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Find Pet-friendly Hotels in Chestertown, MD

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Pick from 4 Chestertown Pet-friendly Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
looking down river from the dock
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
9.8 out of 10, Exceptional, (77)
"We had a great stay and the property is well maintained. They had a lot of extras for our convenience such as toothbrushes, snacks, and more. The dock and view was beautiful and relaxing. We plan to come back soon!"
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Comfort Inn & Suites Chestertown
Exterior
Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (677)
"Breakfast area and food was below expectations"
The price is SAR 488
SAR 537 total
includes taxes & fees
1 Raj. - 2 Raj.
Comfort Inn & Suites Chestertown
Driftwood Inn
Front of property - evening/night
Driftwood Inn
2.0 star property
5.0 out of 10, (159)
"It was clean and everything worked--more than I could say for many other more expensive rooms I've stayed in. The shower was exceptionally good. Watch out for the hot water: very hot! The TV had Netflix, Hulu, Roku, & Vudu. And they worked. On the downside, the furnishings and carpet were worn, but not terrible. "
The price is SAR 238
SAR 264 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Driftwood Inn
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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.

Frequently asked questions

How many hotels that accept pets can I expect to find in Chestertown?
Stay with your furry friend at one of Expedia’s 5 Chestertown hotels that allow pets.
What's the best time of year to travel to Chestertown with my pet?
When you travel with your pet, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chestertown is 48 inches.
What is there to see and do with your pet in Chestertown?
Known for its sports, Chestertown has lots to offer visitors including its university life and festivals. See the local sights and visit Rolphs Wharf Marina and Historical Society of Kent County Maryland. While you’re there, make sure you don’t miss Garfield Center for the Arts at the Prince Theater and Wilmer Park.

Recent reviews of Chestertown hotels
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie

La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie

5/5 Excellent
"It’s was great "
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie