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


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Chestertown Hotels/Motels & Accommodations

Driftwood Inn - Chestertown
+1-800-230-4134
$45+

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

160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Reviews
  • 3 star Rural hotel
  • Hotel has 53 suites
Exterior of Holiday Inn Express & SuitesHoliday Inn Express & Suites - Chestertown
+1-800-997-5149
$87+

150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Recent Reviews
  • 3 star Suburban property
  • 3 floors in property
Photo of Holiday Inn Express Kent Island / Annapolis EastHoliday Inn Express Kent Island / Annapolis East - Grasonville
+1-800-230-4134
$80+

1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Read Reviews
  • Three Star Rural property
  • Hotel has 3 floors
~18.94 Miles from Chestertown
Image of Best Western Kent Narrows InnBest Western Kent Narrows Inn - Grasonville
+1-800-997-5148
$75+

3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Reviews
  • Inexpensive Resort property
  • Check in: 3:00 PM
~19.10 Miles from Chestertown
Image of Hilton Garden Inn Kent IslandHilton Garden Inn Kent Island
+1-800-997-5149
$164+

3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Recent Reviews
  • 3-star Riverfront hotel
  • 4 meeting rooms in hotel
~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 hotel
  • 2 floors in property
~19.69 Miles from Chestertown
Image 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 hotel
  • 5 floors in hotel
~20.61 Miles from Chestertown
Budget Inn of Aberdeen
+1-800-997-5149
$64+

1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Low priced Downtown hotel
  • 4 suites in property
~20.62 Miles from Chestertown
Wingate by Wyhdham : 1326 Policy Dr.
+1-800-230-4134
$75+

1326 Policy Dr., Belcamp, MD 21017
  • Mid-scale Suburban hotel
  • 107 sleeping rooms in hotel
~20.98 Miles from Chestertown
Exterior of Sleep Inn & SuitesSleep Inn & Suites
+1-800-997-5148
$65+

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

1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Hotel Reviews
  • 2 star Highway hotel
  • Check-in time: 3:00PM
~21.11 Miles from Chestertown
Ramada Conference Center : 1700 Van Bibber Rd.
+1-800-230-4134
$59+

1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Review Score
  • Low priced Suburban property
  • Hotel has 4 meeting rooms
~21.20 Miles from Chestertown
Photo of Candlewood Suites Bel AirCandlewood Suites Bel Air in Bel Air
+1-800-997-5148
$70+

4216 Philadelphia Rd., Bel Air, MD 21015 Website
  • 4.0/5, Very Good Recent Reviews
  • Two star Suburban hotel
  • Hotel has 95 suites
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air
+1-800-997-5149
$104+

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

2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Guest Reviews
  • Three Star Suburban hotel
  • 3 floors in hotel
~21.23 Miles from Chestertown
Image 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
  • 4.5/5, Very Good Latest Reviews
  • Inexpensive Suburban hotel
  • 20 suites in property
~21.27 Miles from Chestertown
Homewood Suites by Hilton in Bel Air
+1-800-997-5149
$129+

4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Read Reviews
  • Midscale Suburban hotel
  • Hotel has 92 suites
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen : 1420 Handlir Dr.
+1-800-230-4134
$99+

1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Recent Reviews
  • 3 star Highway hotel
  • Complimentary breakfast is offered
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 in Bel Air
+1-800-997-5148
$80+

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

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