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Massachusetts Fairs & Festivals in September 2026

40 upcoming events. Everything on the calendar for September 2026.

Showing 30 of 40 events

Photo of Bridgewater Farmers Market and Craft Fair 2026 event
This weekend

Bridgewater Farmers Market and Craft Fair 2026

Next: Sat, Aug 22, 2026
Town River Landing (The Launch), Bridgewater, MA
Small Outdoor
Farmers MarketCraft Fair
Music Festival illustration
AUG
23
This weekend

Tanglewood 2026 Season

Next: Sun, Aug 23, 2026
Tanglewood, Lenox, MA
Major Mixed
Music FestivalFestival
Photo of North Adams Farmers Market — Summer 2026 event
In 6 days

North Adams Farmers Market — Summer 2026

Next: Tue, Aug 25, 2026
Hotel Downstreet, North Adams, MA
Farmers Market
Fair illustration
AUG
29
In 10 days

Three County Fair 2026

Sat, Aug 29, 2026
Three County Fair, Northampton, MA
Medium
Fair
Photo of Blandford Fair 2026 event
In 16 days

Blandford Fair 2026

Fri, Sep 4, 2026 - Mon, Sep 7, 2026
Blandford Fair, Blandford, MA
Small
Fair
Photo of Spencer Fair 2026 event
In 16 days

Spencer Fair 2026

Fri, Sep 4, 2026 - Mon, Sep 7, 2026
Spencer Fair, Spencer, MA
Medium
Fair
Photo of Sip, Sail, Celebrate — Truro Vineyard Tasting on Schooner Hindu (September 3) 2026 event
In 16 days

Sip, Sail, Celebrate — Truro Vineyard Tasting on Schooner Hindu (September 3) 2026

Fri, Sep 4, 2026
MacMillan Pier, Provincetown, MA
Event illustration
SEP
4
In 16 days

Kill Tide Arts & Craft Festival 2026

Fri, Sep 4, 2026
Drummer Boy Park, Brewster, MA
Festival illustration
SEP
4
Expected in 16 days

Feast of the Three Saints 2026

Fri, Sep 4, 2026 - Mon, Sep 7, 2026
Holy Rosary Church (Lawrence), Lawrence, MA
Large Outdoor
FestivalCulturalReligious
Craft Fair illustration
SEP
4
In 16 days

Vineyard Artisans Labor Day Festival 2026

Fri, Sep 4, 2026 - Sun, Sep 6, 2026
Martha's Vineyard Agricultural Hall, West Tisbury, MA
Free
Indoor
Craft FairArt FairFestival
Photo of King Richard's Faire 2026 event
In 17 days

King Richard's Faire 2026

Next: Sat, Sep 5, 2026
King Richard's Faire, Carver, MA
Large Outdoor
FestivalRenaissance FairCraft Fair
Photo of Annual Labor Day Weekend Festival of the Arts — Brewster 2026 event
In 17 days

Annual Labor Day Weekend Festival of the Arts — Brewster 2026

Sat, Sep 5, 2026 - Mon, Sep 7, 2026
Drummer Boy Park, Brewster, MA
Photo of Rotary Club of Falmouth Craft Fair 2026 event
In 17 days

Rotary Club of Falmouth Craft Fair 2026

Sat, Sep 5, 2026 - Sun, Sep 6, 2026
Marine Park, Falmouth, MA
Outdoor
Craft FairFestival
Agricultural Fair illustration
SEP
5
In 17 days

East Middleboro 4-H Fair 2026

Sat, Sep 5, 2026 - Sun, Sep 6, 2026
East Middleboro 4-H Clubhouse, Middleborough, MA
Free
Agricultural FairFair
Festival illustration
SEP
7
In 19 days

Bread and Roses Heritage Festival 2026

Mon, Sep 7, 2026
Lawrence Common, Lawrence, MA
Large Outdoor
FestivalCulturalCommunity Event
Photo of Brimfield Antique Flea Market — September 2026 (Sep 8-13) event
In 20 days

Brimfield Antique Flea Market — September 2026 (Sep 8-13)

Tue, Sep 8, 2026 - Sun, Sep 13, 2026
Brimfield Shows (Route 20), Brimfield, MA
Major Outdoor~50,000
Antique ShowFlea Market
Event illustration
SEP
10
In 22 days

Labor Day Weekend Craft Festival 2026

Thu, Sep 10, 2026
Simpkins Field, South Yarmouth, MA
Photo of Franklin County Fair 2026 event
In 22 days

Franklin County Fair 2026

Thu, Sep 10, 2026 - Mon, Sep 14, 2026
Franklin County Fairgrounds, Greenfield, MA
Large
Fair
Fair illustration
SEP
11
In 23 days

Sterling Fair 2026 — Sep 11–13 in Sterling, MA

Fri, Sep 11, 2026 - Sun, Sep 13, 2026
Sterling Fair, Sterling, MA
Small
Fair
Art Show illustration
SEP
11
In 23 days

Salem Art Fair and Festival 2026

Fri, Sep 11, 2026 - Sun, Sep 13, 2026
Downtown Salem, Salem, MA
Mixed
Art ShowFestival
Photo of Dartmouth Grange Fair 2026 event
In 23 days

Dartmouth Grange Fair 2026

Fri, Sep 11, 2026 - Sat, Sep 12, 2026
Dartmouth Grange #162, Dartmouth, MA
Free
Agricultural FairFair
Photo of Pride Worcester Festival 2026 event
In 24 days

Pride Worcester Festival 2026

Sat, Sep 12, 2026
Downtown Worcester (City Common), Worcester, MA
Large Outdoor~30,000
FestivalCommunity Event
Agricultural Fair illustration
SEP
12
In 24 days

Williamsburg Grange Fair 2026

Sat, Sep 12, 2026
Williamsburg Grange #225, Williamsburg, MA
Free
Agricultural FairFair
Agricultural Fair illustration
SEP
12
In 24 days

Sheffield Fair 2026

Sat, Sep 12, 2026
Sheffield Town Park, Sheffield, MA
Free
Agricultural FairFair
Photo of Cambridge Carnival 2026 event
In 25 days

Cambridge Carnival 2026

Sun, Sep 13, 2026
University Park, Cambridge, MA
Large Outdoor~100,000
Community EventFestivalParade
Photo of New England Made Giftware & Specialty Food Show - Autumn event
Trade only — not open to the public
In 27 days

New England Made Giftware & Specialty Food Show - Autumn

Tue, Sep 15, 2026 - Wed, Sep 16, 2026
Boxboro Regency Hotel & Conference Center, Boxborough, MA
Trade Show

Vendors (61)

+53
Event illustration
SEP
17
In 29 days

Chatham Fall Craft Festival 2026

Thu, Sep 17, 2026
Chatham Community Center, Chatham, MA
Photo of Townsend Arts & Crafts Fair 2026 event

Townsend Arts & Crafts Fair 2026

Sat, Sep 19, 2026 - Sun, Sep 20, 2026
Townsend Town Common, Townsend, MA
Craft Fair
Photo of Fruitlands Craft Festival 2026 event

Fruitlands Craft Festival 2026

Sat, Sep 19, 2026 - Sun, Sep 20, 2026
Fruitlands Museum, Harvard, MA
Craft Fair
Photo of The Big E 2026 (Eastern States Exposition) event

The Big E 2026 (Eastern States Exposition)

Sun, Oct 4, 2026
Eastern States Exposition, West Springfield, MA
Major
Fair

Vendors (66)

+58

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