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
+1-800-230-4134
$45+

609 Washington Ave., Chestertown, MD 21620
  • Economical Riverfront property
  • Check-in time: 2:00pm
Comfort Suites : 160 Scheeler Rd.
+1-800-997-5148
$75+

160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Hotel Reviews
  • Mid-scale Rural hotel
  • 53 rooms in property
Image of Holiday Inn Express & SuitesHoliday Inn Express & Suites : 150 Scheeler Rd.
+1-800-997-5149
$87+

150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Hotel Reviews
  • Three Star Suburban hotel
  • 81 rooms in hotel
Image of Holiday Inn Express Kent Island / Annapolis EastHoliday Inn Express Kent Island / Annapolis East : 1020 Kent Narrows Rd.
+1-800-230-4134
$80+

1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Latest Reviews
  • Midscale Rural property
  • 3 floors in property
~18.94 Miles from Chestertown
Photo of Best Western Kent Narrows InnBest Western Kent Narrows Inn
+1-800-997-5148
$75+

3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Hotel Reviews
  • Low Cost Resort property
  • 4 floors in hotel
~19.10 Miles from Chestertown
Image of Hilton Garden Inn Kent IslandHilton Garden Inn Kent Island
+1-800-997-5149
$109+

3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Review Score
  • 3 star Riverfront hotel
  • Gym is available on property
~19.11 Miles from Chestertown
Photo of Sleep Inn Grasonville Md.Sleep Inn Grasonville Md. in Grasonville
+1-800-230-4134
$75+

101 V.f.w Ave., Grasonville, MD 21638
  • Low priced Resort property
  • 2 suites in property
~19.69 Miles from Chestertown
Photo of Home2 Suites by Hilton AberdeenHome2 Suites by Hilton Aberdeen - Aberdeen
+1-800-997-5148
$94+

20 Newton Rd., Aberdeen, MD 21001
  • 3 star Suburban property
  • 5 floors in property
~20.61 Miles from Chestertown
Budget Inn of Aberdeen
+1-800-997-5149
$64+

1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Two-star Downtown hotel
  • 4 suites in property
~20.62 Miles from Chestertown
Wingate by Wyhdham
+1-800-230-4134
$75+

1326 Policy Dr., Belcamp, MD 21017
  • Three Star Suburban property
  • Access to gym on-site
~20.98 Miles from Chestertown
Exterior of Sleep Inn & SuitesSleep Inn & Suites : 1807 Edgewood Rd.
+1-800-997-5148
$65+

1807 Edgewood Rd., Edgewood, MD 21040
  • 3.5/5, Average Read Reviews
  • 2-star Suburban hotel
  • Free comp. breakfast
~21.07 Miles from Chestertown
Motel 6 Edgewood : 1709 Edgewood Rd.
+1-800-997-5149
$43+

1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Guest Reviews
  • Low Cost Highway property
  • Fitness + Health Center
~21.11 Miles from Chestertown
Ramada Conference Center
+1-800-230-4134
$59+

1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Review Score
  • Economy Suburban hotel
  • Fitness center on property
~21.20 Miles from Chestertown
Image of Candlewood Suites Bel AirCandlewood Suites Bel Air - Bel Air
+1-800-997-5148
$70+

4216 Philadelphia Rd., Bel Air, MD 21015 Website~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air - Bel Air
+1-800-997-5149
$104+

1361 James Way, Bel Air, MD 21015~21.23 Miles from Chestertown
Holiday Inn Express
+1-800-230-4134
$119+

2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Read Reviews
  • Mid-scale Suburban property
  • Complimentary breakfast is offered
~21.23 Miles from Chestertown
Exterior of Comfort Inn & Suites Aberdeen Proving Grounds AreaComfort Inn & Suites Aberdeen Proving Grounds Area
+1-800-997-5148
$62+

2112a Emmorton Park Rd., Edgewood, MD 21040~21.27 Miles from Chestertown
Homewood Suites by Hilton
+1-800-997-5149
$129+

4170 Philadelphia Rd., Bel Air, MD 21015~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen
+1-800-230-4134
$99+

1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Latest Reviews
  • 3 star Highway property
  • Gym / Fitness Center Available
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 : 1435 Handlir Dr.
+1-800-997-5148
$80+

1435 Handlir Dr., Bel Air, MD 21015~21.31 Miles from Chestertown

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