Your session will expire in 5 minutes, 0 seconds, due to inactivity. Stay Logged In
Create PIN
All fields are required
If you joined IHG® Rewards Club at a hotel, then you will need to create a 4-digit PIN in order to access your IHG® Rewards Club account.
Unexpected Server Error
Your session has expired. Please sign in to your profile
The information you provided does not match what we have on file for you. Please try again or call IHG® Rewards Club Customer Care at 1-888-897-0089.
Your IHG® Rewards Club account already has a PIN associated with it. If you use our automated telephone system, your PIN is the same. If you have forgotten your PIN, we can email your PIN to the email address in your IHG® Rewards Club account. Please contact your nearest IHG® Rewards Club Customer Care Center for assistance.
The PINs you entered do not match. Please re-enter one or both PINs to make sure they are exactly the same.
Your PIN is not strong enough. You must change your PIN.
Email addresses must match.
We are sorry, our system is temporarily unavailable. Please try again later or contact the IHG® Rewards Club Customer Care Center for assistance.
The 4-digit numbers entered must match.
Forgot PIN?
All fields are required
Unexpected Server Error
Your session has expired. Please sign in to your profile
We are sorry, our system is temporarily unavailable. Please try again later or contact the IHG® Rewards Club Customer Care Center for assistance.
Don't have an email address in your profile?

Contact your local IHG® Rewards Club Customer Care to source your PIN and to update your profile with your email address. When you receive your PIN you can also update your email address via www.ihg.com/updateemail.

Chestertown Affordable Hotels

Compare Hotels in Chestertown

(e.g. {0})
(e.g. {0})
Processing your request...
Close

Destination
Finding a hotel is easy. Your destination can be:

  • a city (San Francisco)
  • an address (123 Main St., Springfield, IL)
  • an airport (LAX)
  • a point of interest (Fenway Park)
  • Zip Code (30308)

Featured Chestertown Hotels

FROM
CHECK RATES
1
4.5/5

150 Scheeler Rd

Chestertown, MD 21620

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-7780778

FROM
CHECK RATES
2

1020 Kent Narrows Road

Grasonville, MD 21638

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-8274454

FROM
CHECK RATES
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

FROM
CHECK RATES
4

2118 Emmorton Park Road

Edgewood, MD 21040

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-6121200

FROM
CHECK RATES
5
4.5/5

1007 Beards Hill Rd

Aberdeen, MD 21001

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-2728100

FROM
CHECK RATES
6

315 Auto Park Dr

Middletown, DE 19709

United States


Reservations:
1-888-HOLIDAY

Front Desk:

FROM
CHECK RATES
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

FROM
CHECK RATES
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

FROM
CHECK RATES
9
4.4/5

101 Hotel Plaza

North East, MD 21901

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-2870008

FROM
CHECK RATES
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

FROM
CHECK RATES
11
4.4/5

221 North Gay Street

Baltimore, MD 21202

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-4008045

FROM
CHECK RATES
12
4.3/5

2451 Riva Road

Annapolis, MD 21401

United States


Reservations:
1-888-HOLIDAY

Front Desk:
1-410-2244317

FROM
CHECK RATES
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

FROM
CHECK RATES
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

FROM
CHECK RATES
15
3.8/5

105 West Fayette Street

Baltimore, MD 21201

United States


Reservations:
1 877 2 CROWNE

Front Desk:
1-410-3475707

FROM
CHECK RATES
16
4.5/5

17 Commerce Street

Baltimore, MD 21202

United States


Reservations:
1 877 238 8889

Front Desk:
1-410-6247333

FROM
CHECK RATES
17
4.4/5

4216 Philadelphia Road

Bel Air, MD 21015

United States


Reservations:
1 877 CANDLEWOOD

Front Desk:
1-410-9143060

FROM
CHECK RATES

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


Nice location and Price
By Crescent
Except that there is one air conditioning window facing the bed, blowing wind directly towards you when you are sleeping, the hotel overall is great! Spacious, convenient location, reasonable price, [More] and excellent service! [Less]
Absolutely AMAZING
By RevDev
First time in Baltimore and because of my hotel I loved the experience even more! [Less]
Great Hotel
By Mark
Everything was awesome. Great staff, great hotel. [Less]
Annapolis location
By MichaelT
Good value for the money, centrally located.. Bathroom could have been cleaner. [Less]
Very friendly but blood in the bathroom?
By TRACY
I had a great experience up until I went to use the shower the next morning and found dried blood on the vanity and a towel with blood on it. I had checked to make sure it was not my blood and I [More] could not find evidence anywhere that I had cut myself. I was completely grossed out and immediately left the facility. I did not have time to bring it to the manager's attention as I had to be at a conference at work. This is my first negative experience with this chain-but it is a lasting experience! [Less]
Great value and comfortable rooms
By Kathy T
I have used this hotel on numerous occasions because of its convenient location. Each time I found a service to be excellent, the room is clean and well appointed, and the bed is very comfortable. [More] The breakfast provided was very good. This hotel is my go to place to stay whenever I am in the Annapolis area. [Less]
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]

Explore Destinations by Interest

Close
Select Check-In Date
Select Check-Out Date
Check Availability on RegentHotels.com
Check Availability

Visit our groups and meetings page  Link will open in new browser window. to find the perfect hotel for your upcoming meeting, event or group of 10 or more rooms. Ready to book 10 or more rooms now? Call 1-800-MEETING (Outside the US? Click here).  Link will open in new browser window.