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Check availability on Chestertown Pet-Friendly Hotels

Our top choices for Chestertown pet-friendly hotels

Free daily full breakfast

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (866 reviews)
"Everything was well!"
United States
Ahmed
The price is ฿3,150
฿3,496 total
includes taxes & fees
1 Feb - 2 Feb
Comfort Inn & Suites Chestertown
Lobby lounge

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (427 reviews)
"Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. "
United States
Linette
The price is ฿2,261
฿2,510 total
includes taxes & fees
25 Jan - 26 Jan
Red Roof Inn & Suites Chestertown
Property amenity

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
2.5 star property
Middletown
9.2 out of 10, Wonderful, (333 reviews)
"Clean room, great staff, recommended. "
United States
Tom
The price is ฿3,182
฿3,532 total
includes taxes & fees
25 Jan - 26 Jan
Fairfield Inn & Suites by Marriott Middletown
Studio Suite, 1 King Bed with Sofa bed, Non Smoking | Free WiFi, bed sheets

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
3.0 star property
Edgewood
8.2 out of 10, Very good, (1,004 reviews)
"Delicious breakfast and very spacious rooms. "
United States
Jen
The price is ฿2,106
฿2,359 total
includes taxes & fees
27 Jan - 28 Jan
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Lobby

Hampton Inn & Suites Baltimore/Aberdeen

Hampton Inn & Suites Baltimore/Aberdeen
2.5 star property
Aberdeen
9.0 out of 10, Wonderful, (613 reviews)
"Everything looks great. Staff is very nice."
United States
David
The price is ฿2,652
฿2,970 total
includes taxes & fees
27 Jan - 28 Jan
Hampton Inn & Suites Baltimore/Aberdeen
Reception

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1,003 reviews)
"Great stay as always"
United States
Linda
The price is ฿2,549
฿2,855 total
includes taxes & fees
27 Jan - 28 Jan
Hampton Inn & Suites Edgewood/Aberdeen-South
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (953 reviews)
"Beautiful area"
United States
Shawn
The price is ฿2,983
฿3,311 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Candlewood Suites Aberdeen-Bel Air by IHG

Candlewood Suites Aberdeen-Bel Air by IHG
2.5 star property
Bel Air
8.0 out of 10, Very good, (478 reviews)
"The staff is great, roon clean & spacious"
United States
Thomas
The price is ฿2,606
฿2,919 total
includes taxes & fees
30 Jan - 31 Jan
Candlewood Suites Aberdeen-Bel Air by IHG
Lobby sitting area

Comfort Inn & Suites Aberdeen near APG

Comfort Inn & Suites Aberdeen near APG
2.5 star property
Aberdeen
7.8 out of 10, Good, (829 reviews)
"I love this property very quiet and it's convenient to the shopping center and if you want other food it's connected to an IHOP you don't have to go out in the elements "
United States
Shelia
The price is ฿2,380
฿2,665 total
includes taxes & fees
30 Jan - 31 Jan
Comfort Inn & Suites Aberdeen near APG
Terrace/patio

Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
Aberdeen
8.8 out of 10, Excellent, (342 reviews)
"Clean room, friendly staff"
United States
Julie
The price is ฿2,811
฿3,149 total
includes taxes & fees
30 Jan - 31 Jan
Home2 Suites by Hilton Baltimore / Aberdeen, MD
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

Americas Best Value Inn Edgewood

Americas Best Value Inn Edgewood

10/10 Excellent
"Quiet and clean "
Maleek 1-night trip
Posted 3 weeks ago
Americas Best Value Inn Edgewood

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.
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 Northern Chesapeake Bay. While you're there, make sure you don't miss Chesapeake Bay and Chestertown Historic District.