Hotels in Chestertown, MD

This Fairlee holiday home is situated in a wooded neighbourhood near Chestertown, Maryland, offering easy access to the Chesapeake Bay and its wildlife, approximately 1.6km from the historic Chestertown town centre.
Sleeping seven guests, the three-bedroom property boasts two bathrooms, a fully equipped kitchen with dishwasher, air conditioning, a spacious dining room, family room with sectional sofa, outdoor spaces with fire pit and picnic table, plus unique interior design features including a 'McCloskey Room'.

This one-bedroom flat is located in Worton, a peaceful rural area just 13 kilometres from Betterton Beach and 28 kilometres from Rolphs Wharf Marina. It has received excellent user ratings, making it a popular choice for travellers.
The flat can accommodate up to four guests and features a fully equipped kitchen, a comfortable living area, and a bathroom with a hairdryer and towels. Guests can enjoy access to a fire pit, barbecue facilities, free Wi-Fi, and a smart TV, as well as nearby laundry facilities and opportunities for nature walks and birdwatching.

This two-bedroom flat is located in historic Chestertown, a mere 200 metres from the High Street Wharf.
This pet-friendly accommodation offers space for five guests, with air conditioning, internet, and parking, and is ideal for exploring Chestertown's festivals and river attractions.

This charming apartment is situated in the heart of historic Chestertown, just a short walk from the town's shops, restaurants and Washington College. It has received excellent ratings for its location, cleanliness and overall user experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It is well-equipped with modern amenities, including a fully fitted kitchen, high-speed internet, air conditioning, a private garden and parking.