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Chestertown Hotels

Compare Hotels in Chestertown

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Finding a hotel is easy. Your destination can be:

  • a city (San Francisco)
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  • 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 480 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 480 reviews
My favorite
By FNTSYMN
I stay here whenever am in the area. The property is great and the views are amazing. This is a resort property on Kent Island. [Less]
Relaxing....
By just4mary
My husband & I were headed towards Cambridge, MD from Delware, so we wanted to make a relaxing pit-stop along the way. Found this hotel on Google maps and thought it would be great. Once we got here, [More] it was just beautiful. The room was spacious and lovely -- I booked us the waterfront view with whirlpool in the room. It was lovely, and the view was amazing. The location is also great, right by the pier. We were able to get some dinner and walk around a little bit. The fitness club is off site, but not far. It's was a nice large facility for a very small fee to use -- we didn't get a chance to use it, but got to see the facility. Overall, I would definitely book this location again. [Less]
Great room with a view!
By Shady lady in pink
Easy access from Rte 13/301 on the way to Annapolis and near all historical spots of interest. [Less]
Good facility and staff
By skip-it
I liked my stay in Chester town Md., so much I have just booked with Holiday Inn in Orlando Fla. for Feb.22-25-2016. [Less]
good tripp and service
By ray 1945
staying there for first time but not last time I plan to return to this motel next tripp [Less]
DESK STAFF WAS EXTREMELY DELIGHTFUL AND VERY HELPFUL.
By KNOBBY 79
I STAY HERE WHEN HUNTING AND USUALLY HAVE BETWEEN 8 TO 12 OTHERS IN MY PARTY. EVERYONE ENJOYS THEMSELVES AND SPEAKS VERY WELL OF THE DESK STAFF IN PARTICULAR. [Less]

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