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Find Cat & Dog Friendly Hotels in Chestertown from S$249

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Check availability on Chestertown Pet friendly Hotels

Tonight
26 Jul - 27 Jul
Tomorrow
27 Jul - 28 Jul
Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Top Pet friendly Hotels in Chestertown

Pine Tree Motel & Cabins
Cabins with front porches and lawns set amidst dense coniferous trees.

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (130)
"Excellent location and staff was very friendly."
The price is S$249
includes taxes & fees
28 Jul - 29 Jul
Pine Tree Motel & Cabins
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
Interior

Rustic Adirondacks Home w/ Hot Tub & Lake Access!

3.0 star property
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Chestertown Hotel Reviews

The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"A really great old school hotel from days gone by upgraded to modern standards. Pool and hot tub were great. Easy parking and right in the downtown. "
Randolph S 1-night trip
Posted 3 days ago
The Queensbury Hotel
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 6 days ago
Pine Tree Motel & Cabins

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.
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.