Chestertown Maryland Hotels Motels
Book Hotel Accommodations in Downtown and Surrounding Area

Find a place to stay in Chestertown hotels, motels and other lodging. Accommodations are located in downtown Chestertown Maryland and surrounding area

Lowest rates listed 1st

Driftwood Inn
Address: 609 Washington Avenue
Chestertown, MD Zipcode: 21620
Rates start at: $72.00 and up
0 Star hotel rating

Short description of hotel property:

Escape from the busy hustles and stress of life and let us pamper you at Driftwood Inn. Combining traditional hospitality and luxurious accommodation we offer guests outstanding service and a comforta...see more info with picture


Holiday Inn Express & Suites CHESTERTOWN
Address: 150 SCHEELER ROAD
Chestertown, MD Zipcode: 21620
Rates start at: $95.00 and up
3 Star hotel rating

Short description of hotel property:

Welcome to the Holiday Inn Express Hotel in Chestertown, Maryland near Washington College. Our new Chestertown hotel near Washington College provides comfortable hotel rooms in Chestertown, Maryland ....see more info with picture


Comfort Suites Chestertown
Address: 160 Scheeler Rd.
Chestertown, MD Zipcode: 21620
Rates start at: $139.99 and up
3 Star hotel rating

Short description of hotel property:

Perfect for leisure and business travelers alike, the Comfort Suites Chestertown, MD features a heated indoor pool, a hot deluxe continental breakfast; free wireless high speed internet service, warml...see more info with picture


Get Rates and Book Chestertown Hotel Reservations

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Book hotel reservations early to ensure the best rates and room availability. Many economy hotels are inexpensive with rooms under $100. Book a room online with a secure server by using a credit or debit card.  Master Card, Discover, Visa are accepted.

Our booking engine uses real time accessibility, so you can quickly check the availability of a hotel room of your choice.

Most all places to stay have a swimming pool so you can relax by the pool after a long drive. Find a hotel near attractions too. If you are traveling on business, most hotels have facilities to suit your needs too. Check the amenities to see if the hotel offers a microwave and refrigerator. This can save you money in the long run, because you can fix your meals in the room rather than dining at restaurants.