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 property
  • Check-in: 2:00pm
Comfort Suites : 160 Scheeler Rd.
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Recent Reviews
  • Midscale Rural property
  • 3 floors in property
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 Read Reviews
  • Three Star Suburban hotel
  • Gym / Fitness Center Available
Photo 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 Reviews
  • Mid-scale Rural hotel
  • 76 sleeping rooms in hotel
~18.94 Miles from Chestertown
Image of Best Western Kent Narrows InnBest Western Kent Narrows Inn - Grasonville
+1-800-997-5148Check Rates
3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Latest Reviews
  • Mid-scale Resort property
  • Free complimentary breakfast
~19.10 Miles from Chestertown
Image 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 Recent Reviews
  • Affordable Riverfront hotel
  • Hotel has 90 rooms
~19.11 Miles from Chestertown
Exterior of Sleep Inn Grasonville Md.Sleep Inn Grasonville Md. in Grasonville
+1-800-230-4134Check Rates
101 V.f.w Ave., Grasonville, MD 21638
  • 2-star Resort hotel
  • Free breakfast
~19.69 Miles from Chestertown
Photo of Home2 Suites by Hilton AberdeenHome2 Suites by Hilton Aberdeen : 20 Newton Rd.
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • Midscale Suburban hotel
  • 107 suites in property
~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
  • Hotel has 25 rooms
~20.62 Miles from Chestertown
Wingate by Wyhdham - Belcamp
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • 3 star Suburban hotel
  • Free breakfast available
~20.98 Miles from Chestertown
Exterior of Sleep Inn & SuitesSleep Inn & Suites : 1807 Edgewood Rd.
+1-800-997-5148Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Reviews
  • 2-star Suburban hotel
  • Fitness / Gym is on-site
~21.07 Miles from Chestertown
Motel 6 Edgewood
+1-800-997-5149Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Reviews
  • 2-star Highway property
  • Fitness / Gym is on-site
~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
  • Inexpensive Suburban property
  • 152 sleeping rooms in hotel
~21.20 Miles from Chestertown
Image of Candlewood Suites Bel AirCandlewood Suites Bel Air
+1-800-997-5148Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015 Website
  • 4.0/5, Very Good Read Reviews
  • Low-priced Suburban property
  • Fitness center on property
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air in 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 Recent Reviews
  • Three Star Suburban hotel
  • Check-in: 3:00 pm
~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 Review Score
  • 2 star Suburban property
  • Check-in: 3:00 PM
~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 Guest Reviews
  • 3-star Suburban property
  • 92 rooms in property
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen in Bel Air
+1-800-230-4134Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Reviews
  • 3 star Highway hotel
  • Check in time: 3:00pm
~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 Hotel Reviews
  • Three Star Rural hotel
  • Free breakfast available
~21.31 Miles from Chestertown

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