Hotels in Chestertown | Find the Best Budget City Centre Rooms in Chestertown, MD | IHG
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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 favourite 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 802 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 holiday, 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


Great stay!
By headyby
Friendly staff, great amenities, and close to all that Chestertown has to offer! [Less]
Nice hotel
By Gburbake
Close to college, parking is only available in the rear of hotel but it's a. Ice place to stay. Decent food choices local. [Less]
Comfy bed
By Casillas
Bed was very comfortable but stain on sheets...over all very clean easy to find room [Less]
Everything you need, just a little pricey.
By User
Meets or exceeds all expectations for a Holiday Inn Express. Price is a bit high for what you get, but that applies to everything in this area. Great accommodations: clean, comfortable, well [More] furnished, and friendly staff. Good breakfast and great views of the water. Would recommend. [Less]
Comfortable bed and great service
By Dottie P
The mattress is very comfortable. The staff has always provided great service, each and every time I've stayed at the Kent Island HIEx. [Less]
Kent Narrows Dreamin'
By RavinRaven
We spent a 4-day "mini-vacation" at Kent Narrows, staying at the Holiday Inn. It was one of the best trips we've ever had! The hotel is beautifully situated, and our oversized waterfront room [More] overlooked the mouth of the Chester River. After spending mornings at the pool, we'd walk to one of the many excellent restaurant choices for a late lunch and happy hour. Breakfast each morning was delicious. The room was immaculate and had everything we'd need. And a special "BIG THANKS" goes out to Pat at the front desk. She went out of her way to make sure our stay was great...and it certainly was!! [Less]

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