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Find Cat & Dog Friendly Hotels in Chestertown from S$90

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Check availability on Chestertown Pet friendly Hotels

Tonight
7 Jul - 8 Jul
Tomorrow
8 Jul - 9 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Top Pet friendly Hotels in Chestertown

Red Roof Inn & Suites Chestertown
1 bedroom, desk, laptop workspace, blackout curtains

Red Roof Inn & Suites Chestertown

2.0 star property
7.4 out of 10, Good, (370)
"Had a good time and enjoyed the quietness at the hotel. "
The price is S$97
includes taxes & fees
13 Jul - 14 Jul
Red Roof Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
Lobby

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (777)
"Comfortable room, friendly staff. "
The price is S$161
includes taxes & fees
3 Aug - 4 Aug
Comfort Inn & Suites Chestertown
Driftwood Inn
Lobby

Driftwood Inn

2.0 star property
5.2 out of 10, (171)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"
The price is S$90
includes taxes & fees
14 Jul - 15 Jul
Driftwood Inn
Hampton Inn Middletown
Indoor pool

Hampton Inn Middletown

2.5 star property
8.8 out of 10, Excellent, (811)
"Front desk service was exceptional!!"
The price is S$176
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Middletown
Fairfield Inn & Suites by Marriott Middletown
Lobby

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (247)
"Nice place to stay"
The price is S$188
includes taxes & fees
27 Jul - 28 Jul
Fairfield Inn & Suites by Marriott Middletown
Vandiver Inn
Terrace/patio

Vandiver Inn

3.5 star property
9.4 out of 10, Exceptional, (502)
"Wonderful stay. Will stay here again!"
Vandiver Inn
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (955)
"Great stay. We have stayed multiple times throughout the years and the quality has always been excellent."
The price is S$215
includes taxes & fees
20 Jul - 21 Jul
Hilton Garden Inn Kent Island Marina
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

What's the best dog-friendly accommodation option in Chestertown?
Comfort Inn & Suites Chestertown is a top hotel for people travelling with their pets, and offers a seasonal outdoor pool and a fitness centre for its human guests. Two other good options to stay with your pet include Red Roof Inn & Suites Chestertown and Driftwood Inn.
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 Chestertown Historic District and Garfield Center for the Arts at the Prince Theater.