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Chestertown Affordable Hotels

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Finding a hotel is easy. Your destination can be:

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  • Zip Code (30308)

Featured Chestertown Hotels

Holiday Inn Express & Suites Chestertown in Chestertown, Maryland
FROM
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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
Holiday Inn Express Annapolis East-Kent Island in Chestertown, Maryland
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2
4.7/5

1020 Kent Narrows Road

Grasonville, MD 21638

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-410-8274454
Holiday Inn Belcamp - Aberdeen Area in Chestertown, Maryland
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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
Holiday Inn Express Edgewood-Aberdeen-Bel Air in Chestertown, Maryland
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4
4.6/5

2118 Emmorton Park Road

Edgewood, MD 21040

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-410-6121200
Holiday Inn Express Aberdeen-Chesapeake House in Chestertown, Maryland
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5
4.5/5

1007 Beards Hill Rd

Aberdeen, MD 21001

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-410-2728100
Holiday Inn Express & Suites Middletown in Chestertown, Maryland
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6

315 Auto Park Dr

Middletown, DE 19709

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-302-6962272
Holiday Inn Express & Suites Dover in Chestertown, Maryland
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7

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
Holiday Inn Dover-Downtown in Chestertown, Maryland
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8

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
Holiday Inn Express & Suites North East in Chestertown, Maryland
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9
4.4/5

101 Hotel Plaza

North East, MD 21901

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-410-2870008
Holiday Inn Express Easton in Chestertown, Maryland
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10

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
Holiday Inn Express Baltimore-Downtown in Chestertown, Maryland
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11
4.4/5

221 North Gay Street

Baltimore, MD 21202

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-410-4008045
Holiday Inn Express & Suites Annapolis in Chestertown, Maryland
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12
4.3/5

2451 Riva Road

Annapolis, MD 21401

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-410-2244317
Kimpton Hotel Monaco Baltimore in Chestertown, Maryland
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13

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
Crowne Plaza Annapolis in Chestertown, Maryland
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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
Crowne Plaza Baltimore Dwntn Inner Harbor in Chestertown, Maryland
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15
3.9/5

105 West Fayette Street

Baltimore, MD 21201

United States

Reservations:
1 877 2 CROWNE
Front Desk:
1-410-3475707
Staybridge Suites Baltimore - Inner Harbor in Chestertown, Maryland
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16
4.6/5

17 Commerce Street

Baltimore, MD 21202

United States

Reservations:
1 877 238 8889
Front Desk:
1-410-6247333
Candlewood Suites Aberdeen-Edgewood-Bel Air in Chestertown, Maryland
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17
4.4/5

4216 Philadelphia Road

Bel Air, MD 21015

United States

Reservations:
1 877 CANDLEWOOD
Front Desk:
1-410-9143060
Candlewood Suites Baltimore - Inner Harbor in Chestertown, Maryland
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18

101 North Charles Street

Balltimore, MD 21201

United States

Reservations:
1 877 CANDLEWOOD
Front Desk:
1-410-2448181
Visit Holiday Inn Express Chestertown hotels and discover the best in travel and convenience. Explore our directory of Chestertown affordable hotels and book your stay knowing that you'll get the best rate on a hotel room in Chestertown with IHG's Best Price Guarantee. Many of our popular destinations offer a variety of culture, arts and entertainment activities that are fun for the whole family. Just look through the list of affordable Chestertown hotels to find more information on the specific locations available. Holiday Inn Express hotels in Chestertown offer stylish rooms and free breakfast. Browse our Chestertown affordable hotels and book your stay.

Latest Chestertown Hotel Reviews


Great stay
By Destiny
Very clean room. Great night sleep. Will go and stay again. [Less]
Comfortable
By Adrian
Room was extremely comfortable and it was affordable pricing below other comparable rooms in the area. [Less]
Coming back Again
By Ronnie
My stay was great the beds are comfortable with the service. [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]
My stay
By Charlie226
I was there on business running a seminar for my clients. I rented a classroom with catering and all along my intent was to be at the Crown Plaza just like my prior 4 events in 2017/2018. This [More] hotel has the same catering facilities shared by the Crown Plaza and another brand. Somehow my catering was handled by the other brand part of the hotel and I lost out on my business rewards points. I did not complain when I realized it afterwards but since I have your ear I believe something should be done about the points I would have gotten with my $1,888.04 catering bill. Thank you [Less]
Great location
By Terry
I arrived very late and was greeted with a smile. The desk clerk found me a room since I didn't have a reservation. The next morning I ate at the restaurant, the food was excellent, the price was [More] reasonable and the cashier/server was very nice. I would stay here again, nice staff. [Less]
Clean hotel. Modern decor
By Jason
Great place to stay and feel a step above at a reasonable price. This is my new go to spot when I’m in town. [Less]
short stay
By Sweeks
Hotel proximity to the early meeting location was excellent. Accommodations were good, comfortable room and beds. [Less]

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