Massachusetts Fairs & Festivals in October 2026

32 upcoming events. Everything on the calendar for October 2026.

Showing 30 of 32 events

Photo of King Richard's Faire 2026 event

King Richard's Faire 2026

King Richard's Faire, Carver, MA

FestivalRenaissance FairCraft Fair

Photo of The Big E 2026 (Eastern States Exposition) event

The Big E 2026 (Eastern States Exposition)

Eastern States Exposition, West Springfield, MA

Major~1,500,000

Vendors (66)

Photo of Salem Haunted Happenings 2026 event

Salem Haunted Happenings 2026

Now through Sat, Oct 31, 2026

Salem Common, Salem, MA

Photo of Topsfield Fair 2026 event

Topsfield Fair 2026

Now through Mon, Oct 12, 2026

Topsfield Fairgrounds, Topsfield, MA

Vendors (1)

Photo of A Different Drummer Craft Fair - October 2026 event

A Different Drummer Craft Fair - October 2026

Drummer Boy Park, Brewster, MA

Craft FairArt Fair

Comic Con illustration

Harry's Comic & Toy Show — Franklin (October 2026)

Franklin Elks Lodge, Franklin, MA

Comic ConFlea MarketTrade Show

Photo of Peabody International Festival 2026 event

Peabody International Festival 2026

Downtown Peabody (Main Street), Peabody, MA

Cultural FestivalFestivalFood Festival

Photo of Maynard Porchfest 2026 event

Maynard Porchfest 2026

Maynard Neighborhood Porches, Maynard, MA

Music FestivalCommunity EventFestival

Photo of NRT's Harvest & Craft Fair 2026 event

NRT's Harvest & Craft Fair 2026

NRT's Sheep Pasture, North Easton, MA

Craft FairHarvest FestivalFestival

Photo of North Adams Farmers Market — Summer 2026 event

North Adams Farmers Market — Summer 2026

Next: Tue, Oct 6, 2026

Hotel Downstreet, North Adams, MA

Photo of Paradise City Arts Festival — Fall 2026 event

Paradise City Arts Festival — Fall 2026

Fri, Oct 9, 2026 - Sun, Oct 11, 2026

Three County Fair, Northampton, MA

Craft FairFestival

Music Festival illustration

HONK! Festival 2026

Fri, Oct 9, 2026 - Sun, Oct 11, 2026

Davis Square, Somerville, MA

Music FestivalParadeCommunity Event

Photo of Bridgewater Farmers Market and Craft Fair 2026 event

Bridgewater Farmers Market and Craft Fair 2026

Next: Sat, Oct 10, 2026

Town River Landing (The Launch), Bridgewater, MA

Farmers MarketCraft Fair

Festival illustration

Apple Country Fair

Sat, Oct 10, 2026

Brookfield Town Common, Brookfield, MA

FestivalHarvest FestivalCraft Fair

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

Craft FairArt Fair

Photo of North Shore Horror + Anime Fest 2026 event

North Shore Horror + Anime Fest 2026

Sat, Oct 10, 2026 - Sun, Oct 11, 2026

Danvers Indoor Sports, Danvers, MA

Comic ConConvention

Festival illustration

Berkshire Botanical Garden Harvest Festival 2026

Sat, Oct 10, 2026 - Sun, Oct 11, 2026

Berkshire Botanical Garden, Stockbridge, MA

FestivalHarvest FestivalCraft Fair

Craft Fair illustration

Vineyard Artisans Fall Festival 2026

Sat, Oct 10, 2026 - Sun, Oct 11, 2026

Grange Hall, West Tisbury, MA

Craft FairArt FairFestival

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

FestivalCraft FairCommunity Event

Music Festival illustration

Woburn Porchfest 2026

Sat, Oct 10, 2026

Woburn Neighborhood Porches, Woburn, MA

Music FestivalCommunity EventFestival

Photo of Granville Harvest Fair 2026 event

Expected in 6 days

Granville Harvest Fair 2026

Sat, Oct 10, 2026 - Mon, Oct 12, 2026

Granville Center, Granville, MA

Craft FairHarvest FestivalFestival

Photo of South Shore Farmer Brew Fest 7 event

South Shore Farmer Brew Fest 7

Sun, Oct 11, 2026

Town River Landing (The Launch), Bridgewater, MA

FestivalBeer Festival

Community Event illustration

Head of the Charles Regatta 2026

Fri, Oct 16, 2026 - Sun, Oct 18, 2026

Charles River (Regatta Course), Boston, MA

Major Outdoor~325,000

Community EventTrade Show

Photo of Soule Homestead Harvest Fair 2026 event

Soule Homestead Harvest Fair 2026

Sat, Oct 17, 2026

Soule Homestead Education Center, Middleborough, MA

Harvest FestivalFestivalCraft Fair

Vendors (26)

Photo of Rehoboth Crafters' Marketplace 2026 event

Rehoboth Crafters' Marketplace 2026

Sat, Oct 17, 2026

Carpenter Museum, Rehoboth, MA

Craft FairMakers Market

Festival illustration

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

Photo of Boston Irish Beerfest event

Expected in 13 days

Boston Irish Beerfest

Sat, Oct 17, 2026

Irish Cultural Centre Greater Boston, Canton, MA

FestivalBeer Festival

Photo of Wachusett Mountain Applefest 2026 event

Wachusett Mountain Applefest 2026

Next: Sat, Oct 17, 2026

Wachusett Mountain Ski Area, Princeton, MA

FestivalHarvest FestivalCraft Fair

Festival illustration

Newton Harvest Fair 2026

Sat, Oct 17, 2026 - Sun, Oct 18, 2026

Newton Centre Green, Newton, MA

FestivalCraft FairCommunity Event

Photo of A Different Drummer Mini Fair Holiday Preview - Lemon Tree Village 2026 event

A Different Drummer Mini Fair Holiday Preview - Lemon Tree Village 2026

Sat, Oct 24, 2026 - Sun, Oct 25, 2026

Lemon Tree Village Shops, Brewster, MA

Craft FairHoliday MarketMakers Market

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