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
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Low priced Riverfront hotel
  • Check-in time: 2:00pm
Comfort Suites in Chestertown
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Review Score
  • Affordable Rural property
  • Free breakfast
Exterior 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 hotel
  • Fitness + Health Center
Photo 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 Read Reviews
  • Midscale Rural property
  • Free breakfast available
~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 Latest Reviews
  • Three Star Resort property
  • Access to gym on-site
~19.10 Miles from Chestertown
Photo 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 Review Score
  • Midscale Riverfront property
  • Hotel has 5 floors
~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
  • Economy Resort property
  • 59 rooms in hotel
~19.69 Miles from Chestertown
Exterior 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 hotel
  • Hotel has 5 floors
~20.61 Miles from Chestertown
Budget Inn of Aberdeen : 1112 South Philadelphia Blvd.
+1-800-997-5149Check Rates
1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Two star Downtown hotel
  • 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
  • Check in time: 3pm
~20.98 Miles from Chestertown
Exterior 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
  • Two star Suburban hotel
  • 16 suites in property
~21.07 Miles from Chestertown
Motel 6 Edgewood : 1709 Edgewood Rd.
+1-800-997-5149Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Read Reviews
  • Low-priced Highway property
  • 2 floors in property
~21.11 Miles from Chestertown
Ramada Conference Center
+1-800-230-4134Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Guest Reviews
  • Cheap Suburban property
  • Hotel has 4 meeting rooms
~21.20 Miles from Chestertown
Image 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 Latest Reviews
  • 2 star Suburban hotel
  • Hotel has 3 floors
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air in 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 Reviews
  • 3-star Suburban hotel
  • Check-in time: 3:00 pm
~21.23 Miles from Chestertown
Exterior of Comfort Inn & Suites Aberdeen Proving Grounds Area Comfort Inn & Suites Aberdeen Proving Grounds Area - Edgewood
+1-800-997-5148Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040
  • 4.5/5, Very Good Guest Reviews
  • Economical Suburban hotel
  • Hotel has 104 rooms
~21.27 Miles from Chestertown
Homewood Suites by Hilton - Bel Air
+1-800-997-5149Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Guest Reviews
  • Mid-scale Suburban hotel
  • Hotel has 92 suites
~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
  • Mid-scale Highway hotel
  • 3 floors in property
~21.29 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
  • Hotel has 81 rooms
~21.31 Miles from Chestertown

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