Be at your best when you stay at the Comfort Inn and Suites Chestertown hotel in Chestertown right in the heart of the great outdoors in eastern Maryland. Amenities include free WiFi, free parking, free hot breakfast, a fitness center, business center, meeting space, a seasonal outdoor pool and more. Every room comes with a flat-screen TV, microwave, refrigerator, recharge stations and more. We also offer larger suites with a sleeper sofa and wet bar. Find us off MD-291 about 90 minutes from Philadelphia, Washington DC and Baltimore. We are also down the street from Washington College and just minutes from the Chester River. Our hotel in Chestertown offers the perfect home base for exploring the area. Plus, you can earn rewards, including free nights and gift cards, with our Choice Privileges Rewards program. Pets allowed 20.00 per stay. Max 40 lbs, 2 pets per room.