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 : 609 Washington Ave.
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Low priced Riverfront property
  • Check-in: 2:00pm
Comfort Suites
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Read Reviews
  • Three Star Rural hotel
  • Check in: 3:00pm
Photo 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 Guest Reviews
  • 3 star Suburban hotel
  • 81 sleeping rooms in hotel
Image of Holiday Inn Express Kent Island / Annapolis East Holiday Inn Express Kent Island / Annapolis East - Grasonville
+1-800-230-4134Check Rates
1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Review Score
  • Mid-scale Rural property
  • Hotel has 3 floors
~18.94 Miles from Chestertown
Photo 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 Reviews
  • Affordable Resort property
  • Check in: 3:00 PM
~19.10 Miles from Chestertown
Image of Hilton Garden Inn Kent Island Hilton Garden Inn Kent Island - Grasonville
+1-800-997-5149Check Rates
3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Recent Reviews
  • Three Star Riverfront hotel
  • Check-in: 03:00PM
~19.11 Miles from Chestertown
Image of Sleep Inn Grasonville Md. Sleep Inn Grasonville Md. in Grasonville
+1-800-230-4134Check Rates
101 V.f.w Ave., Grasonville, MD 21638
  • Economy Resort property
  • Hotel has 2 suites
~19.69 Miles from Chestertown
Photo of Home2 Suites by Hilton Aberdeen Home2 Suites by Hilton Aberdeen in Aberdeen
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • 3 star Suburban property
  • Free breakfast
~20.61 Miles from Chestertown
Budget Inn of Aberdeen in Aberdeen
+1-800-997-5149Check Rates
1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Economy Downtown property
~20.62 Miles from Chestertown
Wingate by Wyhdham - Belcamp
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • 3 star Suburban hotel
  • 3 meeting rooms in hotel
~20.98 Miles from Chestertown
Exterior of Sleep Inn & Suites Sleep Inn & Suites : 1807 Edgewood Rd.
+1-800-997-5148Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Guest Reviews
  • Economical Suburban hotel
  • 84 rooms in hotel
~21.07 Miles from Chestertown
Motel 6 Edgewood
+1-800-997-5149Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Reviews
  • Economy Highway property
  • 2 meeting rooms in property
~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 Latest Reviews
  • Economical Suburban property
  • 152 rooms in hotel
~21.20 Miles from Chestertown
Image of Candlewood Suites Bel Air Candlewood Suites Bel Air : 4216 Philadelphia Rd.
+1-800-997-5148Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015 Website
  • 4.0/5, Very Good Latest Reviews
  • Two-star Suburban hotel
  • Hotel has 3 floors
~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
  • Gym / Fitness Center Available
~21.23 Miles from Chestertown
Exterior of Comfort Inn & Suites Aberdeen Proving Grounds Area Comfort Inn & Suites Aberdeen Proving Grounds Area : 2112a Emmorton Park Rd.
+1-800-997-5148Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040
  • 4.5/5, Very Good Latest Reviews
  • 2-star Suburban hotel
  • Hotel has 2 floors
~21.27 Miles from Chestertown
Homewood Suites by Hilton
+1-800-997-5149Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Review Score
  • Affordable Suburban property
  • 5 floors in property
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen
+1-800-230-4134Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Reviews
  • Mid-scale Highway property
  • 119 suites in hotel
~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 Read Reviews
  • Three Star Rural hotel
  • Check in: 3pm
~21.31 Miles from Chestertown

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