Photo by Julie Miller

Chestertown Hotel Guide - Pet Friendly Hotels in Chestertown, New York

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Check availability on Chestertown Pet Friendly Hotels

Tonight
22 Jul - 23 Jul
Tomorrow
23 Jul - 24 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Chestertown Pet Friendly Hotels

Top Chestertown Hotel Reviews

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

10/10 Excellent
"Beautiful property Owners are so nice Can't wait to come back and stay "
Kory 2-night trip
Posted 2 days ago
Pine Tree Motel & Cabins
The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"Great service "
Timothy 1-night trip
Posted 2 days ago
The Queensbury Hotel

Frequently asked questions

What's the best dog-friendly accommodation option in Chestertown?
Pine Tree Motel & Cabins is a top dog-friendly option for your stay. Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing is another good option if you're bringing your pet along.
How many hotels that accept pets will I find in Chestertown?
Enjoy travelling with your furry pal at one of Expedia's 5 Chestertown accommodation options that accept pets.
What's the best time of year to travel to Chestertown with my pet?
When you're travelling with pets, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are January, March, November and December, with each month seeing an average of 33 cm of snowfall.
What is there to see and do with your pet in Chestertown?
Known for its waterfront, Chestertown has lots to offer visitors. See the local sights and visit Loon Lake Beach and Friends Lake. While you're there, make sure you don't miss Loon Lake and Hudson River.