? You could start with the biggest: The Big E, Sowa Open Market - May and Lowell Folk Festival. And then strike out, independently, to sample all the rest that Massachusetts’ Festivals, Art Shows, Music Festivals and Craft Shows have to offer!
A Different Drummer Craft Fair September ~ Brewster
September 12 - 13, 2026
adifferentdrummercraft.com
(508) 364-5551
Drummer Boy Park, Route 6A - Brewster, MA
Juried, handmade craft-fine art show (no buy-resell, no manufactured & no reps). Great visibility on main road Route 6A in oceanside family park. Balanced by craft (5-7 vendors in the same category) for 50 spaces. 10x10 spaces, tents required, easy setup with drive up spaces, Friday afternoon early setup, overnight security. Heavily advertised in print, tourist publications, posters & flyers, & social media. Please see website for application & rules. Checks/money orders only. Contact Pat Daley for jury/sign up info today!
Fruitlands Fourteenth Craft Festival
September 19 - 20, 2026
thetrustees.org/place/fruitlands-museum
(978) 241-7463
Fruitlands Museum - Harvard, MA
Fruitlands Museum's picturesque grounds, overlooking the Nashoba Valley and the New Hampshire mountains, come alive with two 160' x 40' festival tents featuring 56 juried New England Artisans on September 19 & 20, 2026. The show's quality of handmade craft/art, museum offerings, and stunning views have made the festival a popular September destination. It is the perfect event for a fall outing to plan your holiday gifts for family and friends. Food is available from local food vendors, and Fruitlands Café.
Boxford Apple Festival
September 19, 2026
boxfordhistoricalsociety.org
(978) 764-4636
East Boxford Village - Boxford, MA
Large community event in East Boxford Village. Handmade crafts, food, music, historic house tours. Proceeds support maintenance of Holyoke-French House.
A Different Drummer Craft Fair October ~ Brewster
October 3 - 4, 2026
ADifferentDrummerCraft.com
(508) 364-5551
Drummer Boy Park, Route 6A - Brewster, MA
Juried, handmade craft-fine art show (no buy-resell, no manufactured and no reps). Great visibility on main road Route 6A in oceanside family park. Limited space per craft (5-7 vendors in one craft for balance). 10x10 spaces, tents required, easy setup with drive up spaces, Friday afternoon early setup, overnight security. Heavily advertised in print, radio, tourist publications, posters & flyers, & social media.
A Different Drummer Craft Fair at Lemon Tree Village
October 24 - 25, 2026
ADifferentDrummerCraft.com
(508) 364-5551
Lemon Tree Village Shops - Brewster, MA
20 craftspeople will be displaying their handcrafted items as a preview for the 4th Holiday Craft Fair at Monomoy High School in Harwich. Lemon Tree Village Shops are centrally located on the bay side of Cape Cod on historic Route 6A in Brewster, 1/2 mile from Drummer Boy Park towards Orleans. A Different Drummer has been invited to present a smaller, more personal craft fair on the premises. It is a sampler of the fullsize fairs. This busy location has constant flow of customers for the variety of shops. The craft fair will be arranged in the parking lot. See the application & guidelines on the website. Checks or money order payments only.
A Different Drummer Fourth Holiday Craft Fair
November 14, 2026
ADifferentDrummerCraft.com
(508) 364-5551
Monomoy Regional HS Gym - Harwich, MA
The 4th annual Holiday Craft Fair by A Different Drummer Craft Event! We bring the summertime craft fair indoors with full size 10x10 booths to display your full inventory for holiday shopping. Fair is juried and balanced by craft. 64 booths are available between gym and cafeteria but only 7 have electric. Well lit gym but battery powered lights are encouraged if you need lights. Bright cafeteria has 14 booths and is across from the gym. The same quantity/quality advertising is being done for the Holiday Craft Fair as for the summer fairs with print, radio and social media.
Rotary Club of Franklin Tri-County Craft Fair
November 14, 2026
Rotary Club of Franklin Facebook page
(508) 846-2590
Tri-County Regional Technical High School - Franklin, MA
Our 1st annual craft fair is Saturday, November 8th from 9am-3pm at Tri-County High School. Formerly run for 50 successful years by Franklin Newcomers and Friends. Admission is $4. Also collecting items for the Franklin Food Pantry!! Please support our community! Event features items for sale from artisans, a bake table, raffle table (everyone wins!) and 50/50 raffle. Proceeds are donated to local charities as voted on by members of the Rotary Club of Franklin.
August 2027 (dates not updated)
PPL Arts & Craft Festival
Plymouth Public Library, Plymouth, MA
Status: Updated 11/12/2025
August 2027 (dates not updated)
Sunflower Festival First Weekend
Red Apple Farm, Phillipston, MA
Status: Updated 7/9/2026
August 2027 (dates not updated)
Provincetown Jazz Festival
Various Locations, Provincetown, MA
Status: Updated 7/22/2026
August 2027 (dates not updated)
African Festival of Boston
Boston Common Park, Boston, MA
Status: Updated 7/7/2026
August 2027 (dates not updated)
Fort Hill Fair
Rogers Fort Hill Park, Lowell, MA
Status: Updated 8/2/2026
August 2027 (dates not updated)
The Original Italian Festival
Parish Center, Worcester, MA
Status: Updated 10/23/2025
August 2027 (dates not updated)
Parish of the Good Shepherd Feast
Parish of the Good Shepherd, Fall River, MA
Status: Updated 7/23/2026
August 2027 (dates not updated)
Bolton Fair
Lancaster Fairgrounds- Home of the Bolton Fair, Lancaster, MA
Status: Updated 6/22/2026
August 2027 (dates not updated)
Festival of the Arts
Chase Park, Chatham, MA
Status: Updated 4/13/2026
August 2027 (dates not updated)
East Coast Gem, Mineral & Fossil Show
Eastern States Exposition, West Springfield, MA
Status: Updated 4/7/2026
August 2027 (dates not updated)
Gloucester Waterfront Festival
Stage Fort Park, Gloucester, MA
Status: Updated 1/19/2026
August 2027 (dates not updated)
Summer Arts and Crafts in Stockbridge
Bidwill Park & Town Offices, Stockbridge, MA
Status: Updated 7/31/2026
August 2027 (dates not updated)
Sunflower Festival Second Weekend
Red Apple Farm, Phillipston, MA
Status: Updated 7/9/2026
August 2027 (dates not updated)
Craftfest in Cotuit
Cotuit Federated Church, Barnstable, MA
Status: Updated 7/7/2026
August 2027 (dates not updated)
Annual Classic Car Show
Downtown Newburyport, Newburyport, MA
Status: Updated 5/15/2026
August 2027 (dates not updated)
Pan in the Park at Magazine Beach
Magazine Beach, Cambridge, MA
Status: Updated 7/30/2026
August 2027 (dates not updated)
Westfield Fair
137 Russellville Road, Westfield, MA
Status: Updated 8/7/2026
August 2027 (dates not updated)
Nauset Summer Craft Festival
Nauset Regional Middle School, Orleans, MA
Status: Updated 1/19/2026
August 2027 (dates not updated)
Arcadia Folk Festival
Arcadia Wildlife Sanctuary, Easthampton, MA
Status: Updated 8/5/2026
June - August 2027 (dates not updated)
Project Arts Free Summer Concert Series
DCR Pilgrim Memorial State Park, Plymouth, MA
Status: Updated 6/19/2026
June - August 2027 (dates not updated)
The Vineyard Artisans Summer Festivals-Thursdays
Grange Hall, Vineyard Haven, MA
Status: Updated 4/22/2026
July - August 2027 (dates not updated)
Fridays at the Farm
Wojciks Farm, Blackstone, MA
Status: Updated 6/16/2026
August 2027 (dates not updated)
Amherst Farmers' Market - August
Amherst Common, Amherst, MA
Status: Updated 7/27/2026
August 2027 (dates not updated)
Party by the Bridge
Tyngsborough Common, Tyngsborough, MA
Status: Updated 3/10/2026
