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, Motels & Accommodations

Driftwood Inn in Chestertown
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Low Cost Riverfront hotel
  • 27 rooms in property
Comfort Suites in Chestertown
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Read Reviews
  • Midscale Rural hotel
  • 53 suites in hotel
Image of Holiday Inn Express & SuitesHoliday Inn Express & Suites
+1-800-997-5149Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Latest Reviews
  • Midscale Suburban property
  • Check in: 3:00pm
Photo of Holiday Inn Express Kent Island / Annapolis EastHoliday Inn Express Kent Island / Annapolis East - Grasonville
+1-800-230-4134Check Rates
1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Read Reviews
  • Mid-scale Rural property
  • Hotel has 3 floors
~18.94 Miles from Chestertown
Photo of Best Western Kent Narrows InnBest Western Kent Narrows Inn in Grasonville
+1-800-997-5148Check Rates
3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Guest Reviews
  • Affordable Resort property
  • 3 suites in hotel
~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 Reviews
  • 3 star Riverfront property
  • 30 suites in property
~19.11 Miles from Chestertown
Exterior of Sleep Inn Grasonville Md.Sleep Inn Grasonville Md.
+1-800-230-4134Check Rates
101 V.f.w Ave., Grasonville, MD 21638
  • Low Cost Resort hotel
  • 2 suites in hotel
~19.69 Miles from Chestertown
Image of Home2 Suites by Hilton AberdeenHome2 Suites by Hilton Aberdeen
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • 3 star Suburban property
  • Free complimentary breakfast
~20.61 Miles from Chestertown
Budget Inn of Aberdeen - Aberdeen
+1-800-997-5149Check Rates
1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • 2 star Downtown property
  • 25 rooms in hotel
~20.62 Miles from Chestertown
Wingate by Wyhdham : 1326 Policy Dr.
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • Affordable Suburban property
  • Fitness center on property
~20.98 Miles from Chestertown
Photo of Sleep Inn & SuitesSleep Inn & Suites in Edgewood
+1-800-997-5148Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Review Score
  • Economy Suburban property
  • 3 floors in property
~21.07 Miles from Chestertown
Motel 6 Edgewood - Edgewood
+1-800-997-5149Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Read Reviews
  • Cheap Highway property
  • 22 suites in hotel
~21.11 Miles from Chestertown
Ramada Conference Center in Edgewood
+1-800-230-4134Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Guest Reviews
  • Two star Suburban property
  • Free complimentary breakfast
~21.20 Miles from Chestertown
Candlewood Suites Bel Air
+1-800-997-5148Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015
  • 4.0/5, Very Good Guest Reviews
  • Low priced Suburban property
  • 95 suites in hotel
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air
+1-800-997-5149Check Rates
1361 James Way, Bel Air, MD 21015~21.23 Miles from Chestertown
Holiday Inn Express
+1-800-230-4134Check Rates
2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Reviews
  • Mid-scale Suburban hotel
  • Hotel has 6 suites
~21.23 Miles from Chestertown
Image of Comfort Inn & Suites Aberdeen Proving Grounds AreaComfort Inn & Suites Aberdeen Proving Grounds Area
+1-800-997-5148Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040
  • 4.5/5, Very Good Latest Reviews
  • Low Cost Suburban property
  • Check in: 3:00 PM
~21.27 Miles from Chestertown
Homewood Suites by Hilton in Bel Air
+1-800-997-5149Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Hotel Reviews
  • Midscale Suburban hotel
  • 92 rooms in property
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen : 1420 Handlir Dr.
+1-800-230-4134Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Recent Reviews
  • Affordable Highway hotel
  • 3 floors in hotel
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95
+1-800-997-5148Check Rates
1435 Handlir Dr., Bel Air, MD 21015
  • 4.5/5, Very Good Read Reviews
  • Midscale Rural hotel
  • 81 rooms in hotel
~21.31 Miles from Chestertown

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