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  1. Events
  2. Massachusetts

Massachusetts Festivals, Craft Shows, Art Shows, Family & Kids Festivals 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, 382 other events beg the question: tried and true or new? You could start with the biggest: The Big E, Sowa Open Market - May and Lowell Folk 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
A Different Drummer Craft Fair September ~ Brewster

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!

Fruitlands Fourteenth Craft Festival

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.

Boxford Apple Festival

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.

A Different Drummer Craft Fair October ~ Brewster

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.

A Different Drummer Craft Fair at Lemon Tree Village

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.

A Different Drummer Fourth Holiday Craft Fair

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.

Rotary Club of Franklin Tri-County Craft Fair

November 14, 2026

Rotary Club of Franklin Facebook page

(508) 846-2590
Tri-County Regional Technical High School - Franklin, MA

Our 1st annual craft fair is Saturday, November 8th from 9am-3pm at Tri-County High School. Formerly run for 50 successful years by Franklin Newcomers and Friends. Admission is $4. Also collecting items for the Franklin Food Pantry!! Please support our community! Event features items for sale from artisans, a bake table, raffle table (everyone wins!) and 50/50 raffle. Proceeds are donated to local charities as voted on by members of the Rotary Club of Franklin.

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Fairs & Festivals in Massachusetts 2026–2027

Salem Food Truck & Craft Beverage Festival
September 19 - 20, 2026

Salem Food Truck & Craft Beverage Festival

Salem Common, Salem, MA

Status: Updated 8/30/2026

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This Massachusetts Food Festival will have commercial/retail, crafts, flea market and homegrown products exhibitors, and 40+ food booths. This event will also include: enjoy music, lawn games, and shop 'til you drop at our huge artisan market filled with uni.
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Townsend Arts & Crafts Fair
September 19 - 20, 2026

Townsend Arts & Crafts Fair

Townsend Common, Townsend, MA

Status: Updated 9/1/2026

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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.
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Huttleston HarborFest - September
September 2026 (dates not updated)

Huttleston HarborFest - September

Grimshaw Park at Fort Phoenix, Fairhaven, MA

Status: Updated 8/5/2025

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This Massachusetts Marketplace Expo will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 5 food booths.
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Johnny Appleseed Arts and Cutural Festival
September 2026 (dates not updated)

Johnny Appleseed Arts and Cutural Festival

City Hall Plaza - Momument Square Park, Leominster, MA

Status: Updated 8/7/2025

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This Massachusetts Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and tba food booths. There will be Roving Performers with Regional and Local talent and the hours will be Sat 9am-5pm. This event will also include parking lot party for children - evening concert.
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Endless Summer Cruise in
September 2026 (dates not updated)

Endless Summer Cruise in

Parks & Recreation, former VFW, Medway, MA

Status: Updated 8/2/2025

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This Massachusetts Boat Auto Camping Show will have antique/collectibles, commercial/retail, corp./information and crafts exhibitors, and 6 food booths. Admission tickets are $5. This event will also include: antique, muscle and classic car show.
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Autumn Arts & Crafts Festival
September 2026 (dates not updated)

Autumn Arts & Crafts Festival

Lawn of the Lexington Visitors Center, Lexington, MA

Status: Updated 8/7/2025

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This Massachusetts Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths.
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Country Harvest Fair
September 20, 2026

Country Harvest Fair

Holliston Historical Society, Holliston, MA

Status: Updated 5/20/2026

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This Massachusetts Craft Show will have antique/collectibles, crafts and fine art exhibitors, and no food booths. This event will also include: kids' area, asa whiting house open with exhibits, lunch served in barn.
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Boston Local Food Festival
September 20, 2026

Boston Local Food Festival

Rose Kennedy Greenway, Boston, MA

Status: Updated 7/23/2026

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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.
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Wachusett Mountain Kidsfest
September 2026 (dates not updated)

Wachusett Mountain Kidsfest

Wachusett Mountain, Princeton, MA

Status: Updated 8/7/2025

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This Massachusetts Family & Kids Festival will have commercial/retail, corp./information, crafts, fine art and fine craft exhibitors, and tba food booths. There will be 2 stages with Regional and Local talent and the hours will be . Admission tickets are $6 - $20. This event will also include: pony rides, climbing wall, lazer tag, moonbounces.
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Truro's Treasures Arts & Craft Show
September 2026 (dates not updated)

Truro's Treasures Arts & Craft Show

Truro Central School, Truro, MA

Status: Updated 8/7/2025

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This Massachusetts Craft Show will have crafts and fine craft exhibitors, and no food booths.
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Amherst Farmers' Market - September
September 5 - 26, 2026

Amherst Farmers' Market - September

Amherst Common, Amherst, MA

Status: Updated 9/4/2026

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This Massachusetts Farmers Market will have crafts, fine craft and homegrown products exhibitors, and no food booths.
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MVQ Quilt Show
September 25 - 26, 2026

MVQ Quilt Show

Hope Community Church, Newburyport, MA

Status: Updated 9/5/2026

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This Massachusetts Fiber Arts Festival will have commercial/retail and crafts exhibitors, and no food booths. Admission tickets are $10.
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Fall Grotonfest
September 26, 2026

Fall Grotonfest

Legion Field Common, Groton, MA

Status: Updated 8/22/2026

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This Massachusetts Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 15 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-4pm.
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Autumn-Fest
September 26, 2026

Autumn-Fest

Bridgewater State University, Bridgewater, MA

Status: Updated 8/23/2026

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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.
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Blacksmith Art & Music Festival
September 26, 2026

Blacksmith Art & Music Festival

Fitchburg Riverfront Park, Fitchburg, MA

Status: Updated 8/31/2026

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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.
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The Vineyard Artisans Summer Festivals-Sundays
June 14 - September 27, 2026

The Vineyard Artisans Summer Festivals-Sundays

Grange Hall, Vineyard Haven, MA

Status: Updated 6/10/2026

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This Massachusetts Art Show will have fine art and fine craft exhibitors, and 70 food booths.
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Wellfleet Flea Market - September
September 2 - 27, 2026

Wellfleet Flea Market - September

Wellfleet Drive-In, Wellfleet, MA

Status: Updated 8/13/2026

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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.
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Sowa Open Market - September
September 6 - 27, 2026

Sowa Open Market - September

SOWA, Boston, MA

Status: Updated 3/2/2026

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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 .
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The North Quabbin Garlic and Arts Festival
September 26 - 27, 2026

The North Quabbin Garlic and Arts Festival

Forsters Farm, Orange, MA

Status: Updated 7/27/2026

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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.
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Country Fair
September 26 - 27, 2026

Country Fair

Hancock Shaker Village, Pittsfield, MA

Status: Updated 8/30/2026

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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.
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Arts in Common
September 2026 (dates not updated)

Arts in Common

Bay State Commons, Westborough, MA

Status: Updated 6/17/2025

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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.
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Neponset Valley Humane Society Craft Fair
September 27, 2026

Neponset Valley Humane Society Craft Fair

Knights of Columbus, Norwood, MA

Status: Updated 8/21/2026

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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.
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Endless Summer Waterfront Festival
September 27, 2026

Endless Summer Waterfront Festival

Nantasket Beach Reservation, Hull, MA

Status: Updated 8/18/2026

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This Massachusetts Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 20 food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Sun 12pm-5pm.
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Eustis Estate Arts Market
September 27, 2026

Eustis Estate Arts Market

Eustis Estate, Milton, MA

Status: Updated 1/13/2026

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This Massachusetts Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths.
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Cities / Towns
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