Book Hotels in Chestertown, Maryland

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How much is a hotel room in Chestertown?

Hotels in Chestertown start at $65 per night. Prices and availability subject to change. Additional terms may apply.

Chestertown Hotel & Travel Guide

For those adventurers that find themselves roaming around in Eastern Chesapeake Shore and decide on spending some time in Chestertown, there are a select number of hotels. With 5 accommodation options on Travelocity within a 6-mile (10-kilometer) sweep of Chestertown, it'll be easy finding something that ticks all your boxes.

Chestertown's downtown region is within strolling distance of comfortable hotels including Holiday Inn Express Hotel & Suites Chestertown and Quality Suites.

Chestertown features just a handful of no-frills hotels; you'll find the Driftwood Inn located 2 miles (3 kilometers) from the heart of town.

Check out the Historic Kent Manor Inn and also the Hilton Garden Inn Kent Island. The Historic Kent Manor Inn is located 20 miles (32 kilometers) away from the center of Chestertown. The Hilton Garden Inn Kent Island, is located 18 miles (29 kilometers) away. Some other accommodation options include the Best Western Kent Narrows Inn and the Holiday Inn Express Annapolis - Kent Island.

Keen on exploring more of the coastal plains and wetlands that this area features? How about you have a few nights in some of the other places in Eastern Maryland? No matter if you get involved with commonplace local activities, like, for example, ice fishing, hiking and shore fishing, or desire to zigzag across the region to photograph the many attractions, you will have no trouble booking comfortable Travelocity-listed hotels close to here.

Looking for more things to do? You could spend a few hours seeing Chesapeake Bay Maritime Museum and St. Michaels Museum, which you'll find in St. Michaels, 30 miles (47 kilometers) south of Chestertown. If you head to St. Michaels, check out the Inn at Perry Cabin by Belmond and Five Gables Inn and Spa. For another option, head to Rock Hall, 10 miles (16 kilometers) to the southwest of Chestertown, where you can pick from the Mariners Motel and Inn at Osprey Point. When you visit Rock Hall, be sure to venture to the Mainstay and Rock Hall Harbor.

Baltimore Washington International Thurgood Marshall Airport is 30 miles (50 kilometers) away from the center of Chestertown. Enlightened visitors who need to find a room nearby can easily secure a convenient option in the Residence Inn by Marriott Baltimore BWI Airport or the BWI Airport Marriott.

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