Chestertown Maryland Hotels & Motels

Find hotels in Chestertown using the list and search tools below. Find discounted hotel accommodations in or close to Chestertown, MD for your upcoming individual or group travel. We list the best Chestertown, Maryland motel and hotel rooms. Browse the Chestertown area hotels to find the perfect lodging! Please use the provided map of the Chestertown hotels. Booking 5+ Rooms? Find Chestertown Group Hotel Discounts

The Chestertown center point is about 21 miles from Ripken Museum and 21 miles from Aberdeen Amtrak Station.

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Chestertown Hotels & Accommodations

Driftwood Inn : 609 Washington Ave.
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Economy Riverfront property
  • Hotel has 27 rooms
Comfort Suites
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Latest Reviews
  • Mid-scale Rural property
  • Check-in: 3:00pm
Photo of Holiday Inn Express & SuitesHoliday Inn Express & Suites
+1-800-997-5149Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Guest Reviews
  • 3-star Suburban property
  • Fitness + Health Center
Exterior of Holiday Inn Express Kent Island / Annapolis EastHoliday Inn Express Kent Island / Annapolis East
+1-800-230-4134Check Rates
1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Guest Reviews
  • Mid-scale Rural property
  • 76 sleeping rooms in hotel
~18.94 Miles from Chestertown
Exterior of Best Western Kent Narrows InnBest Western Kent Narrows Inn
+1-800-997-5148Check Rates
3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Recent Reviews
  • 3 star Resort hotel
  • Gym / Fitness Center Available
~19.10 Miles from Chestertown
Exterior of Hilton Garden Inn Kent IslandHilton Garden Inn Kent Island
+1-800-997-5149Check Rates
3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Latest Reviews
  • 3-star Riverfront hotel
  • Hotel has 5 floors
~19.11 Miles from Chestertown
Exterior of Sleep Inn Grasonville Md.Sleep Inn Grasonville Md. : 101 V.f.w Ave.
+1-800-230-4134Check Rates
101 V.f.w Ave., Grasonville, MD 21638
  • 2-star Resort property
  • Comp. Breakfast
~19.69 Miles from Chestertown
Photo of Brand New Home2 Suites by Hilton AberdeenBrand New Home2 Suites by Hilton Aberdeen : 20 Newton Rd.
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • 3 star Suburban hotel
  • 107 rooms in hotel
~20.61 Miles from Chestertown
Budget Inn of Aberdeen
+1-800-997-5149Check Rates
1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Economical hotel
~20.62 Miles from Chestertown
Wingate by Wyhdham
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • 3 star Suburban property
  • Check-in time: 3pm
~20.98 Miles from Chestertown
Exterior of Sleep Inn & SuitesSleep Inn & Suites - Edgewood
+1-800-997-5148Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Review Score
  • Low priced Suburban property
  • Hotel has 3 floors
~21.07 Miles from Chestertown
Motel 6 Edgewood in Edgewood
+1-800-997-5149Check Rates
1709 Edgewood Rd., Edgewood, MD 21040~21.11 Miles from Chestertown
Ramada Conference Center : 1700 Van Bibber Rd.
+1-800-230-4134Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Recent Reviews
  • Low Cost Suburban property
  • Hotel has 4 meeting rooms
~21.20 Miles from Chestertown
Candlewood Suites Bel Air in Bel Air
+1-800-997-5148Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air
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1361 James Way, Bel Air, MD 21015~21.23 Miles from Chestertown
Holiday Inn Express in Edgewood
+1-800-230-4134Check Rates
2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Reviews
  • Affordable Suburban property
  • Complimentary breakfast is offered
~21.23 Miles from Chestertown
Image of Comfort Inn & Suites Aberdeen Proving Grounds AreaComfort Inn & Suites Aberdeen Proving Grounds Area in Edgewood
+1-800-997-5148Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040
  • 4.5/5, Very Good Recent Reviews
  • Economy Suburban hotel
  • 40 suites in hotel
~21.27 Miles from Chestertown
Homewood Suites by Hilton
+1-800-997-5149Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Hotel Reviews
  • 3-star Suburban hotel
  • Free comp. breakfast
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen
+1-800-230-4134Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Recent Reviews
  • Mid-scale Highway property
  • Hotel has 3 floors
~21.29 Miles from Chestertown
Hampton Inn : 2112 Emmorton Park Rd.
+1-800-997-5148Check Rates
2112 Emmorton Park Rd., Edgewood, MD 21040
  • Inexpensive Suburban hotel
  • Gym is available on property
~21.30 Miles from Chestertown

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