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

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

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

150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Reviews
  • Affordable Suburban hotel
  • Check in: 3:00pm
Exterior 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 Reviews
  • 3-star Rural hotel
  • Free comp. breakfast
~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 Read Reviews
  • Low priced Resort hotel
  • 3 suites in property
~19.10 Miles from Chestertown
Image of Hilton Garden Inn Kent Island Hilton Garden Inn Kent Island
+1-800-997-5149
$164+

3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Reviews
  • Three Star Riverfront hotel
  • 30 suites in hotel
~19.11 Miles from Chestertown
Image of Sleep Inn Grasonville Md. Sleep Inn Grasonville Md. - 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
Image of Home2 Suites by Hilton Aberdeen Home2 Suites by Hilton Aberdeen - Aberdeen
+1-800-997-5148
$94+

20 Newton Rd., Aberdeen, MD 21001
  • Mid-scale Suburban hotel
  • Complimentary breakfast is offered
~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 property
  • 3 floors in hotel
~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
  • Two-star Suburban hotel
  • Gym is available on property
~21.07 Miles from Chestertown
Motel 6 Edgewood in Edgewood
+1-800-997-5149
$43+

1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Latest Reviews
  • Low priced Highway property
  • 2 conference rooms in 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 Review Score
  • Inexpensive Suburban property
  • 2 floors in property
~21.20 Miles from Chestertown
Photo of Candlewood Suites Bel Air Candlewood Suites Bel Air : 4216 Philadelphia Rd.
+1-800-997-5148
$70+

4216 Philadelphia Rd., Bel Air, MD 21015 Website
  • 4.0/5, Very Good Review Score
  • Cheap Suburban property
  • Fitness + Health Center
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air : 1361 James Way
+1-800-997-5149
$104+

1361 James Way, Bel Air, MD 21015
  • 3.5/5, Average Reviews
  • 2 star hotel
~21.23 Miles from Chestertown
Holiday Inn Express : 2118 Emmorton Park Rd.
+1-800-230-4134
$119+

2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Hotel Reviews
  • Mid-scale Suburban property
  • 3 floors in hotel
~21.23 Miles from Chestertown
Image of Comfort Inn & Suites Aberdeen Proving Grounds Area Comfort Inn & Suites Aberdeen Proving Grounds Area in Edgewood
+1-800-997-5148
$60+

2112a Emmorton Park Rd., Edgewood, MD 21040
  • 4.5/5, Very Good Latest Reviews
  • Economical Suburban hotel
  • Check in time: 3:00 PM
~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 Reviews
  • Midscale Suburban property
  • Check-in time: 3:00pm
~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 Review Score
  • Mid-scale Highway property
  • Hotel has 119 suites
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 in Bel Air
+1-800-997-5148
$75+

1435 Handlir Dr., Bel Air, MD 21015
  • 4.5/5, Very Good Read Reviews
  • Mid-scale Rural hotel
  • 26 suites in hotel
~21.31 Miles from Chestertown

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