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 in Chestertown
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Cheap Riverfront hotel
  • Hotel has 3 suites
Comfort Suites
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Latest Reviews
  • Affordable Rural hotel
  • 53 rooms in property
Image of Holiday Inn Express & Suites Holiday Inn Express & Suites
+1-800-997-5149Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Latest Reviews
  • Mid-scale Suburban property
  • Gym / Fitness Center Available
Photo of Holiday Inn Express Kent Island / Annapolis East Holiday Inn Express Kent Island / Annapolis East
+1-800-230-4134Check Rates
1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Review Score
  • 3-star Rural hotel
  • Hotel has 3 floors
~18.94 Miles from Chestertown
Exterior of Best Western Kent Narrows Inn Best Western Kent Narrows Inn
+1-800-997-5148Check Rates
3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Hotel Reviews
  • 3 star Resort hotel
  • 3 suites in hotel
~19.10 Miles from Chestertown
Exterior of Hilton Garden Inn Kent Island Hilton Garden Inn Kent Island
+1-800-997-5149Check Rates
3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Review Score
  • Affordable Riverfront hotel
  • Gym is available on property
~19.11 Miles from Chestertown
Photo of Sleep Inn Grasonville Md. Sleep Inn Grasonville Md. - Grasonville
+1-800-230-4134Check Rates
101 V.f.w Ave., Grasonville, MD 21638
  • Cheap Resort property
  • 2 suites in hotel
~19.69 Miles from Chestertown
Image of Home2 Suites by Hilton Aberdeen Home2 Suites by Hilton Aberdeen
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • Affordable Suburban hotel
  • 107 sleeping rooms in hotel
~20.61 Miles from Chestertown
Budget Inn of Aberdeen
+1-800-997-5149Check Rates
1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Two star Downtown hotel
  • Check-in: 12.00
~20.62 Miles from Chestertown
Wingate by Wyhdham
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • Three Star Suburban property
  • Hotel has 3 meeting rooms
~20.98 Miles from Chestertown
Photo of Sleep Inn & Suites Sleep Inn & Suites - Edgewood
+1-800-997-5148Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Reviews
  • 2-star Suburban hotel
  • 3 floors in property
~21.07 Miles from Chestertown
Motel 6 Edgewood
+1-800-997-5149Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Read Reviews
  • Cheap Highway hotel
  • Hotel has 134 rooms
~21.11 Miles from Chestertown
Ramada Conference Center - Edgewood
+1-800-230-4134Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Hotel Reviews
  • 2 star Suburban property
  • Check in time: 3:00pm
~21.20 Miles from Chestertown
Photo of Candlewood Suites Bel Air Candlewood Suites Bel Air
+1-800-997-5148Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015 Website
  • 4.0/5, Very Good Read Reviews
  • 2 star Suburban property
  • 95 rooms in hotel
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air
+1-800-997-5149Check Rates
1361 James Way, Bel Air, MD 21015 ~21.23 Miles from Chestertown
Holiday Inn Express
+1-800-230-4134Check Rates
2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Read Reviews
  • 3-star Suburban hotel
  • Free comp. breakfast
~21.23 Miles from Chestertown
Image of Comfort Inn & Suites Aberdeen Proving Grounds Area Comfort Inn & Suites Aberdeen Proving Grounds Area
+1-800-997-5148Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040
  • 4.5/5, Very Good Recent Reviews
  • Low-priced Suburban property
  • Fitness center on property
~21.27 Miles from Chestertown
Homewood Suites by Hilton : 4170 Philadelphia Rd.
+1-800-997-5149Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Reviews
  • Mid-scale Suburban hotel
  • 92 suites in property
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen - Bel Air
+1-800-230-4134Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Read Reviews
  • Mid-scale Highway property
  • Hotel has 119 rooms
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 : 1435 Handlir Dr.
+1-800-997-5148Check Rates
1435 Handlir Dr., Bel Air, MD 21015
  • 4.5/5, Very Good Recent Reviews
  • Affordable Rural hotel
  • 3 floors in hotel
~21.31 Miles from Chestertown

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