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
  • Cheap Riverfront hotel
  • 27 rooms in hotel
Comfort Suites - Chestertown
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Review Score
  • 3 star Rural hotel
  • Hotel has 3 floors
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 Reviews
  • Affordable Suburban hotel
  • 3 floors in hotel
Image 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 Guest Reviews
  • 3 star Rural property
  • 76 rooms in property
~18.94 Miles from Chestertown
Exterior 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 Recent Reviews
  • Three Star Resort hotel
  • Comp. Breakfast
~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 Hotel Reviews
  • Mid-scale Riverfront property
  • 30 suites in property
~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
  • 2 star Resort hotel
  • 2 floors in hotel
~19.69 Miles from Chestertown
Exterior of Brand New Home2 Suites by Hilton Aberdeen Brand New Home2 Suites by Hilton Aberdeen
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • Mid-scale Suburban hotel
  • Gym is available on property
~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
  • Cheap Downtown hotel
  • Hotel has 4 suites
~20.62 Miles from Chestertown
Wingate by Wyhdham
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • 3 star Suburban hotel
  • Gym is available on property
~20.98 Miles from Chestertown
Photo of Sleep Inn & Suites Sleep Inn & Suites in Edgewood
+1-800-997-5148Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Recent Reviews
  • Two-star Suburban property
  • Check-in time: 11:00 am
~21.07 Miles from Chestertown
Motel 6 Edgewood
+1-800-997-5149Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Review Score
  • Inexpensive Highway property
  • Gym is available on 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 Reviews
  • Inexpensive Suburban property
  • 4 meeting rooms in property
~21.20 Miles from Chestertown
Candlewood Suites Bel Air
+1-800-997-5148Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015
  • 4.0/5, Very Good Recent Reviews
  • Inexpensive Suburban hotel
  • Hotel has 3 floors
~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 ~21.23 Miles from Chestertown
Holiday Inn Express in Edgewood
+1-800-230-4134Check Rates
2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Reviews
  • 3 star Suburban hotel
  • 3 floors in hotel
~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 Read Reviews
  • Cheap Suburban hotel
  • 20 suites in property
~21.27 Miles from Chestertown
Homewood Suites by Hilton : 4170 Philadelphia Rd.
+1-800-997-5149Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Review Score
  • Midscale Suburban property
  • Check in time: 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 Latest Reviews
  • Affordable Highway property
  • Check-in time: 3:00pm
~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 Read Reviews
  • Three Star Rural property
  • Fitness / Gym is on-site
~21.31 Miles from Chestertown

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