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
  • Two-star Riverfront hotel
  • 3 suites in hotel
Comfort Suites
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Guest Reviews
  • Midscale Rural property
  • 53 rooms in hotel
Photo of Holiday Inn Express & SuitesHoliday Inn Express & Suites
+1-800-997-5149Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Review Score
  • Affordable Suburban property
  • 81 rooms in property
Photo of Holiday Inn Express Kent Island / Annapolis EastHoliday Inn Express Kent Island / Annapolis East - Grasonville
+1-800-230-4134Check Rates
1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Read Reviews
  • Affordable Rural hotel
  • Check in: 3:00pm
~18.94 Miles from Chestertown
Image of Best Western Kent Narrows InnBest Western Kent Narrows Inn in Grasonville
+1-800-997-5148Check Rates
3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Hotel Reviews
  • Mid-scale Resort hotel
  • Check in time: 3:00 PM
~19.10 Miles from Chestertown
Photo of Hilton Garden Inn Kent IslandHilton Garden Inn Kent Island - Grasonville
+1-800-997-5149Check Rates
3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Hotel Reviews
  • 3 star Riverfront hotel
  • 4 meeting rooms in property
~19.11 Miles from Chestertown
Photo of Sleep Inn Grasonville Md.Sleep Inn Grasonville Md. in Grasonville
+1-800-230-4134Check Rates
101 V.f.w Ave., Grasonville, MD 21638
  • Low priced Resort hotel
  • Free breakfast available
~19.69 Miles from Chestertown
Exterior of Home2 Suites by Hilton AberdeenHome2 Suites by Hilton Aberdeen
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • 3-star Suburban hotel
  • Access to gym on-site
~20.61 Miles from Chestertown
Budget Inn of Aberdeen - Aberdeen
+1-800-997-5149Check Rates
1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Economy Downtown hotel
  • Hotel has 4 suites
~20.62 Miles from Chestertown
Wingate by Wyhdham : 1326 Policy Dr.
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • Midscale Suburban property
  • 3 meeting rooms in property
~20.98 Miles from Chestertown
Photo of Sleep Inn & SuitesSleep Inn & Suites - Edgewood
+1-800-997-5148Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Read Reviews
  • 2-star Suburban property
  • 16 suites in property
~21.07 Miles from Chestertown
Motel 6 Edgewood in Edgewood
+1-800-997-5149Check Rates
1709 Edgewood Rd., Edgewood, MD 21040~21.11 Miles from Chestertown
Ramada Conference Center
+1-800-230-4134Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Recent Reviews
  • Low Cost Suburban hotel
  • Gym / Fitness Center Available
~21.20 Miles from Chestertown
Candlewood Suites Bel Air in Bel Air
+1-800-997-5148Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015
  • 4.0/5, Very Good Guest Reviews
  • Low priced Suburban hotel
  • Hotel has 95 suites
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air : 1361 James Way
+1-800-997-5149Check Rates
1361 James Way, Bel Air, MD 21015
  • 3.5/5, Average Reviews
  • Low priced property
~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 Reviews
  • 3-star Suburban property
  • Hotel has 6 suites
~21.23 Miles from Chestertown
Exterior of Comfort Inn & Suites Aberdeen Proving Grounds AreaComfort Inn & Suites Aberdeen Proving Grounds Area
+1-800-997-5148Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040
  • 4.5/5, Very Good Reviews
  • Inexpensive Suburban hotel
  • Free breakfast
~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 Read Reviews
  • Affordable Suburban hotel
  • Check-in: 3:00pm
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen : 1420 Handlir Dr.
+1-800-230-4134Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Read Reviews
  • 3 star Highway hotel
  • Gym is available on property
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 - Bel Air
+1-800-997-5148Check Rates
1435 Handlir Dr., Bel Air, MD 21015
  • 4.5/5, Very Good Recent Reviews
  • Three Star Rural property
  • 26 suites in property
~21.31 Miles from Chestertown

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