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T.A.I.L.S. - The Alliance In Limiting Strays (TAILS) Facebook page attending Pet Festival 2016
One of the dogs winning a prize at Westport Dog Festival, a pet-friendly tourist attraction in Connecticut. Photo by @WestportWeston.
A pretty pup dressed up for the pet-friendly Westport Dog Festival in Connecticut. Photo by @WestportWeston.
Two pups attending the Westport Dog Festival, a dog-friendly pet celebration in Connecticut. Photo by @WestportWeston.
A pup in a purple dress at the Westport Dog Festival, a dog-friendly event in Westport, CT.
A dog and his owner in costume at the Westport Dog Festival, a pet-friendly event in Westport, CT.
A dog-friendly caricature artist at the Westport Dog Festival in Westport, CT.
A leashed pup in a pink dress at the dog-friendly Westport Dog Festival, an annual event in Westport, CT.
A dog being carried through the pet-friendly Westport Dog Festival, an annual event in Westport, CT.
A leashed dog wearing pet attire at the pet-friendly Westport Dog Festival in Westport, CT.
T.A.I.L.S. - The Alliance In Limiting Strays (TAILS) Facebook page attending Pet Festival 2016
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One of the dogs winning a prize at Westport Dog Festival, a pet-friendly tourist attraction in Connecticut. Photo by @WestportWeston.
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A pretty pup dressed up for the pet-friendly Westport Dog Festival in Connecticut. Photo by @WestportWeston.
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Two pups attending the Westport Dog Festival, a dog-friendly pet celebration in Connecticut. Photo by @WestportWeston.
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A pup in a purple dress at the Westport Dog Festival, a dog-friendly event in Westport, CT.
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A dog and his owner in costume at the Westport Dog Festival, a pet-friendly event in Westport, CT.
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A dog-friendly caricature artist at the Westport Dog Festival in Westport, CT.
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A leashed pup in a pink dress at the dog-friendly Westport Dog Festival, an annual event in Westport, CT.
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A dog being carried through the pet-friendly Westport Dog Festival, an annual event in Westport, CT.
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A leashed dog wearing pet attire at the pet-friendly Westport Dog Festival in Westport, CT.
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Westport Dog Festival

Mark your calendars for Westport Dog Festival! This dog-friendly event will be held from 10:00 AM to 4:00 PM on May 17, 2026 at Winslow Park in Westport, CT. Admission is $10 per person or $30 per family of 4. The event benefits local pet organizations. Tickets will be sold on site the day of the event only, with cash or credit accepted. Visit Website

Or call +1 2032279234 or email officeadmin@westportwestonchamber.com for more information.

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Description

Bring Fido to this fun, annual event featuring adoptable pets, dog competitions, an obstacle course, vendors, food trucks, K9 demonstrations, photo ops, and more! Considered the "best dog festival in the State," this event expects more than 3,000 people and 1,000 dogs to attend.

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We dug up 2 pictures of dogs at Westport Dog Festival.

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