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Chestertown Hotels

Compare Hotels in Chestertown

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Finding a hotel is easy. Your destination can be:

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  • Zip Code (30308)

Featured Chestertown Hotels

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1
4.5/5

150 Scheeler Rd

Chestertown, MD 21620

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-7780778

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2

1020 Kent Narrows Road

Grasonville, MD 21638

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-8274454

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3

Holiday Inn Belcamp - Aberdeen Area

City Center, 21.02 mi

4.2/5

1326 Policy Drive

Belcamp, MD 21017

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-2722929

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4
4.4/5

4216 Philadelphia Road

Bel Air, MD 21015

United States


Reservations:
1 877 CANDLEWOOD

Front Desk:
1-410-9143060

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5

2118 Emmorton Park Road

Edgewood, MD 21040

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-6121200

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6
4.5/5

1007 Beards Hill Rd

Aberdeen, MD 21001

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-2728100

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7

315 Auto Park Dr

Middletown, DE 19709

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-302-6962272

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8

Holiday Inn Express & Suites Dover

City Center, 27.53 mi

4.6/5

1780 North Dupont Hwy.

Dover, DE 19901

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-302-6780600

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9

Holiday Inn Dover-Downtown

City Center, 29.18 mi

4.0/5

561 North Dupont Highway

Dover, DE 19901

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-302-7475050

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10
4.4/5

101 Hotel Plaza

North East, MD 21901

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-2870008

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11

Holiday Inn Express Easton

City Center, 29.4 mi

4.7/5

8561 Ocean Gateway

Route 50

Easton, MD 21601

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-8196500

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12
4.4/5

221 North Gay Street

Baltimore, MD 21202

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-4008045

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13
4.6/5

17 Commerce Street

Baltimore, MD 21202

United States


Reservations:
1 877 238 8889

Front Desk:
1-410-6247333

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14

Crowne Plaza Annapolis

City Center, 29.83 mi

4.5/5

173 Jennifer Road

Annapolis, MD 21401

United States


Reservations:
1 877 2 CROWNE

Front Desk:
1-410-2663131

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101 North Charles Street

Balltimore, MD 21201

United States


Reservations:
1 877 CANDLEWOOD

Front Desk:
1-410-2448181

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16
4.3/5

2451 Riva Road

Annapolis, MD 21401

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-2244317

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17

Kimpton Hotel Monaco Baltimore

City Center, 29.92 mi


2 N. Charles Street

Baltimore, MD 21201

United States


Reservations:
1 800 KIMPTON

Front Desk:
1-443-6926170

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18
3.9/5

105 West Fayette Street

Baltimore, MD 21201

United States


Reservations:
1 877 2 CROWNE

Front Desk:
1-410-3475707

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 8781 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 18 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


Had a great stay
By dkongmaster
I will definitely be back, had a very pleasant stay. [Less]
Great Hotel
By Road warrior
Second stay at the Crowne Plaza in Annapolis MD and both stays were perfect. The rate was lower then the competition in the area for a lesser hotel. I never give a hotel a perfect score but this [More] property earned a 10. [Less]
Hidden Jewel
By Blair
My wife and I stayed at the Crowne Plaza as a post Vday leisure evening. We were please with the hotel appearance, room space and front desk service. My wife enjoyed the stay so much we are thinking [More] of making this a regular location for our staycation ventures. [Less]
Excellent service
By Britt
The staff was wonderful and hotel looked way better than expected for the price [Less]
Worth the price
By Nando
If you are in the Baltimore area for business or pleasure this hotel is ideal. Pricing is perfect, rooms are upgraded, bar closes a little early during the week but ideally the food is good. Front [More] desk staff will become your lifelong friend, lol, especially akil and Jessica they are extremely personable and will go the extra mile to take care of you. Book this hotel for sure, easy to get to everything in the downtown area. [Less]
Great stay
By Travis
My girlfriend and I stayed 3 days 2 nights at the hotel end loved it. This isn’t the first time we have stayed there and will not be the last. I was not a huge fan of the restaurant attached to the [More] hotel but there are many places close by. [Less]
Aberdeen experience
By Bob G
Wow, is how I would describe my stay there. The accommodations were were great. The staff was professional and friendly. [Less]
Sleep In Style
By TravelJam
A beautiful hotel with spacious rooms, comfortable beds and a 24 hour gym. Breakfast are wonderful, a smiling chef who does her best... [Less]
Front desk staff is amazing
By Jsrhett
The front desk staff was absolutely awesome. They are the best thing at this hotel. Every one of them understood and spoke with every person who came in the door, and each person waiting in the [More] lobby. They took the time to make sure each and every person felt valued. [Less]

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