Top Rated Hotels in Chestertown

Top 10 Hotels in Chestertown

See all 6 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 (182 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 …

$86
per night
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 …

$175
per night
Mariners Motel
Mariners Motel

5681 South Hawthorne Avenue, Rock Hall 21661

2.0 out of 5.0
4 out of 5 (15 reviews)

Situated near the bay, this motel is within a 15-minute walk of Rock Hall Harbor, The Mainstay, and Ferry Park. Garfield …

$86
per night
Inn at Osprey Point
Inn at Osprey Point

20786 Rock Hall Avenue, Rock Hall 21661

3.5 out of 5.0

Situated near the beach, this inn is 14.1 mi (22.7 km) from Washington College and 24.5 mi (39.4 km) from Crumpton Auction.

$160
per night
Lord Baltimore Hotel
Lord Baltimore Hotel

20 W Baltimore St, Baltimore 21201

3.5 out of 5.0
4 out of 5 (1,782 reviews)

Conveniently located in the heart of downtown Baltimore, this Art Deco hotel is 3 blocks from the National Aquarium and …

$105
per night
La Quinta Inn & Suites Edgewood / Aberdeen-South
La Quinta Inn & Suites Edgewood / Aberdeen-South

2112b Emmorton Park Rd, Edgewood 21040

2.5 out of 5.0
4.3 out of 5 (364 reviews)

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

$80
per night
Ramada Edgewood Hotel and Conference Center
Ramada Edgewood Hotel and Conference Center

1700 Van Bibber Rd, Edgewood 21040

2.0 out of 5.0
3.2 out of 5 (245 reviews)

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

$72
per night
Radisson Hotel Baltimore Downtown - Inner Harbor
Radisson Hotel Baltimore Downtown - Inner Harbor

101 W Fayette St, Baltimore 21201

3.5 out of 5.0
3.7 out of 5 (3,481 reviews)

Radisson Hotel Baltimore Downtown - Inner Harbor is a 10-minute walk from the Inner Harbor and Baltimore Convention Center …

$76
per night
Holiday Inn Express Annapolis - Kent Island
Holiday Inn Express Annapolis - Kent Island

1020 Kent Narrows Rd, Grasonville 21638

2.5 out of 5.0
4.4 out of 5 (219 reviews)

Situated on a river, this hotel is 7.7 mi (12.4 km) from Queenstown Premium Outlets and 10 mi (16.2 km) from Chesapeake Bay …

$88
per night
Days Inn Dover Downtown
Days Inn Dover Downtown

272 N Dupont Hwy, Dover 19901

2.0 out of 5.0
3.2 out of 5 (531 reviews)

Situated in Dover, this motel is within a 15-minute walk of The Centre at Dover Shopping Center, Silver Lake Park, and …

$59
per night

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Where to stay in Chestertown

Chestertown Hotel Guide

Are you arranging to spend some time in Eastern Chesapeake Shore? Hoping to find a hotel in Chestertown? Central Chestertown has 5 Expedia-recommended hotels within a 6-mile radius.

Accommodations that are within easy walking distance of the center of Chestertown, are the Holiday Inn Express Hotel & Suites Chestertown and Quality Suites.

Chestertown features a limited range of budget acccommodations. You'll find the Driftwood Inn situated 2 miles from the center of town.

The Historic Kent Manor Inn is located 20 miles away from downtown Chestertown. Another alternative is the Hilton Garden Inn Kent Island, which is situated 18 miles away. Alternative places to rest your head include the Best Western Kent Narrows Inn and the Holiday Inn Express Annapolis - Kent Island.

If you intend to see more of the coastal plains and wetlands in this section of United States of America, you could plan extra days in other parts of Eastern Maryland. No matter if you enjoy common regional activities, such as ice fishing, hiking and shore fishing, or simply tour around to see the attractions, you will be able to reserve suitable hotel accommodation in the area.

30 miles from Chestertown is St. Michaels, where you can spend the day enjoying Chesapeake Bay Maritime Museum and St. Michaels Museum. The Inn at Perry Cabin by Belmond and Five Gables Inn and Spa are just some of the Expedia-listed accommodation alternatives in St. Michaels. Or, you could consider staying in Rock Hall, 10 miles to the southwest of Chestertown, where you can choose from the Mariners Motel and Inn at Osprey Point. The Mainstay and Rock Hall Harbor are a couple of the more popular sites to explore when visiting Rock Hall.

If enjoying sport is a favourite pastime, make the time to visit Nationals Park, which is 55 miles to the southwest of Chestertown. Those wanting to find a room or apartment near to the action can take their choice from the The Jefferson, Washington, DC or the Marriott Marquis Washington, DC.

For travelers planning on arriving via Baltimore Washington International Thurgood Marshall Airport, you can book a room at Residence Inn by Marriott Baltimore BWI Airport, or BWI Airport Marriott, which are both nearby.