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Most Popular Hotels in Chestertown

See all 65 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 (172 reviews)

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 …

CA$122
Best Western Plus Hotel & Conference Center
Best Western Plus Hotel & Conference Center

5625 O'Donnell Street, Baltimore 21224

3.0 out of 5.0
3.7 out of 5 (1,239 reviews)

The Best Western Plus is located just off highway I-95 and 3.8 miles (6.1 km) from Baltimore's port and Cruise Terminal. …

CA$99
Home2 Suites by Hilton Baltimore/White Marsh
Home2 Suites by Hilton Baltimore/White Marsh

10465 Philadelphia Road, White Marsh 21162

2.5 out of 5.0
4.5 out of 5 (400 reviews)

Situated in the entertainment district, this hotel is 2.2 mi (3.6 km) from White Marsh Mall and within 12 mi (20 km) of Towso …

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Hilton Garden Inn Aberdeen
Hilton Garden Inn Aberdeen

1050 Beards Hill Rd, Aberdeen 21001

3.0 out of 5.0
4.4 out of 5 (170 reviews)

Situated in Aberdeen, this hotel is 1.5 mi (2.4 km) from Cal Ripken Museum and 1.6 mi (2.6 km) from Ripken Stadium. Aberdee …

CA$137
Holiday Inn Express Hotel & Suites Dover
Holiday Inn Express Hotel & Suites Dover

1780 N Dupont Hwy, Dover 19901

2.5 out of 5.0
4.4 out of 5 (385 reviews)

Situated in Dover, this hotel is 1.3 mi (2.2 km) from Delaware State University and 2.2 mi (3.6 km) from Dover Internationa …

CA$109
Country Inn & Suites by Carlson Bel Air East- I-95 Riverside
Country Inn & Suites by Carlson Bel Air East- I-95 Riverside

1435 Handlir Dr, Bel Air 21015

2.5 out of 5.0
4.3 out of 5 (304 reviews)

Located in the heart of Bel Air, this eco-friendly hotel is within 9 mi (15 km) of Ripken Stadium, Harford Community College, …

CA$141
Days Inn Aberdeen
Days Inn Aberdeen

783 West Bel Air Ave, Aberdeen 21001

2.0 out of 5.0
3.2 out of 5 (225 reviews)

Situated in Aberdeen, this motel is 1.4 mi (2.3 km) from Cal Ripken Museum and 1.6 mi (2.6 km) from Ripken Stadium. Aberdee …

CA$78
Super 8 Aberdeen Md
Super 8 Aberdeen Md

1008 Beards Hill Rd, Aberdeen 21001

2.0 out of 5.0
3 out of 5 (258 reviews)

Situated in Aberdeen, this motel is 1.5 mi (2.5 km) from Cal Ripken Museum and 1.6 mi (2.5 km) from Ripken Stadium. Aberdee …

CA$64
Travelodge Hotel Aberdeen
Travelodge Hotel Aberdeen

820 West Bel Air Ave, Aberdeen 21001

2.0 out of 5.0
2.6 out of 5 (141 reviews)

Situated in Aberdeen, this hotel is 1.5 mi (2.4 km) from Ripken Stadium and 1.7 mi (2.7 km) from Cal Ripken Museum. Aberdee …

CA$84
Homewood Suites by Hilton Bel Air
Homewood Suites by Hilton Bel Air

4170 Philadelphia Road, Bel Air 21015

3.0 out of 5.0
4.5 out of 5 (60 reviews)

Situated in Bel Air, this hotel is within 9 mi (15 km) of Ripken Stadium, Harford Community College, and Aberdeen Proving …

CA$143

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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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