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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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Fairs & Festivals in Massachusetts 2026–2027

Festival of Trees
November - December 2026 (dates not updated)

Festival of Trees

Historic Old Town Hall, Tyngsborough, MA

Status: Updated 4/8/2025

This Massachusetts Festival will have no exhibit booths and no food booths. There will be 1 stage with Local talent and the hours will be Thu-Sun 10am-8pm; Mon-Wed closed.
Red Bow Fair
December 2026 (dates not updated)

Red Bow Fair

North Parish Unitarian Universalist Church, North Andover, MA

Status: Updated 12/5/2025

This Massachusetts Craft Show will have crafts exhibitors and no food booths.
Sherborn Holiday Market & Visit With Santa
December 2026 (dates not updated)

Sherborn Holiday Market & Visit With Santa

Sherborn 1858 Town House and Community Center, Sherborn, MA

Status: Updated 9/24/2025

This Massachusetts Holiday Celebration will have commercial/retail and crafts exhibitors, and no food booths. This event will also include: visit with santa, hot chocolate buffet bar, holiday treats.
Holiday Craft Fair
December 2026 (dates not updated)

Holiday Craft Fair

First Congregation Church, Princeton, MA

Status: Updated 12/4/2025

This Massachusetts Holiday Celebration will have antique/collectibles, crafts and homegrown products exhibitors, and no food booths.
Holiday Craft Fair
December 2026 (dates not updated)

Holiday Craft Fair

Unitarian Universalist Church of Worcester, Worcester, MA

Status: Updated 12/5/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $1. This event will also include craft fair.
Blessed Sacrament School Christmas Festival
December 2026 (dates not updated)

Blessed Sacrament School Christmas Festival

Blessed Sacrament School, Walpole, MA

Status: Updated 11/10/2025

This Massachusetts Marketplace Expo will have crafts and fine craft exhibitors, and no food booths.
Arts Wayland's Holiday Marketplace
December 2026 (dates not updated)

Arts Wayland's Holiday Marketplace

Wayland High School Commons, Wayland, MA

Status: Updated 11/22/2025

This Massachusetts Festival will have crafts, fine craft and homegrown products exhibitors, and 5 food booths. There will be Roving Performers with Local talent and the hours will be Sat 11am-4pm.
Higgins Middle School Ptos' Craft Fair
December 2026 (dates not updated)

Higgins Middle School Ptos' Craft Fair

Higgins Middle School, Peabody, MA

Status: Updated 12/1/2025

This Massachusetts Craft Show will have crafts and fine craft exhibitors, and no food booths.
Makers Market Presented by Pentucket Arts Foundation
December 2026 (dates not updated)

Makers Market Presented by Pentucket Arts Foundation

Veasey Memorial Park, Groveland, MA

Status: Updated 10/29/2025

This Massachusetts Festival will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 1 food booth. There will be Roving Performers with Local talent and the hours will be Sat 9:30am-3pm. This event will also include: kids craft workshop, raffle, greens/wreath sale.
Holiday Fair
December 2026 (dates not updated)

Holiday Fair

Townsend Public Library and Meeting Hall, Townsend, MA

Status: Updated 12/7/2025

This Massachusetts Holiday Celebration will have crafts, fine art and fine craft exhibitors, and no food booths.
Holiday Marketplace Event
December 2026 (dates not updated)

Holiday Marketplace Event

Framingham High School, Framingham, MA

Status: Updated 12/7/2025

This Massachusetts Marketplace Expo will have antique/collectibles, commercial/retail, crafts, film, fine art, fine craft and homegrown products exhibitors, and no food booths. Admission tickets are $4.
Nantucket Christmas Stroll
December 2026 (dates not updated)

Nantucket Christmas Stroll

Downtown, Nantucket, MA

Status: Updated 5/30/2025

This Massachusetts Holiday Celebration will have commercial/retail, corp./information, crafts and fine craft exhibitors, and 10 food booths. There will be 1 stage with Regional talent and the hours will be . This event will also include theatre.
Winter Open Studios
December 2026 (dates not updated)

Winter Open Studios

Mother Brook Arts and Community Center, Dedham, MA

Status: Updated 9/8/2025

This Massachusetts Vendor Event will have crafts, fine art, fine craft and homegrown products exhibitors, and 1 food booth. This event will also include: small works sale, raffle, community art activities, raffle.
Fall River Christmas Arts and Crafts Fair
December 2026 (dates not updated)

Fall River Christmas Arts and Crafts Fair

Durfee High School, Fall River, MA

Status: Updated 11/8/2025

This Massachusetts Holiday Celebration will have crafts, fine art and fine craft exhibitors, and no food booths.
Last Best Craft Fair
December 2026 (dates not updated)

Last Best Craft Fair

Sandwich Middle High School, Sandwich, MA

Status: Updated 3/13/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths.
Celebrate Newton Holiday Craft Fair
December 2026 (dates not updated)

Celebrate Newton Holiday Craft Fair

Newton South High School, Newton, MA

Status: Updated 11/10/2025

This Massachusetts Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. There will be 1 stage with Local talent and the hours will be Sun 10am-3pm. Admission tickets are $7.
Christmas on the Common
December 2026 (dates not updated)

Christmas on the Common

Bridgewater Town Common, Bridgewater, MA

Status: Updated 12/2/2025

This Massachusetts Holiday Celebration will have antique/collectibles, commercial/retail, corp./information, 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 Sun 12pm-4pm. This event will also include: pony rides, santa clause, music, food, farm animals, parade.
Holy Name Holiday Marketplace and Tree Lighting
December 2026 (dates not updated)

Holy Name Holiday Marketplace and Tree Lighting

Holy Name Parish School, West Roxbury, MA

Status: Updated 12/2/2025

This Massachusetts Craft Show will have crafts and fine craft exhibitors, and no food booths.
Mansfield Arts and Crafts Show
December 2026 (dates not updated)

Mansfield Arts and Crafts Show

enVision Hotel (formally Holiday Inn), Mansfield, MA

Status: Updated 2/3/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $2 - $3.
Framingham Rotary Holiday Craft Fair
December 2026 (dates not updated)

Framingham Rotary Holiday Craft Fair

Keefe Regional Technical School, Framingham, MA

Status: Updated 6/2/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $5. This event will also include selfies with santa mid-day.
BCVM Holiday Shopping Expo
December 2026 (dates not updated)

BCVM Holiday Shopping Expo

Braintree Town Hall, Braintree, MA

Status: Updated 11/3/2025

This Massachusetts Craft Show will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and no food booths.
Black Business Holiday Marketplace
December 2026 (dates not updated)

Black Business Holiday Marketplace

One Brattle Square, Cambridge, MA

Status: Updated 11/13/2025

This Massachusetts Festival will have commercial/retail and crafts exhibitors, and no food booths.
Harvard Square Holiday Fair
December 2026 (dates not updated)

Harvard Square Holiday Fair

Harvard Square, Cambridge, MA

Status: Updated 12/1/2025

This Massachusetts Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths.
Holiday Fair
December 2026 (dates not updated)

Holiday Fair

Daniel Fisher Hall, Edgartown, MA

Status: Updated 10/8/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft 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 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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