Top 10 Chestertown Hotel Deals

See all 71 Hotels in Chestertown
Holiday Inn Express Hotel & Suites Chestertown
Holiday Inn Express Hotel & Suites Chestertown

150 Scheeler Road, Chestertown 21620

2.5 out of 5.0
4.4 out of 5 (184 reviews)

Situated in Chestertown, this hotel is 0.6 mi (0.9 km) from Washington College and 10.8 mi (17.4 km) from Crumpton Auction. …

CA$124
John L Stam House
John L Stam House

114 Washington Ave, Chestertown 21620

3.0 out of 5.0
4.7 out of 5 (7 reviews)

Situated in Chestertown, this bed & breakfast is 0.5 mi (0.8 km) from Washington College and 9 mi (14.5 km) from Crumpton …

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Comfort Inn & Suites Edgewood - Aberdeen
Comfort Inn & Suites Edgewood - Aberdeen
19.9 km from Chestertown
2.5 out of 5.0
4.2 out of 5 (374 reviews)

Situated in Edgewood, this hotel is within 12 mi (20 km) of Harford Mall, Ripken Stadium, and Harford Community College. …

CA$105
La Quinta Inn & Suites Edgewood / Aberdeen-South
La Quinta Inn & Suites Edgewood / Aberdeen-South
20 km from Chestertown
2.5 out of 5.0
4.3 out of 5 (373 reviews)

Situated in Edgewood, this hotel is within 12 mi (20 km) of Harford Mall, Ripken Stadium, and Harford Community College. …

CA$131
Home2 Suites by Hilton Baltimore/White Marsh
Home2 Suites by Hilton Baltimore/White Marsh
22.9 km from Chestertown
2.5 out of 5.0
4.5 out of 5 (429 reviews)

Situated in the entertainment district, this hotel is 2.2 mi (3.5 km) from White Marsh Mall and within 9 mi (15 km) of …

CA$144
WoodSpring Suites Baltimore White Marsh
WoodSpring Suites Baltimore White Marsh
24.1 km from Chestertown
2.0 out of 5.0
3.3 out of 5 (22 reviews)

Located in Nottingham, this hotel is 0.9 mi (1.5 km) from White Marsh Mall and within 6 mi (10 km) of Freestate Gun Range and …

CA$99
Hilton Garden Inn Aberdeen
Hilton Garden Inn Aberdeen
25.1 km from Chestertown
3.0 out of 5.0
4.4 out of 5 (187 reviews)

Situated in Aberdeen, this hotel is within 3 mi (5 km) of Cal Ripken Museum, Ripken Stadium, and Beechtree Golf Club. Aberdee …

CA$136
Super 8 Aberdeen MD
Super 8 Aberdeen MD
25.2 km from Chestertown
2.0 out of 5.0
3 out of 5 (271 reviews)

Situated in Aberdeen, this motel is within 3 mi (5 km) of Cal Ripken Museum, Ripken Stadium, and Beechtree Golf Club. Aberdee …

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Regal Inn & Suites
Regal Inn & Suites
26 km from Chestertown
2.0 out of 5.0
1.8 out of 5 (168 reviews)

Situated in Rosedale, this motel is within 6 mi (10 km) of Patterson Park, National Aquarium in Baltimore, and Johns Hopkin …

CA$80
Village Inn
Village Inn
27.1 km from Chestertown
2.0 out of 5.0
2.5 out of 5 (88 reviews)

Situated in Annapolis, this motel is 2.5 mi (4 km) from Bay Hills Golf Club and within 6 mi (10 km) of U.S. Naval Academy and …

CA$71
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Chestertown Hotel Guide

If you'd like to visit Chestertown, be sure to pre-plan, because there's not a wide range of hotel and apartment options near the town center.

One of only a small number of hotels close to the center of Chestertown, is the Holiday Inn Express Hotel & Suites Chestertown.

The Best Western Kent Narrows Inn is positioned 18 miles (29 kilometers) from the center of Chestertown. Another alternative is the Hilton Garden Inn Kent Island, which is located 18 miles (29 kilometers) away. Some other options include the Holiday Inn Express Edgewood-Aberdeen-Bel Air and the Holiday Inn Express Annapolis - Kent Island.

Interested in seeing even more of the coastal plains and wetlands that this area features? Why don't you plan some extra time in other destinations in Eastern Maryland? You could travel to local points of interest or have a go at ice fishing and afterwards find a suitable hotel to stay the night.

Easton is 30 miles (48 kilometers) to the north of Chestertown and is home to the River House Golf, Avalon Theatre and Hog Neck Golf Course. If you'd like to spend a few nights in Easton, be sure to check out the Comfort Inn Easton and Days Inn Easton. Or, you could stay in Cambridge, 45 miles (72 kilometers) to the north of Chestertown, where you'll find the Hyatt Regency Chesapeake Bay and Days Inn & Suites Cambridge. The Great Marsh Park, Long Wharf Park and Choptank River Lighthouse are some of the most popular points of interest to check out while in Cambridge.

Baltimore Washington International Thurgood Marshall Airport is the most used airport for flying into Chestertown. It is 30 miles (48 kilometers) away. If you choose to stay nearby, try the Hilton Baltimore BWI Airport or Fairfield Inn & Suites Baltimore BWI Airport.

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