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Compare Hotels in Chestertown

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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, 20.35 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 Dover in Chestertown, Maryland
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6

Holiday Inn Express & Suites Dover

City Center, 27.67 mi

4.6/5

1780 North Dupont Hwy.

Dover, DE 19901

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-302-6780600
Holiday Inn Express & Suites North East in Chestertown, Maryland
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7
4.4/5

101 Hotel Plaza

North East, MD 21901

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-410-2870008
Holiday Inn Express Baltimore-Downtown in Chestertown, Maryland
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8
4.4/5

221 North Gay Street

Baltimore, MD 21202

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-410-4008045
Holiday Inn Dover-Downtown in Chestertown, Maryland
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9

Holiday Inn Dover-Downtown

City Center, 29.35 mi

4.0/5

561 North Dupont Highway

Dover, DE 19901

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-302-7475050
Holiday Inn Baltimore-Inner Harbor (Dwtn) in Chestertown, Maryland
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10
4.1/5

301 W Lombard Street

Baltimore, MD 21201

United States

Reservations:
1-888-HOLIDAY
Front Desk:
1-410-6853500
Kimpton Hotel Monaco Baltimore in Chestertown, Maryland
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11

Kimpton Hotel Monaco Baltimore

City Center, 29.68 mi

2 N. Charles Street

Baltimore, MD 21201

United States

Reservations:
1 800 KIMPTON
Front Desk:
1-443-6926170
Hotel Indigo Baltimore Downtown in Chestertown, Maryland
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12

Hotel Indigo Baltimore Downtown

City Center, 29.79 mi

4.7/5

24 West Franklin Street

Baltimore, MD 21201

United States

Reservations:
1 877 8 INDIGO
Front Desk:
1-410-6256200
Staybridge Suites Baltimore - Inner Harbor in Chestertown, Maryland
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13
4.5/5

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
FROM
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14
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
FROM
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15

101 North Charles Street

Balltimore, MD 21201

United States

Reservations:
1 877 CANDLEWOOD
Front Desk:
1-410-2448181

Opening Soon

Crowne Plaza Baltimore Dwntn Inner Harbor in Chestertown, Maryland
FROM
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16

110 West Fayette Street

Baltimore, MD 21201

United States

Reservations:
1 877 2 CROWNE
Front Desk:
1-410-3475707

Latest Chestertown Hotel Reviews


Comfortable stay and nice bedroom
By Hwant4
Enjoyed my stay! Internet moved exceptionally well and the vacation was well worth it. I did not have any major issues and everything went well. [Less]
Overnight stop while traveling
By Anna
Great place to stay. We had no problems and check in was easy. Night staff was great and very kind. Usually night people at the desk are grumpy but the man that checked us in did a great job and made [More] us feel welcome. [Less]
Value Gem
By Kuyohtay
Close to highway, gas and regular grab food places. Hotel was everything expected at this price, and more. [Less]
Pleasurable experience
By Srmike1
Beautiful hotel nicely decorated great staff valet and front desk staff was very helpful recommended great dining and other things to do [Less]
Baltimore
By Dave
Very clean. Great old building brought back to life. [Less]
Great stay
By T’Muffin
Beautiful and unique hotel. An old bank with cute relics left as decor! Recommend this hotel for your Inner Harbor stay. [Less]
Excellent Hotel, not perfect
By AnnapolisGlobetrotter
The property is everything you will expect from a Holiday Inn Express, and had clean rooms friendly staff and a good breakfast. The room had a missing picture with the hangers still exposed on the [More] wall, which was strange, and I decided to stay at this property because of its indoor pool... But the indoor pool was closed for repairs on the day I visited. I would suggest updating the property website so that guests understand if a pool is not available to use... because it's advertised and may actually be the reason a guest selected that property over others, and it's disappointing when youre looking forward to a pool and it's not open, especially with the amenities listed as having a pool and no online notice saying that is not open. [Less]
14 April 2018
By KimH
The hotel was clean and the staff was friendly. This hotel only has 1 adjoining room so if you are looking for that is may not be your hotel. [Less]
Preferred place to stay
By lgj25
Place is comfortable and reasonable except when they jack the prices up when an event is happening at the college. [Less]

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