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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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395 Massachusetts Events | New Search

Fairs & Festivals in Massachusetts 2026–2027

StamperCon
June 2026 (dates not updated)

StamperCon

Eastern States Exposition, West Springfield, MA

Status: Updated 4/3/2025

This Massachusetts Specialty-Theme Event will have commercial/retail and crafts exhibitors, and no food booths. Admission tickets are $6 - $40.
Fine Arts and Crafts Show - June
June 2026 (dates not updated)

Fine Arts and Crafts Show - June

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.
Coolidge Corner Arts Festival
June 2026 (dates not updated)

Coolidge Corner Arts Festival

Coolidge Corner, Brookline, MA

Status: Updated 4/16/2025

This Massachusetts Art Show will have fine art and fine craft exhibitors, and no food booths.
Worcester Food Truck & Craft Beer Festival
June 2026 (dates not updated)

Worcester Food Truck & Craft Beer Festival

Worcester Common, Worcester, MA

Status: Updated 3/20/2025

This Massachusetts Food Festival will have crafts, flea market and homegrown products exhibitors, and 25 food booths. Admission tickets are $5 - $70. This event will also include: lawn games, music, shopping, and endless fun for everyone in the family.
Dighton Strawberry Festival
June 2026 (dates not updated)

Dighton Strawberry Festival

Dighton Town Hall grounds, Dighton, MA

Status: Updated 4/17/2025

This Massachusetts Festival will have crafts and homegrown products exhibitors, and 2 food booths. There will be 1 stage with Local talent and the hours will be Sat 11am-3pm.
UUCW Yard Sale
June 2026 (dates not updated)

UUCW Yard Sale

Unitarian Universalist Church, Worcester, MA

Status: Updated 5/27/2025

This Massachusetts Flea Market will have commercial/retail and flea market exhibitors, and no food booths.
JP Spring Fair
June 2026 (dates not updated)

JP Spring Fair

First Church yard, Jamaica Plain, MA

Status: Updated 4/9/2025

This Massachusetts Festival will have crafts, fine art and fine craft exhibitors, and no food booths.
Lenox Art Walk - Spring
June 2026 (dates not updated)

Lenox Art Walk - Spring

Downtown, Lenox, MA

Status: Updated 2/10/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths.
Caribbean American Heritage Festival - Boston
June 2026 (dates not updated)

Caribbean American Heritage Festival - Boston

Boston, Boston, MA

Status: Updated 1/15/2025

This Massachusetts Festival will have antique/collectibles, commercial/retail, crafts, fine art and fine craft exhibitors, and 5 food booths. There will be 1 stage with Local talent and the hours will be Sun 12pm-7pm.
Arts Fest Beverly
June 2026 (dates not updated)

Arts Fest Beverly

Downtown Beverly, Beverly, MA

Status: Updated 1/8/2025

This Massachusetts Art Show will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 10 food booths. There will be Roving Performers with Local talent and the hours will be Sat 10am-4pm. This event will also include kids' activities.
Lion's Craft Fair
June 2026 (dates not updated)

Lion's Craft Fair

Brooks Park, Harwich, MA

Status: Updated 4/29/2025

This Massachusetts Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 2 food booths. This event will also include: face painting, raffles, kids.
Strawberry Festival and Craft Fair
June 2026 (dates not updated)

Strawberry Festival and Craft Fair

Topsfield Common, Topsfield, MA

Status: Updated 3/27/2025

This Massachusetts Festival will have crafts, fine art and fine craft exhibitors, and no food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-4pm. This event will also include: special event at gould barn, youth artisan fair on capen lawn.
Randolph Caribbean American Heritage Festival
June 2026 (dates not updated)

Randolph Caribbean American Heritage Festival

Powers Farm, Randolph, MA

Status: Updated 3/16/2025

This Massachusetts Festival will have antique/collectibles, crafts, fine art and fine craft exhibitors, and 3 food booths. There will be 1 stage with Local talent and the hours will be Sat 11am-6pm.
Strawberries 'N' Art Festival
June 2026 (dates not updated)

Strawberries 'N' Art Festival

Westford Common, Westford, MA

Status: Updated 4/29/2025

This Massachusetts Festival will have crafts, fine art and fine craft exhibitors, and no food booths.
Boston Early Music Festival
June 2026 (dates not updated)

Boston Early Music Festival

New England Conservatory, Cutler Majestic Theater, and others, Boston, MA

Status: Updated 1/16/2024

This Massachusetts Classical Music Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art and fine craft exhibitors, and no food booths. There will be 4 stages with International, National, Regional and Local talent and the hours will be Sun 2pm-9pm, Mon 10am-12 midnight, Tue 10am-12 midnight, Wed 10am-12 midnight, Thu 10am-12 midnight, Fri 10am-12 midnight, Sat 10am-12 midnight, Sun 12pm-9pm. Admission tickets are $1 - $250. This event will also include symposia & workshops.
Nantucket Book Festival
June 2026 (dates not updated)

Nantucket Book Festival

Downtown Nantucket, Nantucket, MA

Status: Updated 4/25/2025

This Massachusetts Literary Event will have commercial/retail exhibitors and no food booths. Admission tickets are $1 - $475.
Arts Alive Festival
June 2026 (dates not updated)

Arts Alive Festival

Falmouth Library Lawn, Falmouth, MA

Status: Updated 4/27/2025

This Massachusetts Festival will have fine art and fine craft exhibitors, and 4 food booths. There will be 2 stages with Regional and Local talent and the hours will be Fri 5pm-9pm; Sat 10am-6pm; Sun 11am-5pm.
By the Bay Fine Art and Crafts Show - June
June 2026 (dates not updated)

By the Bay Fine Art and Crafts Show - June

Drummer Boy Field, Brewster, MA

Status: Updated 4/29/2025

This Massachusetts Craft Show will have antique/collectibles, crafts, fine art and fine craft exhibitors, and no food booths.
Worcester Caribbean American Heritage Festival
June 2026 (dates not updated)

Worcester Caribbean American Heritage Festival

Institute Park, Worcester, MA

Status: Updated 5/8/2025

This Massachusetts Festival will have crafts, fine art and fine craft exhibitors, and 4 food booths. There will be 1 stage with Local talent and the hours will be Sun 12pm-7pm.
June 20, 2026

Waltham RiverBeat

Moody Street Bridge, Waltham, MA

Status: Updated 11/18/2025

This Massachusetts Family & Kids Festival will have crafts and fine craft exhibitors, and 5 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 10am-5pm.
June 19 - 21, 2026

South Shore Art Center Arts Festival

Cohasset Common, Cohasset, MA

Status: Updated 10/28/2025

This Massachusetts Art Show will have fine art and fine craft exhibitors, and 5 food booths. There will be 1 stage with Local talent and the hours will be Fri 1pm-7pm; Sat 10am-7pm; Sun 12pm-6pm. This event will also include: juried and member art exhibitions, children art exhibitions, art demonstrations.
Fifers Day Fair
June 2026 (dates not updated)

Fifers Day Fair

Flerra Meadows, Boxborough, MA

Status: Updated 4/27/2025

This Massachusetts Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and no food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 9:30am-5pm.
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