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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

Rhythm N' Spice
May 2026 (dates not updated)

Rhythm N' Spice

The Foundry, Cambridge, MA

Status: Updated 2/10/2025

This Massachusetts Festival will have commercial/retail, corp./information and crafts exhibitors, and tba food booths. There will be 1 stage with Local talent and the hours will be Sat 12pm-8:30pm. Admission tickets are $12 - $50.
NRT's Spring Farm Festival
May 2026 (dates not updated)

NRT's Spring Farm Festival

NRT's Sheep Pasture, North Easton, MA

Status: Updated 3/27/2025

This Massachusetts Family & Kids Festival will have no exhibit booths and no food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-2pm. Admission tickets are $20.
Brewster in Bloom
May 2026 (dates not updated)

Brewster in Bloom

Cape Cod Sea Camps, Drummer Boy Park & Along 6A in Brewster, Brewster, MA

Status: Updated 2/7/2025

This Massachusetts Art Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths.
Spring Craft, Vendor Fair & Food Trucks at Liberal Club
May 2026 (dates not updated)

Spring Craft, Vendor Fair & Food Trucks at Liberal Club

Liberal Club, Fall River, MA

Status: Updated 2/20/2025

This Massachusetts Craft Show will have crafts, fine craft and homegrown products exhibitors, and no food booths.
May 9, 2026

Watch City Steampunk Festival

Waltham Common, Waltham, MA

Status: Updated 11/18/2025

This Massachusetts Specialty-Theme Event will have antique/collectibles, corp./information, crafts, fine art and fine craft exhibitors, and 6 food booths. There will be 2 stages with Local talent and the hours will be Sat 10am-5pm. This event will also include: children's activities, lectures, exhibitors.
Will Run For Cookies! 5k and Cookie Crumble 2k
May 2026 (dates not updated)

Will Run For Cookies! 5k and Cookie Crumble 2k

Stanley Park, Westfield, MA

Status: Updated 3/31/2025

This Massachusetts Pet-themed Event will have no exhibit booths and 1 food booth. There will be 1 stage with Regional talent and the hours will be Sat 8am-1:30pm. Admission tickets are $20 - $40.
Fine Arts and Crafts Show - May
May 2026 (dates not updated)

Fine Arts and Crafts Show - May

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.
Sherborn Library Arts & Crafts Fair
May 2026 (dates not updated)

Sherborn Library Arts & Crafts Fair

Sherborn Library and surrounding grounds, Sherborn, MA

Status: Updated 2/24/2025

This Massachusetts Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 7 food booths. This event will also include children's activities.
Andover Crafts in the Park
May 2026 (dates not updated)

Andover Crafts in the Park

Park in Andover Center, Andover, MA

Status: Updated 12/10/2024

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and 6 food booths. There will be Roving Performers with Regional and Local talent and the hours will be Sat 10am-4pm.
Mother's Day Mingle Sip and Shop
May 2026 (dates not updated)

Mother's Day Mingle Sip and Shop

American Legion, Middleton, MA

Status: Updated 3/20/2025

This Massachusetts Holiday Celebration will have commercial/retail, crafts and fine craft exhibitors, and no food booths. Admission tickets are $5. This event will also include vendor and craft shopping.
Huttleston Harborfest- May
May 2026 (dates not updated)

Huttleston Harborfest- May

Grimshaw Park at Fort Phoenix, Fairhaven, MA

Status: Updated 3/31/2025

This Massachusetts Marketplace Expo will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 5 food booths.
Mother Brook Arts Open Studios
May 2026 (dates not updated)

Mother Brook Arts Open Studios

Mother Brook Arts and Community Center, Dedham, MA

Status: Updated 3/11/2025

This Massachusetts Art Show will have crafts and fine art exhibitors, and 2 food booths. There will be Roving Performers with Regional and Local talent and the hours will be Sat 11am-5pm; Sun 11am-4pm. Admission tickets are $1 - $1000. This event will also include: artist demonstrations, live entertainment, beverages and bites.
New Bedford Food Truck & Craft Beverage Festival
May 2026 (dates not updated)

New Bedford Food Truck & Craft Beverage Festival

Fort Taber, New Bedford, MA

Status: Updated 4/29/2025

This Massachusetts Festival will have antique/collectibles, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 29 food booths. Admission tickets are $5 - $50. This event will also include: lawn games, music.
Apple Blossom Festival & Craft Fair
May 2026 (dates not updated)

Apple Blossom Festival & Craft Fair

Sholan Farms, Leominster, MA

Status: Updated 4/22/2025

This Massachusetts Festival will have crafts, fine art, fine craft 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-4pm. This event will also include: butterfly release, children's games, bagpipe procession, 4-h.
Family Funfest
May 2026 (dates not updated)

Family Funfest

Newton City Hall, Newton, MA

Status: Updated 4/27/2025

This Massachusetts Family & Kids Festival will have commercial/retail and corp./information exhibitors, and no food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-5pm. This event will also include: kids' activities, amusement rides.
Spring Arts & Music Festival
May 2026 (dates not updated)

Spring Arts & Music Festival

Red Apple Farm, Brew Barn, Phillipston, MA

Status: Updated 3/27/2025

This Massachusetts Art 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-6pm; Sun 12pm-4pm. This event will also include: art show, music all weekend. artist demonstrations, kids art activities, vendors.
Fine Arts & Crafts Show - May II
May 2026 (dates not updated)

Fine Arts & Crafts Show - May 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.
Gas Engine Show, Giant Flea Market & Craft Fair
May 2026 (dates not updated)

Gas Engine Show, Giant Flea Market & Craft Fair

Pratt Field, Bernardston, MA

Status: Updated 8/13/2024

This Massachusetts Craft Show will have antique/collectibles, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and no food booths. This event will also include: raffles, tractor parade, auction, garden tractor pull.
May 23 - 25, 2026

Spring Paradise City Northampton

Three County Fairgrounds, Northampton, MA

Status: Updated 10/9/2025

This Massachusetts Art Show will have crafts, 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 Sat 10am-6pm; Sun 10am-5pm; Mon 10am-4pm. Admission tickets are $16 - $26. This event will also include: silent art auction, sculpture garden, art activities, demonstrations.
Newburyport Spring Fest
May 2026 (dates not updated)

Newburyport Spring Fest

Waterfront Park, Newburyport, MA

Status: Updated 4/1/2025

This Massachusetts Festival will have crafts, fine art and fine craft exhibitors, and tba food booths. There will be 1 stage with Regional talent and the hours will be .
Memorial Day Weekend Show at Drummer Boy Field
May 2026 (dates not updated)

Memorial Day Weekend Show at Drummer Boy Field

Drummer Boy Field, Brewster, MA

Status: Updated 4/1/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths.
Amherst Farmers' Market - May
May 2026 (dates not updated)

Amherst Farmers' Market - May

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.
GPA Spring Craft Fair
June 2026 (dates not updated)

GPA Spring Craft Fair

Middleboro Town Hall front lawn, Middleborough, MA

Status: Updated 4/10/2025

This Massachusetts Craft Show will have commercial/retail, corp./information, crafts, fine craft and homegrown products exhibitors, and no food booths.
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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