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

609 Washington Ave., Chestertown, MD 21620
  • 2 star Riverfront hotel
  • 27 rooms in hotel
Comfort Suites
+1-800-997-5148
$75+

160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Guest Reviews
  • Affordable Rural property
  • Hotel has 53 suites
Image 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 Review Score
  • Midscale Suburban property
  • Access to gym on-site
Exterior 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 21638~18.94 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
  • Economy Resort property
  • Access to gym on-site
~19.10 Miles from Chestertown
Exterior 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 property
  • Hotel has 30 suites
~19.11 Miles from Chestertown
Photo of Sleep Inn Grasonville Md.Sleep Inn Grasonville Md.
+1-800-230-4134
$75+

101 V.f.w Ave., Grasonville, MD 21638
  • Economy Resort property
  • Check in time: 3:00 PM
~19.69 Miles from Chestertown
Exterior of Home2 Suites by Hilton AberdeenHome2 Suites by Hilton Aberdeen
+1-800-997-5148
$94+

20 Newton Rd., Aberdeen, MD 21001
  • Midscale Suburban hotel
  • Comp. Breakfast
~20.61 Miles from Chestertown
Budget Inn of Aberdeen in Aberdeen
+1-800-997-5149
$64+

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

1326 Policy Dr., Belcamp, MD 21017
  • 3 star Suburban property
  • 3 meeting rooms in hotel
~20.98 Miles from Chestertown
Exterior of Sleep Inn & SuitesSleep Inn & Suites - Edgewood
+1-800-997-5148
$65+

1807 Edgewood Rd., Edgewood, MD 21040
  • 3.5/5, Average Recent Reviews
  • Low Cost Suburban hotel
  • 16 suites in property
~21.07 Miles from Chestertown
Motel 6 Edgewood - Edgewood
+1-800-997-5149
$43+

1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Review Score
  • Cheap Highway hotel
  • Hotel has 22 suites
~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 Latest Reviews
  • Two-star Suburban hotel
  • 4 meeting rooms in hotel
~21.20 Miles from Chestertown
Image of Candlewood Suites Bel AirCandlewood Suites Bel Air
+1-800-997-5148
$70+

4216 Philadelphia Rd., Bel Air, MD 21015 Website
  • 4.0/5, Very Good Review Score
  • 2 star Suburban property
  • 3 floors in hotel
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air in 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 Reviews
  • Three Star Suburban property
  • Hotel has 3 floors
~21.23 Miles from Chestertown
Photo 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 Hotel Reviews
  • 2-star Suburban hotel
  • Fitness / Gym is on-site
~21.27 Miles from Chestertown
Homewood Suites by Hilton : 4170 Philadelphia Rd.
+1-800-997-5149
$129+

4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Recent Reviews
  • Midscale Suburban property
  • 92 rooms in hotel
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen - Bel Air
+1-800-230-4134
$99+

1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Recent Reviews
  • Mid-scale Highway hotel
  • Check in: 3:00pm
~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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