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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 668 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


Always Improving
By Lorac49
We've stayed at this Holiday Inn Express many times over the past years. We've noticed periodic improvements and renovations. The staff has always been excellent and greeted us warmly. The food on [More] the breakfast buffet is always good and the number of choices is adequate. During our latest stay on Thanksgiving Day evening, the only disappointment was that the edge of the mattress on my side of the bed buckled when I sat on it or rolled too close to the edge. Once I became aware of it, I avoided sleeping close to the edge. In the King bed, that was easy to do! We will definitely return to this hotel the next time we're in the area. [Less]
Great Stay on the Water!
By mdhinbalt91
Perfect location for a girls weekend! Clean and updated rooms with excellent customer service. Worth a stay, if you're in the area! [Less]
Wonderful Accommation
By Connie1956
I have nothing negative to say about this hotel. The employees are always so friendly and accommodating. The rooms are clean. The breakfast is wonderful! [Less]
Suite room was large with room to move around
By Jerry 719
Service was good and facilities very clean with good choice at breakfast buffet. [Less]
Comfortable bed and good convenient service
By william341
Very comfortable stay that makes our outdoor trip convenient [Less]
Pleasant Stay
By Hugh-Baltimore
My difficulty in sleeping was NOT the fault of the hotel. [Less]

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