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Chestertown Hotels

Compare Hotels in Chestertown

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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

4.3/5

1326 Policy Drive

Belcamp, MD 21017

United States


Reservations:

Front Desk:
1-410-2722929

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4
4.3/5

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
4.7/5

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

3.9/5

561 North Dupont Highway

Dover, DE 19901

United States


Reservations:

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 +0

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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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15
4.3/5

101 North Charles Street

Baltimore, 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

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19

Hotel Indigo Baltimore Downtown

City Center, 30.03 mi

4.7/5

24 West Franklin Street

Baltimore, MD 21201

United States


Reservations:
1 877 8 INDIGO

Front Desk:
1-410-6256200

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20
4.5/5

1100 Cromwell Bridge Road

Towson, MD 21286

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-8234410

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21
4.1/5

1701 Russell Street

Baltimore, MD 21230

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-7271818

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. Compare the best hotels in Chestertown by reading through 15053 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 21 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 accommodations, 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


Bed were comfortable and pool area completely empty!
By poohbear
We came here for a mini stay-cation, due to COVID-19 we were afraid to travel. My kids and I had the pool to ourselves for 2 whole days. That was great! The cleanliness of the hotel was impressive. [More] Breakfast food could have been better but overall the hotel was nice. We will visit again! [Less]
Comfortable Bed and great customer service
By Scottie Dog
The staff was very courteous. Tasha assisted me with anything I needed and spoke very nicely. She also was very kind and helpful to the other guests in the hotel. [Less]
Great Stay with COVID Society Adjustments
By Wiley
Clean, Clear and Concise Instructions to accommodate today's COVID environment, customer-oriented [Less]
Birthday Stay
By Linds8283
I love this hotel. My hubby and I have five kids and this is the second time in a month where we have gotten away for a bit without the kids. When he asked where I wanted to stay I immediately said [More] the holiday inn express in Annapolis, but this time we stayed in the jacuzzi suite since it was my birthday. If I won the 25,000 I would take a honeymoon trip since we never got to do that when we got married in 2013. Thank you for being awesome!! [Less]
The whirlpool
By Greg
Everything was fine it was just a little dirty, after cleaning it we enjoyed the room very much [Less]
The place to stay
By Will C
Excellent hotel and staff, priced right and next to stores, restaurants, pubs and eateries. My go to place [Less]
No grab and go breakfast l
By Mike
This hotel did not offer the grab and go like other hotels [Less]
Good value
By Nana
Stayed overnight after disembarking from cruise ship. Conveniently located across from casino. Front desk staff very helpful in recommending dinner options and even had a restaurant which had a [More] pick up service since we did not have a car. The breakfast options were mediocre at best and as we got to breakfast about 20 minutes prior to the cutoff time the hot food was limited. We asked if they could replenish and told they would not be able to do that. [Less]
Excellent place to stay
By Lance 62
During these troubling times with the Covid-19 virus going around the hotel managment went above and beyond to give their guests a most memorable time while staying at the hotel. I stayed at the [More] hotel for 3 weeks and already made arrangements to come back in 3 weeks. I enjoyed my stay and look forward to come back. [Less]
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