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Festival Events and Things to do in Winchester, MA

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Food Truck Concert Nights Diamond Hill Park
Thursday at 5:00 PM + 5 more
Cumberland · Diamond Hill State Park
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Food Truck Concert Nights Diamond Hill Park
Thursday at 5:00 PM + 5 more
Cumberland · Diamond Hill State Park
The Lemonade Stand | FREE Music and Art Festival
Sat, May 16, 3:00 PM + 3 more
Providence · 195 District Park
The Lemonade Stand | FREE Music and Art Festival
Sat, May 16, 3:00 PM + 3 more
Providence · 195 District Park
It's A Date at Castle Island Brewing
Fri, May 29, 8:00 PM
Boston · Castle Island Brewing - South Boston
It's A Date at Castle Island Brewing
Fri, May 29, 8:00 PM
Boston · Castle Island Brewing - South Boston
Pride in Boston's Festival/Block Party Exhibitor Registration 2026
Sat, Jun 6, 12:00 PM
Boston · Boston Common
Pride in Boston's Festival/Block Party Exhibitor Registration 2026
Sat, Jun 6, 12:00 PM
Boston · Boston Common
Boston Wine School Wine Festival @ Stone Zoo in Stoneham
Sat, Jul 11, 4:00 PM
Stoneham · Stone Zoo
Boston Wine School Wine Festival @ Stone Zoo in Stoneham
Sat, Jul 11, 4:00 PM
Stoneham · Stone Zoo
Cabo Verdean Fashion Week
Thu, Jun 4, 7:00 PM
Brockton · 340 Warren Ave
Cabo Verdean Fashion Week
Thu, Jun 4, 7:00 PM
Brockton · 340 Warren Ave
MMTrant Foundation's 6th Annual Cornhole Tournament & Social
Thu, Jun 18, 5:00 PM
Lynnfield · MarketStreet Lynnfield
MMTrant Foundation's 6th Annual Cornhole Tournament & Social
Thu, Jun 18, 5:00 PM
Lynnfield · MarketStreet Lynnfield
High Tide Comedy Festival Brunch Show feat. Patricia Park Book Signing!
Sat, Jun 6, 10:30 AM
Pawtucket · Book Around
High Tide Comedy Festival Brunch Show feat. Patricia Park Book Signing!
Sat, Jun 6, 10:30 AM
Pawtucket · Book Around
Inaugural Framingham Food Truck & Craft Beverage Festival at Eastleigh Farm
Sat, Aug 29, 12:00 PM
Framingham · Eastleigh Farm
Inaugural Framingham Food Truck & Craft Beverage Festival at Eastleigh Farm
Sat, Aug 29, 12:00 PM
Framingham · Eastleigh Farm
Mayflower Brewery Spring Fling Vendor Market
Saturday at 12:00 PM
Plymouth · 12 Resnik Rd
Mayflower Brewery Spring Fling Vendor Market
Saturday at 12:00 PM
Plymouth · 12 Resnik Rd
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The World Digital Fest Summit at MIT Museum
Fri, Jan 29, 5:30 PM
Cambridge · MIT Museum
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The World Digital Fest Summit at MIT Museum
Fri, Jan 29, 5:30 PM
Cambridge · MIT Museum
Massachusetts Cheese Festival 2026
Sat, Jun 20, 10:00 AM
Barre · Stone Cow Brewery
Massachusetts Cheese Festival 2026
Sat, Jun 20, 10:00 AM
Barre · Stone Cow Brewery
ARMYRANG Foxborough Vendor Market
Thu, Aug 6, 12:00 PM
Norwood · Pokemoto
ARMYRANG Foxborough Vendor Market
Thu, Aug 6, 12:00 PM
Norwood · Pokemoto
2026 Oysterfest In The Port | Newburyport’s Premier Oyster Festival
Sat, Sep 26, 1:00 PM
Newburyport · The Tannery Marketplace, Behind Building #5
2026 Oysterfest In The Port | Newburyport’s Premier Oyster Festival
Sat, Sep 26, 1:00 PM
Newburyport · The Tannery Marketplace, Behind Building #5
Botanical Artisan Fair
Sat, Sep 19, 10:00 AM
Lee · Bedrock Gardens
Botanical Artisan Fair
Sat, Sep 19, 10:00 AM
Lee · Bedrock Gardens
Just added
Thrifty Goose Street Fair
Sat, May 23, 9:00 AM
Providence · 50 Orchard Ave
Just added
Thrifty Goose Street Fair
Sat, May 23, 9:00 AM
Providence · 50 Orchard Ave
Sales end soon
Lag Ba'omer Celebration
Tomorrow at 5:00 PM
Boston · 29 Chestnut Hill Ave
Sales end soon
Lag Ba'omer Celebration
Tomorrow at 5:00 PM
Boston · 29 Chestnut Hill Ave
Watertown Porchfest
Sat, May 16, 12:00 PM
Watertown · Brahma Kumaris Learning Center for Peace
Watertown Porchfest
Sat, May 16, 12:00 PM
Watertown · Brahma Kumaris Learning Center for Peace
2nd Annual Pints on Pleasant: Malden Chamber Community Beer Garden
Sat, May 16, 12:00 PM
Malden · Malden City Hall
2nd Annual Pints on Pleasant: Malden Chamber Community Beer Garden
Sat, May 16, 12:00 PM
Malden · Malden City Hall
Seaport x Black Owned Bos. Market
Sun, May 24, 12:00 PM + 5 more
Boston · 111 Harbor Way
Seaport x Black Owned Bos. Market
Sun, May 24, 12:00 PM + 5 more
Boston · 111 Harbor Way

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