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
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Low-priced Riverfront hotel
  • Check in time: 2:00pm
Comfort Suites - Chestertown
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Read Reviews
  • Three Star Rural hotel
  • 3 floors in property
Image of Holiday Inn Express & SuitesHoliday Inn Express & Suites - Chestertown
+1-800-997-5149Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Read Reviews
  • Mid-scale Suburban property
  • Free breakfast available
Exterior of Holiday Inn Express Kent Island / Annapolis EastHoliday Inn Express Kent Island / Annapolis East : 1020 Kent Narrows Rd.
+1-800-230-4134Check Rates
1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Latest Reviews
  • Affordable Rural property
  • Free complimentary breakfast
~18.94 Miles from Chestertown
Image of Best Western Kent Narrows InnBest Western Kent Narrows Inn : 3101 Main St.
+1-800-997-5148Check Rates
3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Read Reviews
  • 3 star Resort hotel
  • 4 floors 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 Hotel Reviews
  • Affordable Riverfront hotel
  • 4 meeting rooms in hotel
~19.11 Miles from Chestertown
Image 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
  • Hotel has 2 suites
~19.69 Miles from Chestertown
Exterior of Home2 Suites by Hilton AberdeenHome2 Suites by Hilton Aberdeen
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • Affordable Suburban property
  • Hotel has 5 floors
~20.61 Miles from Chestertown
Budget Inn of Aberdeen in Aberdeen
+1-800-997-5149Check Rates
1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Economical Downtown property
  • 25 rooms in hotel
~20.62 Miles from Chestertown
Wingate by Wyhdham
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • Affordable Suburban hotel
  • 107 rooms in hotel
~20.98 Miles from Chestertown
Image of Sleep Inn & SuitesSleep Inn & Suites
+1-800-997-5148Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Hotel Reviews
  • Economy Suburban hotel
  • 3 floors in hotel
~21.07 Miles from Chestertown
Motel 6 Edgewood - Edgewood
+1-800-997-5149Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Hotel Reviews
  • Two star Highway hotel
  • 22 suites in property
~21.11 Miles from Chestertown
Exterior of Candlewood Suites Bel AirCandlewood Suites Bel Air in Bel Air
+1-800-230-4134Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015 Website
  • 4.0/5, Very Good Recent Reviews
  • 2-star Suburban property
  • Check-in time: 3:00
~21.20 Miles from Chestertown
Ramada Conference Center
+1-800-997-5148Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Guest Reviews
  • Low priced Suburban property
  • 3 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 in Edgewood
+1-800-230-4134Check Rates
2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Hotel Reviews
  • Midscale Suburban property
  • Free comp. breakfast
~21.23 Miles from Chestertown
Exterior 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
  • 2-star Suburban property
  • Free comp. breakfast
~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 Review Score
  • Midscale Suburban hotel
  • Check-in time: 3:00pm
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen - Bel Air
+1-800-230-4134Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Latest Reviews
  • 3 star Highway property
  • 119 suites in property
~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 Guest Reviews
  • Affordable Rural property
  • 26 suites in property
~21.31 Miles from Chestertown

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