September 2026 Fairs & Festivals in Massachusetts
47 events happening across Massachusetts in September 2026.
4.7(3)Chilmark Community Church Wednesday Flea Market
You will find a wide variety of items ranging from vintage goods to antique treasures to handmade clothing, and much more.
4.8(10)Brewster Labor Day weekend Festival of the Arts
It will host a group of artists and craftspeople selling their handmade works in various categories including photography, leather,pottery,nautical, watercolors, oils, glass, jewelery and fabrics.
4.2(577)Three County Fair
This fair will feature livestock and agricultural contests and exhibits, top musical entertainment, demolition derbies, midway entertainment with rides, games for all ages, food vendors, and more.
4.8(229)West Tisbury Vineyard Labor Day Artisans Festival
It will host an array of IslandÆs top artists showcasing their creations in many categories, including unique furniture, clothing, ceramics, jewelry, and fine art.

Bridgewater End of Summer Farmers Market and Craft Fair
It will host an array of local vendors including farmers, artisan and food vendors.

Chilmark End of Summer Flea Market
You will find a wide variety of items ranging from vintage goods to antique treasures to handmade clothing, and much more.
4(2)Falmouth Harbor Craft Fair
You will find a wide variety of items including fine art, pet products, jewelry, crafts, clothing, fabric/fiber arts, digital art, pottery, woodworking, cards, sculptures, canvas arts, food, and more.
4.5(2802)Lee Art in the Park
There will be a group og artists showcasing and selling their original works in various media.
3.6(524)New England Labor Day Weekend Renaissance Festival
This festival will feature great entertainment, rides, challenging games, and fun for all ages.

Rutland End of Summer Makers Market
Local creators and small business owners will sell a wide range of handmade goods and artisan products.

Sandwich End of Summer Fine Arts and Crafts Show
It will feature a great selection of talented artisans who will be showcasing and selling their original works in various categories, including fine art, jewelry, pottery, glass work, photographs, hand-crafted clothes, personal care, home accessories, wood, and much more.

Williamstown End of Summer Farmers Market
It will host a diverse group of agricultural food producers, farmers, prepared food vendors, artisan craft vendors, and nonprofits.

Yarmouth Labor Day Weekend Craft Festival
This outdoor festival will feature over 75 juried artisans and specialty food makers.
4.6(40)Brimfield Fall Flea Market
There will be an array of vendors and dealers offering the freshest deals, merchandises and antiques.
4.5(674)Brimfield Antique Market
It will host an array of antiques and collectibles dealers offering a wide variety of antiques, vintage treasures, and handmade goods.
4.6(323)Franklin County Fair
An agricultural fair in Greenfield.
4.4(54)Chatham Fall Craft Festival
A craft fair in Chatham.

Chilmark Community Church Saturday Flea Market
A craft fair in Chilmark.

Dracut Old Home Day
A craft fair in Dracut.

Easthampton Fairy and Arts Festival
A craft fair in Easthampton.
4.7(18)Fitchburg Fall into Fall Market
There will be over 50 local vendors and crafters offering handmade goods, autumn-inspired items, and unique finds.
5(1)Lenox Fall Art Walk
It will host more than 50 juried artists showcasing and selling their handmade goods in various media, including painting, photography, sculpture, jewelry, fiber, wood, metal, glass and mixed media.

Lincoln Fine Arts and Crafts Festival
There will be nearly 100 artisans showcasing their original works in various media, including pottery, photography, jewelry, painting, glass, fiber art, metalworking, woodworking, clothing, food items and much more.
4.3(360)Marlborough Fall Gun Show
It brings together local and regional vendors, national suppliers and manufacturers.
4.8(30)Milford Cans and Craft Vendor Fair
There will be a group of artisans and vendors, music, food trucks, raffles and silent auction, and more.
RecurringNew England Renaissance Festival
This festival will feature great entertainment, rides, challenging games, and fun for all ages.
4.7(34)The Sunflower Festival
This festival will feature nearly 50 local artisans, great food, delicious pastries, cash bar, giveaways and more.
3.2(18)Wakefield Fall Bridal Affair
Meet some of New England’s most exclusive wedding vendors, explore stunning displays, and discover the latest trends in the bridal industry.

Brewster End of Summer Craft Fair
There will be a diverse group of craftspeople and artists selling their unique wares including artwork, books, candles, clothing, fibre art, glass, jewelry, leather, metalwork, mixed media, photography, pottery, soaps, toys, woodwork, and much more.
4.6(622)Fruitlands Craft Festival
It will host nearly 50 juried craft artisans showcasing their original works in various mediums including clay, basketry, glass, paper, metal, mixed media, leather, jewelry, fiber, wearables, wood, botanicals, photography, and painting.
4.7(193)Harwich Cranberry Arts and CranJam Music Festival
It will host more than 150 juried crafters selling their handmade craft items.
3.6(524)King Richards Faire
This festival will feature great entertainment, rides, challenging games, and fun for all ages.
5(5)Salem Food Truck and Craft Beverage Festival
There will be some of your area’s most popular food trucks serving delicious food options such as Italian street food, seafood, sweet and savory crepes, Hawaiian poke bowls, Asian comfort food, crispy chicken sandwiches, arepas, bubble tea, ice cream sandwiches, whoopie pies and more.

Sandwich Fall Fine Arts and Crafts Show
A craft fair in Sandwich.
4.4(30)The 50th annual Old Deerfield Fall Arts and Crafts Festival
A craft fair in Deerfield.
4.5(104)Townsend Fall Arts and Crafts Fair
An agricultural fair in Townsend.

Williamstown Fall Farmers Market
A craft fair in Williamstown.
5(1)Holliston Harvest Fair
An agricultural fair in Holliston.

Vineyard Sunday Artisans Festival
A craft fair in West Tisbury.
5(5)South Coast Harvest Festival
Explore spectacular professional garden displays by local landscapers and designers.

Bridgewater Fall Farmers Market and Craft Fair
It will host an array of local vendors including farmers, artisan and food vendors.
4.8(54)Lexington Outdoor Artisan Market
It will host an array of artists and artisans selling their unique, original artwork in various media.

New England Fall Renaissance Festival
This festival will feature great entertainment, rides, challenging games, and fun for all ages.

Williamstown Fall Outdoor Farmers Market
It will host a diverse group of agricultural food producers, farmers, prepared food vendors, artisan craft vendors, and nonprofits.
4(36)Massachusetts Wedding Showcase
Meet your areaÆs most trusted wedding professionals who will be offering their top-notch services and products for your special day.
5(15)Milton Arts and Crafts Market
It will host more than 150 talented artists showcasing their wares, including unique jewelry, paintings, printmaking, woodwork, pottery, clothing, metalwork, and more.

Vineyard Fall Sunday Artisans Festival
This juried art show will host a group of Island artisans selling their creations in various categories such as jewelry, botanicals, basketry, ceramics, clothing and wearables, digital art, drawing, fiber arts, furniture, glass, home furnishings, leather arts, 2D/3D mixed media, painting, photography, printmaking, sculpture, wood crafts, handmade books and much more.
