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Chestertown Hotels

Compare Hotels in Chestertown

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Destination
Finding a hotel is easy. Your destination can be:

  • a city (San Francisco)
  • an address (123 Main St., Springfield, IL)
  • an airport (LAX)
  • a point of interest (Fenway Park)
  • Zip Code (30308)

Featured Chestertown Hotels

Whether it's your first visit or Chestertown is a favorite travel destination, get ready to explore all that Chestertown has to offer and find the perfect temporary home base with help from IHG. Our easy-to-navigate website allows you to compare the best hotels in Chestertown by reading through our honest 577 reviews from verified hotel guests. When you book your room with IHG, you're assured a great deal and lowest rate with our Best Price Guarantee. We boast 2 hotels in Chestertown, MD, all with a distinctive flair and a variety of amenities, and you can conveniently narrow down your choices and book your room directly with us.

No matter if you're travelling to Chestertown to attend a conference, unwind on vacation, or enjoy a romantic weekend getaway, we have you covered. And if your travels take you to another part of the world, you'll find an IHG accommodation that meets your needs. From hotels in the heart of it all to luxury accommodations off the beaten path, IHG offers great hotel deals in Chestertown and throughout the world.

Enter your travel dates to view the best offers on hotel rooms, and use our advanced search features to find the hotels with the amenities you desire. When you stay as an IHG Rewards Club member, you also enjoy free in-hotel Internet access. Some of our hotels boast indoor swimming pools, while others offer hot breakfast, in-room kitchens, and spa services. We make it easy to book the perfect hotel for your trip.

Latest Chestertown Hotel Reviews

Average Rating for Chestertown Hotel
(4.6 / 5) of 577 reviews
comfortable
By mbmuse
Nice healthy breakfast choices, good location near Washington College. This was an easy drive to downtown Chestertown. The visitor center is on the way to and from downtown and I reccomend using it [More] for information on the area. [Less]
4th 2016
By rcna
staff went above and beyond to ensure the comfort of our pet! [Less]
Great Hotel
By clensor
The Holiday Inn Express in Chestertown exceeded my expectations. It was clean, safe, and the staff were extremely friendly. [Less]
A great place to stay
By schadow
Have stayed here before and the service, cleanliness, and atmosphere has not changed; always great. [Less]
EXCELLANT HOTEL
By NUT MAN
I STAY HERE ALL THE TIME,EVERYONE IS SO KIND AND THE VIEWS ARE GREAT. [Less]
Key West on Maryland Eastern Shore
By RubixCube49
My girlfriend and I traveled from Annapolis, MD to this hotel (about 40 minutes) for a weekend getaway in July. This location on Kent Narrows is walking distance to great restaurants and bars and a [More] short distance (7 miles) from a premium outlet mall. The hotel itself is well maintained with friendly and attentive staff. Book a water view room and you get just that - the Chester river framed outside of your large window! [Less]

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