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Fairs & Festivals in Cape Cod & the Islands, Massachusetts

21 upcoming events. Barnstable County plus Martha's Vineyard and Nantucket.

Showing 21 of 21 events

Festival illustration
AUG
19
Happening now

Provincetown Carnival 2026

Now through Sat, Aug 22, 2026
Provincetown Town Center, Provincetown, MA
Large Outdoor
FestivalParade
Photo of Cape Cod Chamber Music Festival 2026 event
Tomorrow

Cape Cod Chamber Music Festival 2026

Next: Thu, Aug 20, 2026
Wellfleet Preservation Hall, Wellfleet, MA
$20 - $55
Festival
Event illustration
AUG
28
In 9 days

Nauset Summer Craft Festival 2026

Fri, Aug 28, 2026
Nauset Regional Middle School, Orleans, MA
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
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 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
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
Event illustration
SEP
10
In 22 days

Labor Day Weekend Craft Festival 2026

Thu, Sep 10, 2026
Simpkins Field, South Yarmouth, MA
Event illustration
SEP
17
In 29 days

Chatham Fall Craft Festival 2026

Thu, Sep 17, 2026
Chatham Community Center, Chatham, MA
Festival illustration
SEP
19

Cape Cod Brew Fest

Sat, Sep 19, 2026
Cape Cod Fairgrounds, Falmouth, MA
Outdoor
FestivalBeer Festival
Event illustration
SEP
20

Harwich Cranberry Arts & Music Festival 2026

Sun, Sep 20, 2026
Harwich Community Center, Harwich, MA
Festival illustration
OCT
3

SandwichFest 2026

Sat, Oct 3, 2026
Downtown Sandwich (Water Street), Sandwich, MA
Free
Outdoor
FestivalCraft FairCommunity Event
Photo of By The Bay Columbus Day Weekend Art and Craft Show 2026 event

By The Bay Columbus Day Weekend Art and Craft Show 2026

Sat, Oct 10, 2026
Drummer Boy Park, Brewster, MA
Outdoor
Craft FairArt Fair
Photo of Yarmouth Seaside Festival 2026 event

Yarmouth Seaside Festival 2026

Sat, Oct 10, 2026 - Mon, Oct 12, 2026
Joshua Sears Memorial Field, South Yarmouth, MA
Outdoor
FestivalCraft FairCommunity Event
Craft Fair illustration
OCT
10
Tentative

Vineyard Artisans Fall Festival 2026

Sat, Oct 10, 2026 - Sun, Oct 11, 2026
Grange Hall, West Tisbury, MA
Free
Indoor
Craft FairArt FairFestival
Festival illustration
OCT
17

Wellfleet OysterFest 2026

Sat, Oct 17, 2026 - Sun, Oct 18, 2026
Town of Wellfleet (Main Street), Wellfleet, MA
Large Outdoor~20,000
FestivalFood FestivalCommunity Event
Craft Fair illustration
NOV
21

American Made Professional Arts & Crafts Fair 2026

Sat, Nov 21, 2026 - Sun, Nov 22, 2026
Upper Cape Cod Regional Technical School, Bourne, MA
Indoor
Craft FairArt ShowHoliday Market
Festival illustration
DEC
4

Nantucket Christmas Stroll 2026

Fri, Dec 4, 2026 - Sun, Dec 6, 2026
Downtown Nantucket (Main Street), Nantucket, MA
Free
Mixed
FestivalHoliday MarketCommunity Event
Photo of Barnstable County Fair 2027 event
Tentative

Barnstable County Fair 2027

Mon, Jul 19, 2027 - Sat, Jul 24, 2027
Cape Cod Fairgrounds, Falmouth, MA
Fair
Photo of Martha's Vineyard Fair 2027 event
Tentative

Martha's Vineyard Fair 2027

Thu, Aug 12, 2027 - Sun, Aug 15, 2027
Martha's Vineyard Agricultural Hall, West Tisbury, MA
Fair

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