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Find Hotels in Chestertown, MD

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Charming Chestertown Waterfront Cottage
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3.48 mi from city center
4.9/5Exceptional! (14 reviews)
Wonderful Place!!
"We had such a wonderful stay! Michelle was super helpful and the house was well equipped for cooking, relaxing by the fire, playing ping pong and kayaking. It is a short distance to town and walking path. Highly recommend and plan tk return!"

Reviewed on May 13, 2021

Charming Chestertown Waterfront Cottage
Lovely Fully Restored Townhouse in the Heart of Historic Chestertown
Country Estate in Historic District
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1.53 mi from city center
5/5Exceptional! (7 reviews)
This has become a destination...
"Though we, originally, stayed here as we passed through to another destination this home and it’s hosts have turned it into a destination for us. With its proximity to both the city and beach, while remaining uniquely itself, we cannot wait to visits again someday!"

Reviewed on May 6, 2021

Country Estate in Historic District
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Best Western Plus Hotel & Conference Center
2.5 out of 5
5625 O'Donnell Street, Baltimore, MD
Free CancellationReserve now, pay when you stay
The price is $93 per night from May 31 to May 31
24.77 mi from city center
3.7/5Good! (977 reviews)
"The room was really neat but smelled of cigarette smoke...which is CRAZY because the hotel stresses the loss of $150 if you smoke in the room. Everything seemed clean and void of bugs. The beds were neatly made and had lots of pillows, which was a plus. Unfortunately, the beds/mattress was waaaaaaay ..."

Reviewed on May 15, 2021

Best Western Plus Hotel & Conference Center
Inn at Mitchell House
3 out of 5
8796 Maryland Pkwy, Chestertown, MD
The price is $140 per night from Jun 13 to Jun 13
7.39 mi from city center
4.8/5Exceptional! (29 reviews)
"The house is lovely and historic and filled with interesting antiques and objects, and great care has clearly been given to its upkeep. And the grounds are beautiful."

Reviewed on Apr 25, 2021

Inn at Mitchell House
Great Oak Manor
3.5 out of 5
10568 Cliff Rd, Chestertown, MD
The price is $199 per night from May 27 to May 27
7.2 mi from city center
4.7/5Exceptional! (35 reviews)
"Absolutely gorgeous setting and grounds. Breakfast was yummy and healthy. Lots of alternatives to eat. Gravel road driveway a little difficult to maneuver bags."

Reviewed on Apr 11, 2021

Great Oak Manor
John L Stam House
3 out of 5
114 Washington Ave, Chestertown, MD
The price is $190 per night from May 20 to May 20
1.6 mi from city center
4.9/5Exceptional! (23 reviews)
"T"

Reviewed on Nov 3, 2019

John L Stam House
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
2.5 out of 5
4 Philadelphia Ct, Rosedale, MD
Free CancellationReserve now, pay when you stay
The price is $80 per night from May 25 to May 25
23.13 mi from city center
3.8/5Good! (810 reviews)
"Very good, clean, we will stay again. Thank you for a nice weekend."

Reviewed on Apr 11, 2021

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Holiday Inn Express Hotel & Suites Chestertown, an IHG Hotel
2.5 out of 5
150 Scheeler Road, Chestertown, MD
Free CancellationReserve now, pay when you stay
The price is $104 per night from May 20 to May 20
2.01 mi from city center
4.3/5Excellent! (442 reviews)
"Staf was great!"

Reviewed on May 1, 2021

Holiday Inn Express Hotel & Suites Chestertown, an IHG Hotel
WoodSpring Suites Baltimore White Marsh - Nottingham
2.5 out of 5
4985 Mercantile Road, White Marsh, Baltimore, MD
The price is $79 per night from Jun 7 to Jun 7
22.61 mi from city center
3.2/5 (456 reviews)
"Property was in a great area, easily accessible. Good parking. Pretty well lit"

Reviewed on May 11, 2021

WoodSpring Suites Baltimore White Marsh - Nottingham
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