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Two dogs enjoying Chester Dog Fair, a pet-friendly event in Chester, CT.
Photo of the lure course, an event at the pet-friendly Annual Chester Dog Fair in Chester, CT.
Two Golden Retrievers attend the Annual Chester Dog Fair, a dog-friendly event held in Chester, CT.
Two French Bulldogs pose at a stand set up for the pet-friendly Annual Chester Dog Fair, held in Chester, CT.
The Annual Chester Dog Fair, a dog-friendly event held in Chester, CT, feature many different local vendors.
The pet-friendly Mobile Spa van at Chester Dog Fair in Chester, CT.
Two happy dogs at Chester Dog Fair, a pet-friendly fundraiser in Chester, CT.
A pair of pups at Chester Dog Fair, a pet-friendly annual event in Chester, CT.
A dog-friendly demonstration at Chester Dog Fair in Chester, CT.
A sporty pup at Chester Dog Fair, a dog-friendly annual event in Chester, CT.
Dogs hanging out at Chester Dog Fair, a pet-friendly annual event in Chester, CT.
A pet-friendly photo op at Chester Dog Fair in Chester, CT.
A pet-friendly course at Chester Dog Fair in Chester, CT.
A winning pup at the dog-friendly Chester Dog Fair in Chester, CT.
A woman holding her dog at the pet-friendly Chester Dog Fair in Chester, CT.
A dog at Chester Dog Fair, a dog-friendly event in Chester, CT.
Two dogs enjoying Chester Dog Fair, a pet-friendly event in Chester, CT.
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Photo of the lure course, an event at the pet-friendly Annual Chester Dog Fair in Chester, CT.
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Two Golden Retrievers attend the Annual Chester Dog Fair, a dog-friendly event held in Chester, CT.
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Two French Bulldogs pose at a stand set up for the pet-friendly Annual Chester Dog Fair, held in Chester, CT.
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The Annual Chester Dog Fair, a dog-friendly event held in Chester, CT, feature many different local vendors.
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The pet-friendly Mobile Spa van at Chester Dog Fair in Chester, CT.
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Two happy dogs at Chester Dog Fair, a pet-friendly fundraiser in Chester, CT.
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A pair of pups at Chester Dog Fair, a pet-friendly annual event in Chester, CT.
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A dog-friendly demonstration at Chester Dog Fair in Chester, CT.
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A sporty pup at Chester Dog Fair, a dog-friendly annual event in Chester, CT.
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Dogs hanging out at Chester Dog Fair, a pet-friendly annual event in Chester, CT.
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A pet-friendly photo op at Chester Dog Fair in Chester, CT.
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A pet-friendly course at Chester Dog Fair in Chester, CT.
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A winning pup at the dog-friendly Chester Dog Fair in Chester, CT.
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A woman holding her dog at the pet-friendly Chester Dog Fair in Chester, CT.
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A dog at Chester Dog Fair, a dog-friendly event in Chester, CT.
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Annual Chester Dog Fair

Mark your calendars for Annual Chester Dog Fair! This dog-friendly event will be held from 10:00 AM to 3:00 PM from September 19, 2026 to September 20, 2026 at Chester Fairground in Chester, CT. Admission is $5 per person or $10 per family. The event benefits Homeward Bound Adoptions CT, Inc. Visit Website

Or call (860) 553-3641 or email itsallaboutthedogs2014@gmail.com for more information.

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Description

You and Fido are invited to this annual event which will include a doggie lure course, demonstrations, doggie Olympics, silent auction and raffles! There'll also be live music, vendors, food trucks, and a beer & wine tent! Please note that retractable leashes aren't permitted at the fairgrounds.

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BringFido Guest Rating

Annual Chester Dog Fair is rated 5.0 bones out of 5 by 3 canine critics on BringFido.

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Traveler Photos

We dug up 6 pictures of dogs at Annual Chester Dog Fair.

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