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Massachusetts Festivals, Craft Shows, Holiday Celebrations, Art Shows 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, 396 other events beg the question: tried and true or new? You could start with the biggest: The Big E, Sowa Open Market and Cambridge Arts River Festival. And then strike out, independently, to sample all the rest that Massachusetts’ Festivals, Art Shows, Music Festivals and Craft Shows have to offer!

Featured Events

May 30 - 31, 2026

adifferentdrummercraft.com

(508) 364-5551
Lemon Tree Village Shops - Brewster, MA

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 featuring, toys, pottery, statuary, clothing, wildlife goods, cook shop, restaurant and more. The craft fair will be arranged in the parking lot, visible to shoppers with roadside signage, advertising in print and on radio to promote this 3rd year event.

June 13 - 14, 2026

ADifferentDrummerCraft.com

(508) 364-5551
Drummer Boy Park, Route 6A - Brewster, MA

June A Different Drummer Craft Fair - handmade craft-fine art show (no buy-resell, manufactured or sales reps). Great visibility on main road Route 6A in oceanside family park. Limited space per craft (5-7 vendors in one category for balanced fair). 10x10 spaces, tents suggested, easy setup with drive up spaces and early setup on Friday afternoon, overnight security. Will be advertised in print, radio, tourist publications, posters and flyers, and social media./ Please see website for application & rules. Checks/money orders only Contact Pat Daley Show Director with any questions.

June 14, 2026

wcna.org/festival

(781) 246-9262
Lower Common - Wakefield, MA

The festival is an annual event on the Wakefield Common, along the shoreline of picturesque Lake Quannapowitt. Craft vendors, local organizations, live entertainment, and great food comprise the day. The festival is organized by the Wakefield Center Neighborhood Association, Inc., (WCNA) as a fundraiser for its many community projects. All proceeds from all WCNA events are earmarked for our town improvement projects.

July 18 - 19, 2026

ADifferentDrummerCraft.com

(508) 364-5551
Drummer Boy Park, Route 6A - Brewster, MA

Juried, handmade craft-fine art show (no buy-resell or manufactured, no sales reps). Great visibility on main road Route 6A in oceanside family park. Limited space per craft (5-7 vendors in one category to maintain balance). 10x10 spaces, tents suggested, easy setup with drive up spaces, Friday afternoon early setup, overnight security. Will be advertised in print, radio, tourist publications, posters and flyers, and social media.Please see website for application & rules. Checks/money orders only. Please contact Pat Daley with questions.

August 1 - 2, 2026

ADifferentDrummerCraft.com

(508) 364-5551
Drummer Boy Park - Brewster, MA

Juried, handmade craft-fine art show (no buy-resell or manufactured). Great visibility on main road Route 6A in Oceanside family park. Limited space per craft (6-7 vendors in one category for balance). 10x10 spaces, tents suggested, easy setup with drive-up spaces, Friday afternoon early setup, overnight security. Will be advertised in print, radio, tourist publications, posters and flyers, and social media. Please see website for application & rules. Checks/money orders only. Please contact Pat Daley with any questions regarding jury or sign-up.

August 8 - 9, 2026

(774) 766-7689
Plymouth Public Library - Plymouth, MA

Fine Arts & Fine Crafts with 75 juried artists, accompanying food, music and entertainment. In this our seventh year, our Art Festival is to two days and allows both Friday night and Saturday morning set up. There will also be several family activities, and special artists demonstration exhibits. Four music performers and food trucks also participate. The popular special LEGO creation exhibit and contest is also offered. Artist awards given for top presenters in each media category. Foundation sponsored purchase incentives to encourage festival attendees will be introduced this year.

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!

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. Please see website for application & rules. Checks/money orders only. Please contact Pat Daley for questions regarding jurying/sign-up.

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.

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. Please see website for application & rules. Checks/money orders only

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Fairs & Festivals in Massachusetts 2026–2027

Huttleston Harborfest - June
June 2026 (dates not updated)

Huttleston Harborfest - June

Grimshaw Park at Fort Phoenix, Fairhaven, MA

Status: Updated 4/28/2025

This Massachusetts Marketplace Expo will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 5 food booths.
Cambridge Arts River Festival
June 2026 (dates not updated)

Cambridge Arts River Festival

banks of the Charles River, Cambridge, MA

Status: Updated 1/23/2025

This Massachusetts Festival will have crafts, film, fine art, fine craft and homegrown products exhibitors, and 55+ food booths. There will be 6 stages with International, National, Regional and Local talent and the hours will be Sat 11am-6pm.
Hands on the Arts Festival
June 2026 (dates not updated)

Hands on the Arts Festival

Windmill Green, Eastham, MA

Status: Updated 3/5/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and 2 food booths. There will be 1 stage with Regional talent and the hours will be Sat-Sun 10am-4pm.
Vintage Bazaar at Kimball Farm - Haverhill MA
June 2026 (dates not updated)

Vintage Bazaar at Kimball Farm - Haverhill MA

Kimball Farm, Haverhill, MA

Status: Updated 4/21/2025

This Massachusetts Vintage will have antique/collectibles, fine art and fine craft exhibitors, and 12 food booths. There will be 1 stage with Regional talent and the hours will be Sat 8:30am-4pm; Sun 10am-3pm. Admission tickets are $15 - $20.
Green River Festival
June 2026 (dates not updated)

Green River Festival

Franklin County Fairgrounds, Greenfield, MA

Status: Updated 3/27/2025

This Massachusetts Festival will have commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and 15 food booths. There will be 3 stages with International, National, Regional and Local talent and the hours will be Fri 2pm-10:30pm; Sat 10am-10:30pm; Sun-Mon 10am-8pm. Admission tickets are $35 - $160. This event will also include: children's activities, food and crafts, camping.
Amherst Farmers' Market - June
June 2026 (dates not updated)

Amherst Farmers' Market - June

Amherst Common, Amherst, MA

Status: Updated 4/14/2025

This Massachusetts Farmers Market will have crafts, fine craft and homegrown products exhibitors, and no food booths.
Orange Riverfest
June 2026 (dates not updated)

Orange Riverfest

Riverfront Park, Orange, MA

Status: Updated 5/2/2025

This Massachusetts Festival will have crafts, fine art and fine craft exhibitors, and 10 food booths. There will be 1 stage with Local talent and the hours will be Sat 5pm-10pm. This event will also include illuminated boat parade with prizes.
Thunder in the Valley Concert & Fireworks Festival
June 2026 (dates not updated)

Thunder in the Valley Concert & Fireworks Festival

Molitoris Farm, Easthampton, Ma, MA

Status: Updated 5/7/2025

This Massachusetts Music Festival will have commercial/retail, corp./information, crafts, fine art and fine craft exhibitors, and 6 food booths. There will be 1 stage with International, National, Regional and Local talent and the hours will be Sat 11:30am-10pm. Admission tickets are $10 - $25.
Fairhaven Homecoming Day Fair
June 2026 (dates not updated)

Fairhaven Homecoming Day Fair

Fairhaven Center, Fairhaven, MA

Status: Updated 2/11/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and 12 food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-4pm. This event will also include: children's activities, art exhibit.
Pepperell Fourth
June 2026 (dates not updated)

Pepperell Fourth

Pepperell Town Field, Pepperell, MA

Status: Updated 5/8/2025

This Massachusetts Festival will have antique/collectibles, commercial/retail, crafts and homegrown products exhibitors, and 10 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-10:30pm. This event will also include parade.
Wellfleet Flea Market - June
June 2026 (dates not updated)

Wellfleet Flea Market - June

Wellfleet Drive-In, Wellfleet, MA

Status: Updated 4/11/2025

This Massachusetts Flea Market will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and flea market exhibitors, and no food booths. Admission tickets are $1 - $3.
Sowa Open Market - June
June 2026 (dates not updated)

Sowa Open Market - June

SoWa Open Market, Boston, MA

Status: Updated 1/23/2025

This Massachusetts Marketplace Expo will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and tba food booths. There will be Roving Performers with Local talent and the hours will be .
Chatham Makers Market - Arts and Crafts
June 2026 (dates not updated)

Chatham Makers Market - Arts and Crafts

Chatham Community Center (front lawn), Chatham, MA

Status: Updated 12/30/2024

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths.
Newton July Fourth Open Air Market
July 2026 (dates not updated)

Newton July Fourth Open Air Market

Albemarle Field, Newton, MA

Status: Updated 4/30/2025

This Massachusetts Holiday Celebration will have antique/collectibles, commercial/retail, corp./information, crafts and flea market exhibitors, and 10 food booths. There will be 1 stage with Regional and Local talent and the hours will be Fri 1pm-10pm. This event will also include: rides, children's activities, fireworks, face painting.
Bridgewater Arts & Music Festival
July 2026 (dates not updated)

Bridgewater Arts & Music Festival

Bridgewater State University (Boyden Hall Quadrangle), Bridgewater, MA

Status: Updated 5/13/2025

This Massachusetts Music Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 5 food booths. There will be 1 stage with Local talent and the hours will be Fri 10am-3pm. This event will also include: art contest, roaming railroad, crafters, music, games and more.
July 3 - 5, 2026

Berkshires Arts Festival

Ski Butternut, Great Barrington, MA

Status: Updated 12/3/2025

This Massachusetts Art Show will have crafts, fine art and fine craft exhibitors, and no food booths.
Fine Arts and Crafts Show - July
July 2026 (dates not updated)

Fine Arts and Crafts Show - July

Sandwich Library Lawn, Sandwich, MA

Status: Updated 4/1/2025

This Massachusetts Art Show will have crafts, fine art and fine craft exhibitors, and no food booths.
Berkshires Summer Art Festival
July 2026 (dates not updated)

Berkshires Summer Art Festival

Butternut Ski Resort, Great Barrington, MA

Status: Updated 10/22/2024

This Massachusetts Art Show will have crafts, fine art and fine craft exhibitors, and tba food booths. There will be Roving Performers with Local talent and the hours will be Fri-Sat 10am-6pm; Sun 10am-5pm. Admission tickets are $7 - $16. This event will also include: demonstrations, kid's activities.
Marlborough International Gem and Jewelry Show
July 2026 (dates not updated)

Marlborough International Gem and Jewelry Show

Royal Plaza Trade Center, Marlborough, MA

Status: Updated 5/18/2025

This Massachusetts Gem-Jewelry-Bead Show will have commercial/retail exhibitors and no food booths. Admission tickets are $6 - $8.
By the Bay Shows Fourth of July Festival of the Arts
July 2026 (dates not updated)

By the Bay Shows Fourth of July Festival of the Arts

Drummer Boy Field, Brewster, MA

Status: Updated 4/2/2024

This Massachusetts Holiday Celebration will have crafts, fine art and fine craft exhibitors, and no food booths.
Reign, Rain, Rein, a National Juried Exhibition
June - July 2026 (dates not updated)

Reign, Rain, Rein, a National Juried Exhibition

Attleboro Arts Museum, Attleboro, MA

Status: Updated 5/1/2025

This Massachusetts Gallery-Exhibition Event will have fine art exhibitors and no food booths.
Boston JerkFest
July 2026 (dates not updated)

Boston JerkFest

Harvard University Athletic Complex, Allston, MA

Status: Updated 5/25/2025

This Massachusetts Festival will have no exhibit booths and 12 food booths. There will be 2 stages with International talent and the hours will be Fri-Sat 11am-8pm. Admission tickets are $25 - $100.
Boston Jerkfest
July 2026 (dates not updated)

Boston Jerkfest

Harvard Athletic Complex, Boston, MA

Status: Updated 5/23/2025

This Massachusetts Food Festival will have commercial/retail, corp./information, crafts, fine craft and homegrown products exhibitors, and 14 food booths. Admission tickets are $6 - $130.
Springfield Jazz & Roots Festival
July 2026 (dates not updated)

Springfield Jazz & Roots Festival

Streets around Stearns Square, Springfield, MA

Status: Updated 2/13/2025

This Massachusetts Music Festival will have crafts, fine art and fine craft exhibitors, and 10 food booths. There will be 2 stages with International, National, Regional and Local talent and the hours will be Fri-Sat 11am-10pm.
Cities / Towns
Acton Agawam Allston Allston/Boston Amesbury Amherst Andover Arlington Attleboro Baldwinville Barnstable Bernardston Beverly Billerica Blackstone Boston Boxborough Boxford Braintree Brewster Bridgewater Brookfield Brookline Cambridge Canton Carver Charlton Chatham Chelmsford Chicopee Cohasset Concord Conway Danvers Dedham Deerfield Dighton Dracut Dudley Duxbury East Falmouth Eastham Easthampton Easthampton, Ma Edgartown Fairhaven Fall River Falmouth Fiskdale Fitchburg Foxboro Framingham Franklin Gloucester Granville Great Barrington Greenfield Groton Groveland Hadley Hanover Harvard Harwich Harwich Center Haverhill Hingham Holden Holliston Hopkinton Hull Ipswich Jamaica Plain Lakeville Lancaster Lenox Leominster Lexington Lincoln Littleton Lowell Lynn Lynnfield Malden Mansfield Marblehead Marlborough Marshfield Mashpee Maynard Medfield Medford Medway Melrose Merrimac Methuen Middleborough Middleton Milford Milton N. Chelmsford Nantucket Needham New Bedford Newbury Newburyport Newton Newton Upper Falls North Andover North Attleboro North Chelmsford North Easton Northampton Northborough Northhampton Norton Norwood Oak Bluffs Orange Orleans Peabody Pepperell Phillipston Pittsfield Plainville Plymouth Princeton Provincetown Quincy Randolph Raynham Reading Salem Sandwich Scituate Sherborn Somerville South Hadley South Yarmouth Spencer Springfield Sterling Stockbridge Stoneham Sturbridge Sudbury Templeton Tewksbury Topsfield Townsend Truro Tyngsboro Tyngsborough Vineyard Haven Wakefield Walpole Waltham Watertown Wayland Wellesley Wellfleet West Bridgewater West Brookfield West Roxbury West Springfield West Tisbury Westborough Westfield Westford Weston Whitman Wilmington Winchester Woburn Worcester Yarmouth

Massachusetts Craft Shows - Massachusetts Music Festivals - Massachusetts Art Shows - More Shows