Chestertown Luxury Hotel

Use Expedia to help you arrange a flight to Baltimore, MD (MTN-Martin State) airport or Easton, MD (ESN-Easton - Newnam) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Chestertown offers. During your visit, you might want to enjoy the university which Chestertown is known for.

Lie in the lap of luxury during your getaway to Chestertown in one of Expedia’s 6 luxury hotels.

Planning for the weather is an important factor for making your trip to Chestertown a success, especially when you’re splurging. The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chestertown is 1232 mm.

When you’re in Chestertown, enjoy exploring the sights and attractions here including Rolphs Wharf Marina, Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater. If you have extra time while you’re in the area, you might want to see Wilmer Park and Crumpton Auction.