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Dog Friendly Chestertown, NY

Chestertown is pet friendly! If you need help to decide where to stay, play, or eat with Fido, you’ve come to the right place. Here’s the scoop on our favourite pet friendly hotels, dog friendly activities, and restaurants that allow dogs in Chestertown.

Places to Stay with Your Dog

The Lodge at Loon Lake

The Lodge at Loon Lake allows dogs of any size for an additional fee of $50 per pet, per night. Sorry, no cats.

Home Overlooking Racing Horse Farm

This 5-bedroom vacation rental in Chestertown allows dogs of any size for no additional fee! Just be sure to note that you're bringing a pet along… Full pet policy & more

Riverside Pines Campsites and Cabins

Riverside Pines Campsites and Cabins welcomes dogs of any size for an additional fee of $5 per night or $35 per week. Dogs must be leashed when outside… Full pet policy & more
All 29 Hotels

Things to Do with Your Dog

Chestertown Dog Park

Fido is invited to play at the Chestertown Dog Park in Chestertown, NY. The outdoor area is fully fenced and features two sections for small and large… Full details & more

Stewart Mountain Trail

Stewart Mountain Trail is a pet-friendly hike in Chestertown, NY. This short trail is less than a mile long and is great fun for anybody who wants to… Full details & more

Traveller Photos

We dug up a dog picture in Chestertown.

Want to feature your creature? Upload a photo of your pet in Chestertown! You can also share by using the hashtag #bringfido on FacebookXTikTok or Instagram.

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