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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

Autumn-Fest
September 2026 (dates not updated)

Autumn-Fest

Bridgewater State University, Bridgewater, MA

Status: Updated 8/7/2025

This Massachusetts Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 15 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 10am-4pm. This event will also include: crafts, train rides, live animals, kids' activities, family friendly.
Blacksmith Art & Renaissance Festival
September 2026 (dates not updated)

Blacksmith Art & Renaissance Festival

Fitchburg Riverfront Park, Fitchburg, MA

Status: Updated 9/15/2025

This Massachusetts Festival will have antique/collectibles, corp./information, crafts, 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 Sat 10am-5pm.
Arts in Common
September 2026 (dates not updated)

Arts in Common

Bay State Commons, Westborough, MA

Status: Updated 6/17/2025

This Massachusetts Festival will have fine art and fine craft exhibitors, and tba food booths. There will be 1 stage with Regional talent and the hours will be Sat 11am-5pm.
The Vineyard Artisans Summer Festivals-Sundays
June - September 2026 (dates not updated)

The Vineyard Artisans Summer Festivals-Sundays

Grange Hall, Vineyard Haven, MA

Status: Updated 4/25/2025

This Massachusetts Art Show will have fine art and fine craft exhibitors, and 70 food booths.
Wellfleet Flea Market - September
September 2026 (dates not updated)

Wellfleet Flea Market - September

Wellfleet Drive-In, Wellfleet, MA

Status: Updated 8/5/2025

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 - September
September 2026 (dates not updated)

Sowa Open Market - September

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 .
Wachusett Mountain OktoberFest
September 2026 (dates not updated)

Wachusett Mountain OktoberFest

Wachusett Mountain, Princeton, MA

Status: Updated 9/23/2025

This Massachusetts Ethnic Festival will have commercial/retail, fine art and fine craft exhibitors, and tba food booths. There will be 1 stage with Regional and Local talent and the hours will be . Admission tickets are $5 - $20.
The North Quabbin Garlic and Arts Festival
September 2026 (dates not updated)

The North Quabbin Garlic and Arts Festival

Forsters Farm, Orange, MA

Status: Updated 8/7/2025

This Massachusetts Festival will have crafts, fine art and fine craft exhibitors, and 20 food booths. There will be 2 stages with Regional and Local talent and the hours will be . Admission tickets are $10.
Country Fair
September 2026 (dates not updated)

Country Fair

Hancock Shaker Village, Pittsfield, MA

Status: Updated 1/14/2025

This Massachusetts Art Show will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 3 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat-Sun 10am-5pm. Admission tickets are $1 - $20. This event will also include: wagon ride, antique tractors, farm demos, kid's crafts and games.
Eustis Estate Arts Market
September 2026 (dates not updated)

Eustis Estate Arts Market

Eustis Estate, Milton, MA

Status: Updated 3/26/2025

This Massachusetts Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths.
Allston Village Street Fair Festival
September 2026 (dates not updated)

Allston Village Street Fair Festival

6 City Blocks on Harvard Avenue, Allston/Boston, MA

Status: Updated 1/29/2025

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 10 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sun 12pm-6pm. This event will also include: street performances, amusements, moonbounces, public art street.
September 18 - October 4, 2026

The Big E

Eastern States Exposition, West Springfield, MA

Status: Updated 11/4/2025

This Massachusetts State Fair will have commercial/retail, corp./information, crafts and fine craft exhibitors, and 100 food booths. There will be 3 stages with National, Regional and Local talent and the hours will be . Admission tickets are $8 - $25. This event will also include: circus, horse show, midway, daily & mardi gras parades.
Smokey Chestnut Farm's Fall Craft Fair
October 2026 (dates not updated)

Smokey Chestnut Farm's Fall Craft Fair

Smokey Chestnut Farm Rescue, Norton, MA

Status: Updated 6/6/2025

This Massachusetts Craft Show 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 11am-4pm. Admission tickets are $8 - $10. This event will also include farm decorated for halloween.
Neponset Valley Humane Society Craft Fair
October 2026 (dates not updated)

Neponset Valley Humane Society Craft Fair

Knights of Columbus, Norwood, MA

Status: Updated 7/10/2025

This Massachusetts Craft Show will have antique/collectibles, commercial/retail, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 1 food booth. This event will also include: bake sale, raffle.
Mashpee Oktoberfest Craft Fair
October 2026 (dates not updated)

Mashpee Oktoberfest Craft Fair

Mashpee Commons, Mashpee, MA

Status: Updated 9/25/2025

This Massachusetts Festival will have antique/collectibles, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 20 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-4pm. This event will also include: kids' activities, bier garten.
Littleton Oktoberfest
October 2026 (dates not updated)

Littleton Oktoberfest

36 King Street, Littleton, MA

Status: Updated 9/11/2025

This Massachusetts Festival will have antique/collectibles, commercial/retail, crafts, fine craft, flea market and homegrown products exhibitors, and local food booths. There will be 1 stage with Regional talent and the hours will be Sat 11am-5pm.
Mayo PTA Craft Fair
October 2026 (dates not updated)

Mayo PTA Craft Fair

Elementary School, Holden, MA

Status: Updated 9/15/2025

This Massachusetts Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. Admission tickets are $2 - $3. This event will also include kids games and crafts.
Horseshed Fair
October 2026 (dates not updated)

Horseshed Fair

First Church of Christ Unitarian, Lancaster, MA

Status: Updated 9/21/2025

This Massachusetts Traditional Craft-Folk Event will have crafts, fine art and fine craft exhibitors, and no food booths. There will be 1 stage with Regional talent and the hours will be Sat 10am-4pm.
Ninth New Bedford Food Truck & Craft Beer Festival
October 2026 (dates not updated)

Ninth New Bedford Food Truck & Craft Beer Festival

Fort Taber, New Bedford, MA

Status: Updated 4/5/2025

This Massachusetts Food Festival will have antique/collectibles, crafts, flea market and homegrown products exhibitors, and 30+ food booths. Admission tickets are $5 - $70. This event will also include dance to the tunes of a local dj. try multiple cuisines from dozens of food trucks. enjoy.
Lakeville Arts and Music Festival
October 2026 (dates not updated)

Lakeville Arts and Music Festival

Junctions of Routes 105 & 18, Lakeville, MA

Status: Updated 8/8/2025

This Massachusetts Music Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 2 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-4pm. This event will also include: pumpkin decorating, self chalk drawing opportunity.
Foxboro Jaycees Fall Craft and Vendor Fair
October 2026 (dates not updated)

Foxboro Jaycees Fall Craft and Vendor Fair

Foxboro Common, Foxboro, MA

Status: Updated 8/7/2025

This Massachusetts Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, flea market and homegrown products exhibitors, and 1 food booth. This event will also include bounce house and raffle table.
SandwichFest
October 2026 (dates not updated)

SandwichFest

Sandwich Village, Sandwich, MA

Status: Updated 9/21/2025

This Massachusetts Festival will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 10+ food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-4pm.
Maynard Fest
October 2026 (dates not updated)

Maynard Fest

Memorial Park, Maynard, MA

Status: Updated 9/30/2025

This Massachusetts Family & Kids Festival will have commercial/retail, corp./information, crafts and homegrown products exhibitors, and tba food booths. There will be 1 stage with Local talent and the hours will be Sat 9am-3:30pm. This event will also include children's activities.
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