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
  • Low priced Riverfront hotel
  • Check in: 2:00pm
Comfort Suites
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Review Score
  • Midscale Rural hotel
  • 53 suites in hotel
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 Recent Reviews
  • 3-star Suburban property
  • 20 suites in hotel
Exterior 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 Recent Reviews
  • Three Star Rural hotel
  • Hotel has 76 rooms
~18.94 Miles from Chestertown
Photo of Best Western Kent Narrows Inn Best Western Kent Narrows Inn : 3101 Main St.
+1-800-997-5148Check Rates
3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Guest Reviews
  • Midscale Resort hotel
  • Hotel has 92 rooms
~19.10 Miles from Chestertown
Exterior 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 Review Score
  • Midscale Riverfront hotel
  • Access to gym on-site
~19.11 Miles from Chestertown
Photo of Sleep Inn Grasonville Md. Sleep Inn Grasonville Md.
+1-800-230-4134Check Rates
101 V.f.w Ave., Grasonville, MD 21638
  • Cheap Resort hotel
  • Free breakfast
~19.69 Miles from Chestertown
Exterior of Brand New Home2 Suites by Hilton Aberdeen Brand New Home2 Suites by Hilton Aberdeen : 20 Newton Rd.
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • 3 star Suburban hotel
  • Fitness center on property
~20.61 Miles from Chestertown
Budget Inn of Aberdeen
+1-800-997-5149Check Rates
1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Economical Downtown property
  • Hotel has 25 rooms
~20.62 Miles from Chestertown
Wingate by Wyhdham
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • Three Star Suburban hotel
  • Fitness + Health Center
~20.98 Miles from Chestertown
Photo of Sleep Inn & Suites Sleep Inn & Suites
+1-800-997-5148Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Guest Reviews
  • Cheap Suburban hotel
  • Hotel has 84 rooms
~21.07 Miles from Chestertown
Motel 6 Edgewood in Edgewood
+1-800-997-5149Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Reviews
  • Economical Highway hotel
  • Fitness center on property
~21.11 Miles from Chestertown
Ramada Conference Center in Edgewood
+1-800-230-4134Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Latest Reviews
  • Cheap Suburban property
  • 3 suites in property
~21.20 Miles from Chestertown
Candlewood Suites Bel Air - Bel Air
+1-800-997-5148Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015
  • 4.0/5, Very Good Hotel Reviews
  • Economical Suburban property
  • Gym / Fitness Center Available
~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 - Edgewood
+1-800-230-4134Check Rates
2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Read Reviews
  • Three Star Suburban property
  • Gym is available on property
~21.23 Miles from Chestertown
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 Guest Reviews
  • Low Cost Suburban hotel
  • Gym is available on property
~21.27 Miles from Chestertown
Homewood Suites by Hilton in Bel Air
+1-800-997-5149Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Hotel Reviews
  • Mid-scale Suburban property
  • 5 floors in hotel
~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 Latest Reviews
  • 3 star Highway hotel
  • Fitness / Gym is on-site
~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 Guest Reviews
  • 3-star Rural property
  • Check in: 3pm
~21.31 Miles from Chestertown

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