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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

Haunted Biz Baz
October 2026 (dates not updated)

Haunted Biz Baz

Essex Street Pedestrian Mall, Salem, MA

Status: Updated 9/23/2025

This Massachusetts Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 6 food booths.
Worcester Armenian Festival
October 2026 (dates not updated)

Worcester Armenian Festival

Armenian Church of Our Saviour, Worcester, MA

Status: Updated 8/7/2025

This Massachusetts Ethnic Festival will have no exhibit booths and no food booths. There will be 1 stage with International talent and the hours will be Sat 11am-5pm; Sun 11am-3pm. This event will also include: presentations, a church tour, musical and video productions, delicious food.
Vintage Bazaar - Fall Edition
October 2026 (dates not updated)

Vintage Bazaar - Fall Edition

Crescent Farm, Haverhill, MA

Status: Updated 9/6/2025

This Massachusetts Vintage will have antique/collectibles, crafts, fine art and fine craft exhibitors, and 12 food booths. There will be 1 stage with Regional talent and the hours will be Sat 10am-4pm; Sun 10am-3pm. Admission tickets are $10 - $20.
Festival of the Hills
October 2026 (dates not updated)

Festival of the Hills

Town Park, Conway, MA

Status: Updated 9/25/2025

This Massachusetts Festival will have crafts and fine craft exhibitors, and 10 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sun 10am-4pm.
NRT's Harvest & Craft Fair
October 2026 (dates not updated)

NRT's Harvest & Craft Fair

NRT's Sheep Pasture, North Easton, MA

Status: Updated 9/10/2025

This Massachusetts Festival will have crafts, fine art and fine craft exhibitors, and 6 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sun 10am-2pm. Admission tickets are $5. This event will also include: family photo booth, animals, food trucks, non-profits, kids' games/activities.
Brookfield Apple Country Fair
October 2026 (dates not updated)

Brookfield Apple Country Fair

Town Common, Brookfield, MA

Status: Updated 8/8/2025

This Massachusetts Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 6 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: apple pie baking contest, 50/50 raffle, lawn games.
Fine Arts & Craft Show- October
October 2026 (dates not updated)

Fine Arts & Craft Show- October

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.
Fourteenth Worcester Food Truck & Craft Beer Festival
October 2026 (dates not updated)

Fourteenth Worcester Food Truck & Craft Beer Festival

Worcester Common, Worcester, MA

Status: Updated 3/25/2025

This Massachusetts Food Festival will have crafts and flea market exhibitors, and 20 food booths. Admission tickets are $5 - $65. This event will also include: lawn games, music, shopping, and endless fun for everyone in the family.
Honk! Festival
October 2026 (dates not updated)

Honk! Festival

Various Locations, Somerville, MA

Status: Updated 9/29/2025

This Massachusetts Music Festival will have crafts, fine craft and homegrown products exhibitors, and no food booths. There will be 6 stages with International, National, Regional and Local talent and the hours will be . This event will also include: parade, special events.
Newburyport Fall Fest
October 2026 (dates not updated)

Newburyport Fall Fest

Downtown, Newburyport, MA

Status: Updated 9/20/2025

This Massachusetts Festival will have crafts, fine art and fine craft exhibitors, and local food booths. There will be 1 stage with Regional and Local talent and the hours will be .
The Vineyard Artisans Fall Festival
October 2026 (dates not updated)

The Vineyard Artisans Fall Festival

Union Chapel, Oak Bluffs, MA

Status: Updated 10/8/2025

This Massachusetts Art Show will have fine art and fine craft exhibitors, and tba food booths.
Massasoit Art Guild Art Show
October 2026 (dates not updated)

Massasoit Art Guild Art Show

SPENCER TOWN HALL, Spencer, MA

Status: Updated 7/15/2025

This Massachusetts Art Competition will have fine art exhibitors and no food booths. There will be 1 stage with Local talent and the hours will be Sat-Sun 10am-4pm.
Chowder Fest
October 2026 (dates not updated)

Chowder Fest

Waterfront Park, Newburyport, MA

Status: Updated 9/7/2025

This Massachusetts Food Festival will have commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 2 food booths. There will be 1 stage with Local talent and the hours will be Sun 10am-5pm. Admission tickets are $1 - $35.
Topsfield Fair
October 2026 (dates not updated)

Topsfield Fair

Topsfield Fairgrounds, Topsfield, MA

Status: Updated 2/21/2025

This Massachusetts State Fair will have corp./information, crafts, fine art and fine craft exhibitors, and 54 food booths. There will be 7 stages with National, Regional and Local talent and the hours will be . Admission tickets are $12. This event will also include: agricultural exhibits, n.e. giant pumpkin weigh-off, parades.
Granville Harvest Fair
October 2026 (dates not updated)

Granville Harvest Fair

Town Green, School, Meeting House, Granville, MA

Status: Updated 10/9/2025

This Massachusetts Craft Show will have antique/collectibles, crafts, fine craft and flea market exhibitors, and local food booths. There will be Roving Performers with Regional and Local talent and the hours will be Mon, Sat 10am-5pm; Sun 12pm-5pm. This event will also include local artists' studios open to the public.
Fall Paradise City Northampton
October 2026 (dates not updated)

Fall 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 National, Regional and Local talent and the hours will be Sat 11am-9pm; Sun 10am-5pm; Mon 10am-4pm. Admission tickets are $16 - $26. This event will also include: benefit silent art auction, special exhibits, sculpture promenade.
Yarmouth Seaside Festival
October 2026 (dates not updated)

Yarmouth Seaside Festival

Joshua Sears Field, South Yarmouth, MA

Status: Updated 5/19/2025

This Massachusetts Festival will have crafts, fine art and fine craft exhibitors, and 12 food booths. There will be 1 stage with Local talent and the hours will be . This event will also include: live music, kids rides & games, fireworks, road race, beach bonfire, nature shows.
Craft For Christ Craft Fair
October 2026 (dates not updated)

Craft For Christ Craft Fair

Second Baptist Church, South Hadley, MA

Status: Updated 9/4/2025

This Massachusetts Craft Show will have crafts exhibitors and 1 food booth.
Medford Craft Fair
October 2026 (dates not updated)

Medford Craft Fair

American Legion, Medford, MA

Status: Updated 9/25/2025

This Massachusetts Craft Show will have antique/collectibles, crafts, fine craft and homegrown products exhibitors, and 1 food booth.
October 17, 2026

All Saints Church Fifteenth Autumn Craft Fair

All Saints Church, Whitman, MA

Status: Updated 11/11/2025

This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths.
West Springfield Gem and Jewelry Wholesale Trade Show
October 2026 (dates not updated)

West Springfield Gem and Jewelry Wholesale Trade Show

Eastern States Exposition, West Springfield, MA

Status: Updated 3/18/2025

This Massachusetts Trade Show will have commercial/retail, crafts, fine art and fine craft exhibitors, and no food booths.
Medfield TV's Scarecrow Spooktacular
October 2026 (dates not updated)

Medfield TV's Scarecrow Spooktacular

Baxter Park, Medfield, MA

Status: Updated 10/9/2025

This Massachusetts Festival will have commercial/retail, corp./information and crafts exhibitors, and no food booths. There will be Roving Performers with talent and the hours will be Sat 11am-3pm.
Craft Affair at Norwood
October 2026 (dates not updated)

Craft Affair at Norwood

Norwood High School, Norwood, MA

Status: Updated 2/16/2025

This Massachusetts Craft Show will have crafts exhibitors and no food booths. Admission tickets are $3 - $5.
Harvest Hoopla
October 2026 (dates not updated)

Harvest Hoopla

Powers Farm, Randolph, MA

Status: Updated 10/10/2025

This Massachusetts Festival will have antique/collectibles, commercial/retail, corp./information, 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 12pm-4pm.
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