Chestertown Lodging

Chestertown Lodging

Chestertown Lodging Options

There are quite a few lodging options in the Chestertown area. Two chain hotels are located near town as well as several bed and breakfast establishments. Vacation home rentals area also available in the Chestertown area.

Chestertown Lodging Map

Chestertown Hotels

Holiday Inn Express Hotel & Suites Chestertown – Located convenient to downtown and Washington College. Free high-speed internet.  Complementary buffet breakfast. Fitness center, indoor pool.  

Quality Suites Chestertown – Located one mile from historic downtown. Heated indoor pool.  Suites with refrigerator, microwave, and coffee maker. Convenient to Washington College. This property was formerly a Comfort Suites.

Chestertown Bed & Breakfasts

Chestertown Vacation Rentals

Get away for a while with a vacation home rental.  Whether you stay for a weekend or a week these home-away-from homes make a wonderful retreat. Choose a large home with lots of bedrooms and recreation area for a family reunion or gathering with friends or a cozy one bedroom cottage for a romantic weekend escape.