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Chestertown Hotels

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Finding a hotel is easy. Your destination can be:

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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 437 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.

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Latest Chestertown Hotel Reviews

Average Rating for Chestertown Hotel
(4.6 / 5) of 437 reviews
Easily One of The Best
By 20eagle16
What an amazing Holiday Inn Express! I'm not sure where to begin in my compliments for this facility, but just to name a few: the front desk bent over backwards to help me, the breakfast staff [More] provided excellent food and service, room service was top of the line, the room was peaceful, the location of the hotel was perfect, and the overall friendliness of the staff (even those who didn't take care of the floor I was on) provided a warm, home-away-from-home feeling. When I return to Chestertown, MD, I won't even think twice as to where I will be staying. [Less]
By whitetail1
My visit purpose was rest, comfort, sleep, breakfast,exit. All was provided as hoped or exceeded my expectations. [Less]
Location Location Location
By Laxdad3
This Hotel is very convenient for anyone visiting the Eastern shore, Annapolis, or Washington college. Staff is friendly and helpful and the facilities are clean and bright. [Less]
Always a great experience here!
By mdhinbaltimore
I've never had a bad experience here! The entire staff is professional, courteous, and extremely helpful. The rooms are clean and well appointed. New updates to the rooms are great! The morning [More] breakfast hits the spot every time I visit! Definitely worth a stay here. [Less]
Great location
By Chouch
T.V. need to be upgraded to HD. Didn't have any fruit ,but, apples. Will be back again [Less]
very friendly staff
By ed0100
The staff here are all very friendly and treat us like family. Room and grounds are very well maintained. Always enjoy our stay. [Less]

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