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 : 609 Washington Ave.
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Economy Riverfront property
  • Hotel has 3 suites
Comfort Suites
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Guest Reviews
  • Three Star Rural property
  • 3 floors in property
Exterior of Holiday Inn Express & SuitesHoliday Inn Express & Suites
+1-800-997-5149Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Read Reviews
  • Affordable Suburban property
  • Free comp. breakfast
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 Review Score
  • 3 star Rural property
  • 76 rooms in hotel
~18.94 Miles from Chestertown
Photo 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 Reviews
  • 3 star Resort property
  • 4 floors in property
~19.10 Miles from Chestertown
Photo of Hilton Garden Inn Kent IslandHilton Garden Inn Kent Island in Grasonville
+1-800-997-5149Check Rates
3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Latest Reviews
  • 3-star Riverfront property
  • 4 meeting rooms 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
  • Two star Resort hotel
  • Check-in: 3:00 PM
~19.69 Miles from Chestertown
Exterior of Home2 Suites by Hilton AberdeenHome2 Suites by Hilton Aberdeen - Aberdeen
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • Mid-scale Suburban hotel
  • Gym / Fitness Center Available
~20.61 Miles from Chestertown
Budget Inn of Aberdeen : 1112 South Philadelphia Blvd.
+1-800-997-5149Check Rates
1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Cheap Downtown property
  • 25 rooms in hotel
~20.62 Miles from Chestertown
Wingate by Wyhdham - Belcamp
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • Mid-scale Suburban hotel
  • 107 rooms in hotel
~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 Read Reviews
  • Economy Suburban hotel
  • Gym is available on property
~21.07 Miles from Chestertown
Motel 6 Edgewood
+1-800-997-5149Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Read Reviews
  • Low Cost Highway property
  • 134 rooms in property
~21.11 Miles from Chestertown
Ramada Conference Center
+1-800-230-4134Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Read Reviews
  • Low-priced Suburban hotel
  • 3 suites in hotel
~21.20 Miles from Chestertown
Candlewood Suites Bel Air in Bel Air
+1-800-997-5148Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015
  • 4.0/5, Very Good Recent Reviews
  • 2-star Suburban hotel
  • Hotel has 95 rooms
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air : 1361 James Way
+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 Review Score
  • Midscale Suburban property
  • Free comp. breakfast
~21.23 Miles from Chestertown
Photo 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 Hotel Reviews
  • Low priced Suburban property
  • 104 sleeping rooms in hotel
~21.27 Miles from Chestertown
Homewood Suites by Hilton - Bel Air
+1-800-997-5149Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Latest Reviews
  • Affordable Suburban property
  • Comp. Breakfast
~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 Recent Reviews
  • Midscale Highway property
  • Hotel has 119 suites
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 - Bel Air
+1-800-997-5148Check Rates
1435 Handlir Dr., Bel Air, MD 21015
  • 4.5/5, Very Good Guest Reviews
  • Mid-scale Rural property
  • Free complimentary breakfast
~21.31 Miles from Chestertown

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