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Top 10 Chestertown Hotel Deals

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Holiday Inn Express Hotel & Suites Chestertown
Holiday Inn Express Hotel & Suites Chestertown

150 Scheeler Road, Chestertown 21620

2.5 out of 5.0

Situated in Chestertown, this hotel is 0.6 mi (0.9 km) from Washington College and 25.2 mi (40.5 km) from Queenstown Premiu …

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Brampton Bed and Breakfast Inn
Brampton Bed and Breakfast Inn

25227 Chestertown Rd, Chestertown 21620

3.0 out of 5.0

Situated in Chestertown, this bed & breakfast is 2 mi (3.2 km) from Washington College and 26.1 mi (42.1 km) from Queenstow …

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Holiday Inn Express Annapolis - Kent Island
Holiday Inn Express Annapolis - Kent Island
14.8 km from Chestertown
2.5 out of 5.0

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 …

CA$126
avg/night
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
18.4 km from Chestertown
4.0 out of 5.0

Situated in Stevensville, this hotel is within 9 mi (15 km) of Chesapeake Bay Bridge, Sandy Point State Park, and Chesapeak …

CA$194
avg/night
Sleep Inn & Suites Edgewood Near Aberdeen Proving Grounds
Sleep Inn & Suites Edgewood Near Aberdeen Proving Grounds
19.7 km from Chestertown
2.0 out of 5.0

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

CA$84
avg/night
Fairfield Inn & Suites by Marriott Baltimore
Fairfield Inn & Suites by Marriott Baltimore
24.5 km from Chestertown
2.5 out of 5.0

Located in Nottingham, this hotel is 0.9 mi (1.5 km) from White Marsh Mall and within 9 mi (15 km) of Double Rock Park and …

CA$99
avg/night
Regal Inn & Suites
Regal Inn & Suites
26 km from Chestertown
2.0 out of 5.0

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

CA$82
avg/night
Courtyard Aberdeen at Ripken Stadium
Courtyard Aberdeen at Ripken Stadium
26.4 km from Chestertown
3.0 out of 5.0

Situated in Aberdeen, this hotel is 0.2 mi (0.3 km) from Ripken Stadium and 2.9 mi (4.7 km) from Cal Ripken Museum. Aberdee …

CA$146
avg/night
Best Western Smyrna Inn
Best Western Smyrna Inn
28 km from Chestertown
2.5 out of 5.0

Situated in Smyrna, this hotel is within 12 mi (20 km) of Delaware State University, Dover International Speedway, and …

CA$97
avg/night
Super 8 Havre De Grace MD
Super 8 Havre De Grace MD
29.3 km from Chestertown
2.0 out of 5.0

Situated in Havre De Grace, this hotel is within 2 mi (3 km) of Susquehanna Museum at the Lock House, Harford Memorial …

CA$67
avg/night

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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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