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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

FROM
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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:

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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
4.5/5

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
3.8/5

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 8417 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


My Stay
By Shani
I enjoyed my stay at Holiday Inn! The staff are amazing and the service is great! [Less]
Pleasant stay
By SueMM
Room was clean, beds and pillows extremely comfortable. Front desk and housekeeping staff friendly and helpful. Good breakfast. We had a room next to an exit, and could hear other guests going in and [More] out the door..... a little louder than we would have liked but overall enjoyed our brief stay. [Less]
Guest Experience
By Ricky
Great hotel and staff!! Would stay again!! Convenient location. [Less]
Great stay
By chelbell182
I loved my recent stay at Crowne Plaza in Annapolis! The decorations and hot chocolate bar were a really nice and personal touch. Will definitely be back and recommend to friends. [Less]
Very happy with our stay
By Sarah
Couple in our 30s on leisure. Exceedingly happy with every bit of the experience except the pillows on the bed, they were simply too soft and collapsing for us. Everyone is different though! [Less]
Great service, comfortable beds, location!
By Col70
Live staying here, on multiple occasions and will keep coming back! Great location to USNA, yet out of all the down town busyness! [Less]
Everything
By Mike
Enjoy staying at Holiday inn Express, usually stay at Emporia as well. [Less]
Good Value
By tbryndza
Nice hotel, pleasant and professional staff, clean and comfortable rooms, good breakfast. Concurrent to APG. Many dining options close by. [Less]
Convenient to restaurants and APG
By Sifu
The rooms are nice and quiet, well equipped, and comfortable. I chose this hotel because of the location and it was perfect. Lots of places to eat within walking distance and very close to Aberdeen [More] Proving Grounds. The breakfast is great with a large variety of choices. The staff are very professional and generally caring. I will definitely being staying here again in my future trips to APG. [Less]

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