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Events

Everything happening in Stratford

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All Categories🎵 Live Music🎉 Festivals👨‍👩‍👧 Family & Kids🍴 Food & Dining🎨 Arts & Culture🏃 Sports & Recreation🏘 Community🎄 Holiday Events

October 2026

Paradise Green Farmers Market🍴 Food & Dining
Oct7

Paradise Green Farmers Market

Wed, Oct 7

3:00 – 6:30 PM

Paradise Green

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Sunset Jazz at Boothe Park🎵 Live Music
Oct7

Sunset Jazz at Boothe Park

Wed, Oct 7

6:00 – 8:00 PM

Boothe Memorial Park

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Great Pumpkin Festival🎉 Festivals
Oct10

Great Pumpkin Festival

Sat, Oct 10

10:00 AM – 4:00 PM

Stratford Town Green

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Housatonic Fall Paddle🏃 Sports & Recreation
Oct11

Housatonic Fall Paddle

Sun, Oct 11

9:00 AM – 12:00 PM

Birdseye Boat Ramp

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Main Street Art Walk🎨 Arts & Culture
Oct11

Main Street Art Walk

Sun, Oct 11

1:00 – 5:00 PM

Main Street

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Family Movie Night👨‍👩‍👧 Family & Kids
Oct16

Family Movie Night

Fri, Oct 16

6:30 PM

Stratford Library

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Downtown Trunk-or-Treat🎄 Holiday Events
Oct31

Downtown Trunk-or-Treat

Sat, Oct 31

4:00 – 7:00 PM

Town Hall Lot

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November 2026

Veterans Day Parade🏘 Community
Nov8

Veterans Day Parade

Sun, Nov 8

11:00 AM

Main Street to Town Hall

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Restaurant Week Kickoff🍴 Food & Dining
Nov12

Restaurant Week Kickoff

Thu, Nov 12

5:00 – 9:00 PM

Restaurants Townwide

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December 2026

Stratford Holiday Market🎄 Holiday Events
Dec5

Stratford Holiday Market

Sat, Dec 5

11:00 AM – 6:00 PM

Paradise Green

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Community Menorah Lighting🎄 Holiday Events
Dec6

Community Menorah Lighting

Sun, Dec 6

5:00 PM

Stratford Town Green

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Winter Blues Concert🎵 Live Music
Dec12

Winter Blues Concert

Sat, Dec 12

7:30 PM

Baldwin Center

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