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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

Summer Arts and Crafts in Stockbridge
August 2026 (dates not updated)

Summer Arts and Crafts in Stockbridge

Bidwill Park & Town Offices, Stockbridge, MA

Status: Updated 7/11/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and local food booths.
Sunflower Festival Second Weekend
August 2026 (dates not updated)

Sunflower Festival Second Weekend

Red Apple Farm, Phillipston, MA

Status: Updated 7/9/2025

This Massachusetts Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 4 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat-Sun 10am-4pm. This event will also include: hayrides, pyo apples, pyo sunflowers.
Craftfest in Cotuit
August 2026 (dates not updated)

Craftfest in Cotuit

Cotuit Federated Church, Barnstable, MA

Status: Updated 7/14/2025

This Massachusetts Art Show will have crafts and fine craft exhibitors, and no food booths. There will be 1 stage with Local talent and the hours will be Sat-Sun 10am-4pm. This event will also include children's activities.
Fifteen African Festival of Boston
August 2026 (dates not updated)

Fifteen African Festival of Boston

Boston Common Park, Boston, MA

Status: Updated 1/21/2025

This Massachusetts Festival will have antique/collectibles, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 15 food booths. There will be 1 stage with International, National, Regional and Local talent and the hours will be . This event will also include: parade, special events, games, demonstrations, contests, kids' area.
Crusin' the 50s' Antique Car Show
August 2026 (dates not updated)

Crusin' the 50s' Antique Car Show

Downtown Newburyport, Newburyport, MA

Status: Updated 6/26/2025

This Massachusetts Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and 4 food booths. There will be 1 stage with Regional talent and the hours will be Thu 4pm-7pm.
Party by the Bridge
August 2026 (dates not updated)

Party by the Bridge

Tyngsborough Common, Tyngsborough, MA

Status: Updated 2/11/2025

This Massachusetts Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 25 food booths. There will be 2 stages with Regional talent and the hours will be Sat 11am-9pm. Admission tickets are $5.
Huttleston HarborFest - August
August 2026 (dates not updated)

Huttleston HarborFest - August

Grimshaw Park at Fort Phoenix, Fairhaven, MA

Status: Updated 7/8/2025

This Massachusetts Marketplace Expo will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 5 food booths.
Fort Hill Fair
August 2026 (dates not updated)

Fort Hill Fair

Rogers Fort Hill Park, Lowell, MA

Status: Updated 7/1/2025

This Massachusetts Craft Show will have antique/collectibles, crafts, fine craft, flea market and homegrown products exhibitors, and no food booths.
Downtown Plymouth Waterfront Festival
August 2026 (dates not updated)

Downtown Plymouth Waterfront Festival

Plymouth Waterfront, Plymouth, MA

Status: Updated 5/30/2025

This Massachusetts Festival will have antique/collectibles, crafts, fine art and fine craft exhibitors, and 25 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 10am-6pm. This event will also include: children's rides and activities, duck races, car show.
Arcadia Folk Festival
August 2026 (dates not updated)

Arcadia Folk Festival

Arcadia Wildlife Sanctuary, Easthampton, MA

Status: Updated 3/27/2025

This Massachusetts Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 8 food booths. There will be 3 stages with International, National, Regional and Local talent and the hours will be Sat 10:30am-7:30pm. Admission tickets are $70 - $80. This event will also include kid's nature crafts area.
Marshfield Fair
August 2026 (dates not updated)

Marshfield Fair

Fairgrounds, Marshfield, MA

Status: Updated 3/23/2025

This Massachusetts State Fair will have commercial/retail, corp./information and crafts exhibitors, and 50 food booths. There will be 2 stages with National and Regional talent and the hours will be All days 12pm-10pm. Admission tickets are $12. This event will also include: demo derby, truck pulls, demonstrations.
Kill Tide Arts and Craft Festival
August 2026 (dates not updated)

Kill Tide Arts and Craft Festival

Drummer Boy Park, Brewster, MA

Status: Updated 1/20/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. This event will also include: shop handmade, craft demonstrations & live music.
This is a VIP Promoter
Caribbean American Carnival
August 2026 (dates not updated)

Caribbean American Carnival

Institute Park, Worcester, MA

Status: Updated 7/22/2025

This Massachusetts Ethnic Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 13 food booths. There will be 1 stage with International and National talent and the hours will be Sun 12pm-7pm.
Project Arts Free Summer Concert Series
June - August 2026 (dates not updated)

Project Arts Free Summer Concert Series

DCR Pilgrim Memorial State Park, Plymouth, MA

Status: Updated 5/5/2025

This Massachusetts Festival will have no exhibit booths and no food booths. There will be 1 stage with International, National, Regional and Local talent and the hours will be . This event will also include kids area.
The Vineyard Artisans Summer Festivals-Thursdays
July - August 2026 (dates not updated)

The Vineyard Artisans Summer Festivals-Thursdays

Grange Hall, Vineyard Haven, MA

Status: Updated 5/19/2025

This Massachusetts Art Show will have fine art and fine craft exhibitors, and tba food booths.
Fridays at the Farm
June - August 2026 (dates not updated)

Fridays at the Farm

Wojciks Farm, Blackstone, MA

Status: Updated 4/29/2025

This Massachusetts Marketplace Expo will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 10 food booths.
Amherst Farmers' Market - August
August 2026 (dates not updated)

Amherst Farmers' Market - August

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.
Fine Arts and Crafts Show - August II
August 2026 (dates not updated)

Fine Arts and Crafts Show - August II

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.
Wellfleet Flea Market - August
August 2026 (dates not updated)

Wellfleet Flea Market - August

Wellfleet Drive-In, Wellfleet, MA

Status: Updated 6/19/2025

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 - August
August 2026 (dates not updated)

Sowa Open Market - August

SOWA, 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 .
Labor Day Festival of the Arts
August 2026 (dates not updated)

Labor Day Festival of the Arts

Drummer Boy Field, Brewster, MA

Status: Updated 4/29/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths.
The Vineyard Artisans Labor Day Festival
August 2026 (dates not updated)

The Vineyard Artisans Labor Day Festival

M. V. Agricultural Hall, West Tisbury, MA

Status: Updated 5/19/2025

This Massachusetts Art Show will have fine art and fine craft exhibitors, and local food booths. There will be 1 stage with Local talent and the hours will be Fri 4:30pm-6:30pm; Sat-Sun 10am-5pm.
Falmouth Rotary Craft Fair
August 2026 (dates not updated)

Falmouth Rotary Craft Fair

Marine Park Bandshell, Falmouth, MA

Status: Updated 3/31/2025

This Massachusetts Craft Show will have crafts and fine craft exhibitors, and no food booths. Admission tickets are $3.
Labor Day Weekend Arts and Craft Festival
August 2026 (dates not updated)

Labor Day Weekend Arts and Craft Festival

Simpkins Field, Yarmouth, MA

Status: Updated 1/20/2025

This Massachusetts Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 3 food booths.
This is a VIP Promoter
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

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