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Search Pet-Friendly Hotels in Chestertown

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Check availability on Chestertown Pet-Friendly Hotels

Top Chestertown Pet-Friendly Hotels

Inn at Haven Harbour
View from property

Inn at Haven Harbour

3.0 star property
8.0 out of 10, Very good, (3)
"Steps to the 3rd floor attic Low headroom every where 4' to 5' headroom in front of the toilet 8 yr old banged his head Everything was good except the very small room Don't rent this room unless you're 4' tall I'm surprised it passed inspection "
The price is 5.491.464 ₫
7.144.365 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Inn at Haven Harbour
Vandiver Inn
The Stokes (Standard / 2nd Floor Vandiver Mansion) | Terrace/patio

Vandiver Inn

3.5 star property
9.4 out of 10, Exceptional, (507)
"Staff was very friendly. We had a very relaxing stay. "
Vandiver Inn
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.0 out of 10, Very good, (1000)
"I like the location and how easy it is to get to our room."
The price is 2.514.069 ₫
2.790.617 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Best Western Kent Narrows Inn
Red Roof Inn & Suites Chestertown
Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout curtains

Red Roof Inn & Suites Chestertown

2.0 star property
7.2 out of 10, Good, (385)
"Good location."
The price is 1.888.200 ₫
2.095.902 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Red Roof Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
Lobby

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (792)
"It was a clean comfortable spot to rest for the night. "
The price is 2.977.062 ₫
3.304.539 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn & Suites Chestertown
Driftwood Inn
Front of property – evening/night

Driftwood Inn

2.0 star property
5.2 out of 10, (172)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"
Driftwood Inn
Mariners Motel
Marina

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is 4.071.431 ₫
4.519.354 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Mariners Motel
Fairfield Inn & Suites by Marriott Middletown
Lobby

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (259)
"Nice place to stay"
The price is 2.806.075 ₫
3.114.743 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Fairfield Inn & Suites by Marriott Middletown
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (882)
"Great stay beautiful view"
The price is 3.434.951 ₫
3.812.797 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG
Hampton Inn & Suites Edgewood/Aberdeen-South
Restaurant

Hampton Inn & Suites Edgewood/Aberdeen-South

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great stay at a great price "
The price is 2.318.290 ₫
2.596.484 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn & Suites Edgewood/Aberdeen-South
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

Frequently asked questions

How many hotels that welcome pets should I expect to find in Chestertown?
Stay with your furry friend at one of Expedia's 5 pet-friendly Chestertown hotels or accommodation options.
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 temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chestertown is 1232 mm.
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 Historical Society of Kent County Maryland and Rolphs Wharf Marina. While you're there, make sure you don't miss Garfield Center for the Arts at the Prince Theater and Chestertown Historic District.