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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!

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.

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.

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.

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.

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393 Massachusetts Events | New Search

Fairs & Festivals in Massachusetts 2026–2027

The Sterling Fair
September 2026 (dates not updated)

The Sterling Fair

Sterling Airport, Sterling, MA

Status: Updated 3/25/2025

This Massachusetts Festival will have crafts, fine art and fine craft exhibitors, and 30 food booths. There will be 1 stage with Regional and Local talent and the hours will be Fri 5pm-11pm; Sat 8am-11pm; Sun 8am-5pm.
The Boston Arts Festival
September 2026 (dates not updated)

The Boston Arts Festival

Christopher Columbus Park, Boston, MA

Status: Updated 1/30/2025

This Massachusetts Music Festival will have fine art and fine craft exhibitors, and no food booths. There will be 1 stage with Regional and Local talent and the hours will be .
Cambridge Carnival
September 2026 (dates not updated)

Cambridge Carnival

University Park, Cambridge, MA

Status: Updated 6/23/2025

This Massachusetts Festival will have commercial/retail, corp./information and crafts exhibitors, and 50 food booths. There will be 3 stages with Regional talent and the hours will be Sat 12pm-4pm; Sun 11am-5pm. This event will also include: parade, festival, kids corner.
BCVM Craft & Vendor Market Pop Up- September
September 2026 (dates not updated)

BCVM Craft & Vendor Market Pop Up- September

1000 Washington Street, Braintree, MA

Status: Updated 8/7/2025

This Massachusetts Craft Show will have crafts exhibitors and no food booths.
September 12, 2026

GHAA Art Festival

Bradford Common in Haverhill, MA, Haverhill, MA

Status: Updated 1/13/2026

This Massachusetts Festival will have fine art exhibitors and no food booths.
September 12, 2026

Codman Estate Fine Arts & Crafts Festival

Codman Estate, Lincoln, MA

Status: Updated 1/13/2026

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and 3 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-4pm. Admission tickets are $5. This event will also include: museum tours, food court, musical entertainment.
September 10 - 13, 2026

Franklin County Fair

Franklin County Fairgrounds, Greenfield, MA

Status: Updated 1/13/2026

This Massachusetts State Fair will have commercial/retail, corp./information and crafts exhibitors, and 25 food booths. There will be 1 stage with Regional and Local talent and the hours will be Thu 3pm-10pm; Fri 3pm-11pm; Sat 8am-11pm; Sun 8am-10pm. Admission tickets are $10 - $15. This event will also include: parade, demolition derby, livestock competition.
September 12 - 13, 2026

Mattoon Street Arts Festival

Mattoon Street, Springfield, MA

Status: Updated 2/10/2026

This Massachusetts Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 6 food booths. There will be Roving Performers with Local talent and the hours will be Sat 10am-5pm; Sun 10am-4pm.
September 12 - 13, 2026

Chatham Fall Craft Festival

Chatham Community Center Lawn, Chatham, MA

Status: Updated 1/19/2026

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. This event will also include: shop handmade, view craft demonstrations, specialty food sampling.
This is a VIP Promoter
Pottery Sale
September 2026 (dates not updated)

Pottery Sale

Mother Brook Arts and Community Center, Dedham, MA

Status: Updated 9/8/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and 1 food booth. There will be 1 stage with Regional and Local talent and the hours will be Sat 11am-4pm. This event will also include: raffle, community clay tent, live wheel throwing demonstrations.
Fine Art & Craft Show - September
September 2026 (dates not updated)

Fine Art & Craft Show - September

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.
Caribbean Rum & Food Festival
September 2026 (dates not updated)

Caribbean Rum & Food Festival

Roxbury Community College - Parking Lot, Boston, MA

Status: Updated 1/15/2025

This Massachusetts Food Festival will have commercial/retail, corp./information, crafts, fine art and fine craft exhibitors, and 2 food booths. There will be Roving Performers with Local talent and the hours will be Sat 12pm-8pm. Admission tickets are $40 - $50.
Wachuset Mountain Great New England Bbqfest
September 2026 (dates not updated)

Wachuset Mountain Great New England Bbqfest

Wachusett Mountain Ski Area, Princeton, MA

Status: Updated 8/7/2025

This Massachusetts Food Festival will have crafts, film, fine art, fine craft and homegrown products exhibitors, and 10 food booths. There will be 1 stage with National, Regional and Local talent and the hours will be . Admission tickets are $6 - $20. This event will also include: climbing wall, bungee jump, moonbounces, face painting.
Harwich Cranberry Arts and Music Festival
September 2026 (dates not updated)

Harwich Cranberry Arts and Music Festival

Harwich Community Center Field, Harwich Center, MA

Status: Updated 8/7/2025

This Massachusetts Music Festival will have crafts, fine art and fine craft exhibitors, and 7 food booths. There will be 1 stage with Regional talent and the hours will be .
Lenox Art Walk - Fall
September 2026 (dates not updated)

Lenox Art Walk - Fall

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.
Townsend Arts & Crafts Fair
September 2026 (dates not updated)

Townsend Arts & Crafts Fair

Townsend Common, Townsend, MA

Status: Updated 8/7/2025

This Massachusetts Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include: food, vendor raffle, music.
Newton Upper Falls Village Day
September 2026 (dates not updated)

Newton Upper Falls Village Day

Pettee Square, Newton Upper Falls, MA

Status: Updated 9/3/2025

This Massachusetts Festival will have no exhibit booths and 4 food booths. There will be 1 stage with Local talent and the hours will be Sun 11am-2pm.
Boston Local Food Festival
September 2026 (dates not updated)

Boston Local Food Festival

Rose Kennedy Greenway, Boston, MA

Status: Updated 8/8/2025

This Massachusetts Food Festival will have no exhibit booths and 100+ food booths. This event will also include: seafood throwdown, family fun zone, chef demonstrations, new england village.
September 19, 2026

Metro West Humane Society Craft Fair

Framingham Centre Common, Framingham, MA

Status: Updated 1/4/2026

This Massachusetts Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 5 food booths. There will be Roving Performers with Local talent and the hours will be Sat 10am-4pm. This event will also include raffle & bake sale to benefit non-profit sponsor of event.
September 19 - 20, 2026

Brooks Park Summer Arts and Craft Festival

Harwich Community Center, Harwich Center, MA

Status: Updated 1/13/2026

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and 9 food booths. There will be 1 stage with International talent and the hours will be . This event will also include drone show.
September 19 - 20, 2026

Deerfield Fall Craft Fair

Memorial Hall Museum Grounds, Deerfield, MA

Status: Updated 11/11/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and 6 food booths. Admission tickets are $7. This event will also include: craft demonstrations, museum tour, quilt displays, petting goats.
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 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 Worcester Yarmouth

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