HOTELS in Chestertown (Maryland) Area

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 & Accommodations

Driftwood Inn in Chestertown
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Economical Riverfront hotel
  • 27 rooms in property
Comfort Suites
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Reviews
  • 3-star Rural hotel
  • Check in: 3:00pm
Exterior of Holiday Inn Express & Suites Holiday Inn Express & Suites in Chestertown
+1-800-997-5149Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Recent Reviews
  • 3 star Suburban property
  • Hotel has 81 rooms
Photo of Holiday Inn Express Kent Island / Annapolis East Holiday Inn Express Kent Island / Annapolis East : 1020 Kent Narrows Rd.
+1-800-230-4134Check Rates
1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Hotel Reviews
  • 3 star Rural property
  • Free complimentary breakfast
~18.94 Miles from Chestertown
Image of Best Western Kent Narrows Inn Best Western Kent Narrows Inn - Grasonville
+1-800-997-5148Check Rates
3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Latest Reviews
  • Mid-scale Resort property
  • 92 sleeping rooms in hotel
~19.10 Miles from Chestertown
Image of Hilton Garden Inn Kent Island Hilton Garden Inn Kent Island : 3206 Main St.
+1-800-997-5149Check Rates
3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Latest Reviews
  • 3 star Riverfront hotel
  • 90 rooms in property
~19.11 Miles from Chestertown
Image of Sleep Inn Grasonville Md. Sleep Inn Grasonville Md. : 101 V.f.w Ave.
+1-800-230-4134Check Rates
101 V.f.w Ave., Grasonville, MD 21638
  • Low-priced Resort hotel
  • Hotel has 2 suites
~19.69 Miles from Chestertown
Image of Brand New Home2 Suites by Hilton Aberdeen Brand New Home2 Suites by Hilton Aberdeen - Aberdeen
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • 3 star Suburban property
  • 107 suites in hotel
~20.61 Miles from Chestertown
Exterior of Wingate by Wyndham Belcamp Aberdeen Wingate by Wyndham Belcamp Aberdeen : 1326 Policy Dr.
+1-800-997-5149Check Rates
1326 Policy Dr., Belcamp, MD 21017 Website
  • 4.0/5, Very Good Reviews
  • Mid-scale Suburban property
  • 107 rooms in hotel
~20.97 Miles from Chestertown
Photo of Sleep Inn & Suites Sleep Inn & Suites in Edgewood
+1-800-230-4134Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Recent Reviews
  • Economy Suburban property
  • Gym is available on property
~21.07 Miles from Chestertown
Motel 6 Edgewood
+1-800-997-5148Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Review Score
  • Two star Highway hotel
  • 2 floors in property
~21.11 Miles from Chestertown
Ramada Conference Center in Edgewood
+1-800-997-5149Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Review Score
  • 2-star Suburban hotel
  • Complimentary breakfast is offered
~21.20 Miles from Chestertown
Candlewood Suites Bel Air - Bel Air
+1-800-230-4134Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015 ~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air : 1361 James Way
+1-800-997-5148Check Rates
1361 James Way, Bel Air, MD 21015 ~21.23 Miles from Chestertown
Holiday Inn Express - Edgewood
+1-800-997-5149Check Rates
2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Latest Reviews
  • Midscale Suburban hotel
  • Gym is available on property
~21.23 Miles from Chestertown
Exterior of Comfort Inn & Suites Aberdeen Proving Grounds Area Comfort Inn & Suites Aberdeen Proving Grounds Area - Edgewood
+1-800-230-4134Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040 Website
  • 4.5/5, Very Good Reviews
  • Inexpensive Suburban property
  • Check-in time: 3:00 PM
~21.27 Miles from Chestertown
Homewood Suites by Hilton
+1-800-997-5148Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Recent Reviews
  • 3 star Suburban hotel
  • 5 floors in hotel
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen in Bel Air
+1-800-997-5149Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 3.5/5, Average Reviews
  • Three Star Highway property
  • Free breakfast
~21.29 Miles from Chestertown
Hampton Inn - Edgewood
+1-800-230-4134Check Rates
2112 Emmorton Park Rd., Edgewood, MD 21040
  • Low-priced Suburban hotel
  • Check-in: 3:00 PM
~21.30 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95
+1-800-997-5148Check Rates
1435 Handlir Dr., Bel Air, MD 21015
  • 4.5/5, Very Good Review Score
  • Affordable Rural property
  • Free comp. breakfast
~21.31 Miles from Chestertown

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