Chester Dog Fair

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Chester Dog Fair 13th Annual Chester Dog Fair! October 2nd and 3rd 2027 at The Chester Fairgrounds Please join us for our 9th annual Chester Dog Fair!

This is a 2 day, family and dog friendly event! September 16th and 17th - 10am - 3pm

- $5 Admission Per Individual/ $10 per Family
- Doggie Lure Course
- Food Trucks
- Live Music
- Beer & Wine Tent
- Demonstrations
- Doggie Olympics
- $20 Microchip Clinic (Courtesy of Chester Veterinary Clinic)
- Vendors
- Raffles Both Days
- Silent Auction
- $5 Nail Trimming and $10 Face Trimming All Day Sunday(courtesy of Wagz and Wigglez Mobile Spa!)


ALL FRIENDLY DOGS WELCOME! Retractable leashes will NOT be allowed into the fairgrounds, for everyone’s safety. Standard leashes are available to borrow during the event if needed. Thank you for your cooperation. Our beer and wine tent will be open from12-4 on Saturday and 12-3 on Sunday, featuring all CT breweries and wineries! Tickets are $10 each, and good for 2 flights or 2 full pours. Valid ID required to purchase tickets. Lure course tickets are $5 per dog. Visit homewardboundct.org for more information! All proceeds benefit Homeward Bound CT, a 501(c)3 organization. Our mission is to help shelters and rescues find homes for their dogs, as well as spay and neuter as many dogs as we can to reduce the number that are euthanized in shelters every single day.

09/20/2026

We’re so sad to report that we’re officially calling it! Our amazing vendors and volunteers stuck it out as long as they could, but the weather just didn’t want to cooperate today. Thank you to ALL who came out and braved the weather, your support means everything.

See you next year!!

Marvin came to celebrate his birthday at the Chester dog fair, the rain didn't stop him.
09/20/2026

Marvin came to celebrate his birthday at the Chester dog fair, the rain didn't stop him.

YES! We are still here. The Chester Dog Fair has always been a rain or shine event, and we still have some incredible ve...
09/20/2026

YES! We are still here. The Chester Dog Fair has always been a rain or shine event, and we still have some incredible vendors to check out!

09/20/2026

The Fair Will go ON! Who's going to let a little rain spoil some dog's fun? We sure aren't.

It might be a little wet and some things might be a little different but we will still be there and we hope you will still come and support Homeward Bound CT's Spay It Forward Program, and the amazing vendors who are coming. The b**r will still be there and so will Chris' Dog House and Thirsty Cactus to offer some yummy warm food.

The Lure Course may be off and on due to the wet grass but that will be for the safety of the dogs but there's always puppy picaso. Hey we even had to go by more supplies because we ran out yesterday...

Head to the Chester Sunday Market and then head to the Chester Dog Fair... all in one cute little town!

Come out on Sunday for live music with Doug & Sara and Shiny Meddle Hiney! We can't thank them all enough for donating t...
09/17/2026

Come out on Sunday for live music with Doug & Sara and Shiny Meddle Hiney! We can't thank them all enough for donating their time and talents to the dogs 💚🐾🐶

We have 3 exciting options for the raffles this year! DAILY RAFFLES: $10 for 15 tickets, drawn once a day at 2:30pmHOURL...
09/17/2026

We have 3 exciting options for the raffles this year!

DAILY RAFFLES: $10 for 15 tickets, drawn once a day at 2:30pm

HOURLY RAFFLES: $1 per ticket, drawn at 10:30, 11:30, 12:30, 1:30 and 2:30 each day

HIGH VALUE RAFFLE: $5 for 3 tickets, drawn on Sunday at 2:00pm

* All raffle prizes must be collected by 3:30pm on Sunday!

Start getting excited! Here's what's on tap at the Chester Dog Fair's all Connecticut Craft B**r, W**e, C***r & Hard Sel...
09/16/2026

Start getting excited! Here's what's on tap at the Chester Dog Fair's all Connecticut Craft B**r, W**e, C***r & Hard Seltzer Tent this weekend!

So, so many thank you's to these incredible companies that have donated for years! Your generosity is unmatched and we cannot thank you enough for your continued support.

We're absolutely stoked to welcome back Jeff Caron for our Saturday live music lineup! Also on Saturday, and new to the ...
09/16/2026

We're absolutely stoked to welcome back Jeff Caron for our Saturday live music lineup! Also on Saturday, and new to the Chester Dog Fair, is The Bodega Band! We can't thank them all enough for donating their time and talents to the dogs 💚🐾🐶

If you haven't had time to take your pup in for a nail trim lately, the Chester Dog Fair is the perfect opportunity. Des...
09/14/2026

If you haven't had time to take your pup in for a nail trim lately, the Chester Dog Fair is the perfect opportunity. Desiree with Coastal Comfort In Home Pet Nail Trim Services will be there all weekend offering nail trims at an incredibly reasonable price! Have a nervous dog who doesn't love having their piggies touched? Not to worry, Desiree is a veritable dog whisperer!

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11 Kirtland Terrace
Chester, CT
06412

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