Beginning of main content

location Chestertown is highly rated for Sports and Universities by 542 people


Check prices on hotels in Chestertown

Tonight Tonight Sep 25 - Sep 26
This weekend This weekend Sep 28 - Sep 30
Next weekend Next weekend Oct 5 - Oct 7

Top 10 Hotels in Chestertown

See all 112 Properties in Chestertown
John L Stam House
John L Stam House
3.0 out of 5.0 114 Washington Ave, Chestertown
$190
4.9/5 (15 reviews)
Situated in Chestertown, this bed & breakfast is 0.5 mi (0.8 km) from Washington College and 25.9 mi (41.7 km) from Queenstown Premium Outlets.
 
 
Driftwood Inn
Driftwood Inn
2.0 out of 5.0 609 Washington Avenue, Chestertown
Free Cancellation
Reserve now, pay when you stay
$69
2.0/5 (83 reviews)
Situated in Chestertown, this motel is 0.2 mi (0.4 km) from Washington College and 26.7 mi (42.9 km) from Queenstown Premium Outlets.
 
 
Holiday Inn Express Hotel & Suites Chestertown
Holiday Inn Express Hotel & Suites Chestertown
2.5 out of 5.0 150 Scheeler Road, Chestertown
Free Cancellation
Reserve now, pay when you stay
$94
4.4/5 (264 reviews)
Situated in Chestertown, this hotel is 0.6 mi (0.9 km) from Washington College and 27 mi (43.5 km) from Queenstown Premium Outlets.
 
 
Great Oak Manor
Great Oak Manor
3.5 out of 5.0 10568 Cliff Rd, Chestertown
$179
4.4/5 (7 reviews)
Nestled on the beach, this Chestertown bed & breakfast is next to a golf course and 9.1 mi (14.6 km) from Washington College.
 
 
Extended Stay America Baltimore - Bel Air- Aberdeen
Extended Stay America Baltimore - Bel Air- Aberdeen
2.5 out of 5.0 1361 James Way, Bel Air
Free Cancellation
Reserve now, pay when you stay
$72
3.5/5 (233 reviews)
Situated in Bel Air, this hotel is within 9 mi (15 km) of Ripken Stadium, Cal Ripken Museum, and Harford Community College. Aberdeen Proving Ground and Liriodendron ...
 
 
Quiet Relaxing Waterfront Swiss Chalet- Fall/winter Weekly and Monthly Specials!
Quiet Relaxing Waterfront Swiss Chalet- Fall/winter Weekly and Monthly Specials!
, Annapolis
4.8/5 (17 reviews)
Situated in the city center, this historic chalet is close to U.S. Naval Academy Golf Club, U.S. Naval Academy, and William Paca House. Local attractions also ...
 
 
La Quinta Inn & Suites Edgewood / Aberdeen-South
La Quinta Inn & Suites Edgewood / Aberdeen-South
2.5 out of 5.0 2112b Emmorton Park Rd, Edgewood
Free Cancellation
Reserve now, pay when you stay
$82
4.3/5 (528 reviews)
Situated in Edgewood, this hotel is within 12 mi (20 km) of Harford Mall, Ripken Stadium, and Harford Community College. Aberdeen Proving Ground is 11.8 mi (19 ...
 
 
Inn at Haven Harbour
Inn at Haven Harbour
3.0 out of 5.0 20880 Rock Hall Ave., Rock Hall
$121
4.9/5 (23 reviews)
Situated on the waterfront, this bed & breakfast is 13.7 mi (22 km) from Washington College.
 
 
Red Roof Inn Edgewood
Red Roof Inn Edgewood
2.0 out of 5.0 2116 Emmorton Park Road, Edgewood
Free Cancellation
Reserve now, pay when you stay
$64
3.4/5 (446 reviews)
Situated in Edgewood, this hotel is within 12 mi (20 km) of Harford Mall, Ripken Stadium, and Harford Community College. Aberdeen Proving Ground and White Marsh ...
 
 

Hotels with reviews mentioning Chestertown

See all hotels near Chestertown
Map

Search Hotels near Top Chestertown Attractions

Recent Reviews in Chestertown