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 : 609 Washington Ave.
+1-800-230-4134
$45+

609 Washington Ave., Chestertown, MD 21620
  • Low-priced Riverfront property
  • Hotel has 27 rooms
Comfort Suites in Chestertown
+1-800-997-5148
$75+

160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Recent Reviews
  • Affordable Rural property
  • Free breakfast
Photo of Holiday Inn Express & Suites Holiday Inn Express & Suites - Chestertown
+1-800-997-5149
$87+

150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Hotel Reviews
  • Affordable Suburban hotel
  • Free comp. breakfast
Image of Holiday Inn Express Kent Island / Annapolis East Holiday Inn Express Kent Island / Annapolis East
+1-800-230-4134
$80+

1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Hotel Reviews
  • 3 star Rural property
  • 76 rooms in property
~18.94 Miles from Chestertown
Image of Best Western Kent Narrows Inn Best Western Kent Narrows Inn : 3101 Main St.
+1-800-997-5148
$75+

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

3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Reviews
  • Three Star Riverfront hotel
  • Hotel has 4 meeting rooms
~19.11 Miles from Chestertown
Photo of Sleep Inn Grasonville Md. Sleep Inn Grasonville Md. - Grasonville
+1-800-230-4134
$75+

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

20 Newton Rd., Aberdeen, MD 21001
  • 3 star Suburban hotel
  • Check in: 3:00PM
~20.61 Miles from Chestertown
Budget Inn of Aberdeen
+1-800-997-5149
$64+

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

1326 Policy Dr., Belcamp, MD 21017
  • Affordable Suburban hotel
  • Check-in: 3pm
~20.98 Miles from Chestertown
Image of Sleep Inn & Suites Sleep Inn & Suites - Edgewood
+1-800-997-5148
$65+

1807 Edgewood Rd., Edgewood, MD 21040
  • 3.5/5, Average Latest Reviews
  • Economy Suburban hotel
  • Check in: 11:00 am
~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
  • 2-star Highway hotel
  • Fitness center on property
~21.11 Miles from Chestertown
Ramada Conference Center - Edgewood
+1-800-230-4134
$59+

1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Latest Reviews
  • Low-priced Suburban hotel
  • Free comp. breakfast
~21.20 Miles from Chestertown
Image of Candlewood Suites Bel Air Candlewood 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
  • Cheap Suburban property
  • Hotel has 95 suites
~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 Guest Reviews
  • Affordable Suburban property
  • Hotel has 92 rooms
~21.23 Miles from Chestertown
Photo of Comfort Inn & Suites Aberdeen Proving Grounds Area Comfort Inn & Suites Aberdeen Proving Grounds Area
+1-800-997-5148
$60+

2112a Emmorton Park Rd., Edgewood, MD 21040
  • 4.5/5, Very Good Guest Reviews
  • 2 star Suburban hotel
  • Hotel has 2 floors
~21.27 Miles from Chestertown
Homewood Suites by Hilton
+1-800-997-5149
$129+

4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Read Reviews
  • Affordable Suburban property
  • Fitness / Gym is on-site
~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 Recent Reviews
  • 3 star Highway hotel
  • Free breakfast available
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95
+1-800-997-5148
$80+

1435 Handlir Dr., Bel Air, MD 21015
  • 4.5/5, Very Good Recent Reviews
  • 3 star Rural property
  • Comp. Breakfast
~21.31 Miles from Chestertown

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