The Chestertown hotels listed below are available to book online at low discount rates. Whether you're booking a block of rooms for your wedding party or simply going on a Familiarization or Fam Trip for your destination wedding, our guide makes booking your accommodations simple. You'll find amenity information and much more. Many of the hotels in Chestertown provide photos that give you a clear picture of what they look like. Enter your travel dates into the search box on the right to see which hotels have rooms available and are offering the best rate. The best rate possible is offered when you book online. Thanks for making your reservation with the Association for Wedding Professionals!

All Countries  :  United States  :  Maryland  :  Chestertown

Chestertown, MD Hotels

Holiday Inn Express Hotel & Suites CHESTERTOWN
150 SCHEELER ROAD
Chestertown, MD 21620
Nightly Rates: ( 115.00 - 115.00 )
2 Star
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 . Our Chestertown hotel is located near several Che


Comfort Suites Chestertown
160 Scheeler Rd.
Chestertown, MD 21620
Nightly Rates: ( 129.99 - 129.99 )
2 Star
FREE HIGH SPEED INTERNET access in all rooms! Enjoy evening fresh-baked cookies, heated indoor pool, spacious suites with refrigerator, microwave, and coffee maker. 1 mile to Historic District featuring restaurants, antiques, and specialty shopping.


Driftwood Inn
609 Washington Avenue
Chestertown, MD 21620
Nightly Rates: ( 110.00 - 147.00 )
0 Star
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 comfortable stay all at affordable prices. We are committe


Get Room Rates

Arrival Date

Departure Date
Adults
Children