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 favorite pet friendly hotels, dog friendly activities, and restaurants that allow dogs in Chestertown.Places to Stay with Your Dog
Pine Tree Motel & Cabins
Pine Tree Motel & Cabins welcomes pets of any size for an additional fee of $25 per pet, per night. Both dogs and cats are allowed, and well-behaved… Full pet policy & more
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
Things to Do with Your Dog
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
Traveler 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 Facebook, Twitter or Instagram.