A waterfront town with a pier, dock, and several buildings.

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

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Check availability on Chestertown Pet Friendly Hotels

Our top choices for Chestertown pet-friendly hotels

Room

1. Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.8 out of 10, Excellent, (139 reviews)
"Great breakfast, very friendly staff and beautiful place"
United States
Pierre
The price is €90
includes taxes & fees
15 Nov - 16 Nov
Friends Lake Inn
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.
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Top Chestertown Hotel Reviews

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. Other good options for you and your pet include Waterfront 1860s Farmhouse, Private Hot Tub, Fire Pit, Pond, Canoe, Walk to Town and Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing.
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.

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