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 property
  • 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 Read Reviews
  • Three Star Rural property
  • 53 rooms in hotel
Photo of Holiday Inn Express & SuitesHoliday Inn Express & Suites : 150 Scheeler Rd.
+1-800-997-5149Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Review Score
  • Midscale Suburban property
  • 3 floors in property
Exterior 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 Review Score
  • Mid-scale Rural property
  • Check in time: 3:00pm
~18.94 Miles from Chestertown
Image of Best Western Kent Narrows InnBest Western Kent Narrows Inn
+1-800-997-5148Check Rates
3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Review Score
  • Midscale Resort property
  • Free comp. breakfast
~19.10 Miles from Chestertown
Photo of Hilton Garden Inn Kent IslandHilton Garden Inn Kent Island
+1-800-997-5149Check Rates
3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Reviews
  • Midscale Riverfront hotel
  • 4 meeting rooms in property
~19.11 Miles from Chestertown
Photo of Sleep Inn Grasonville Md.Sleep Inn Grasonville Md. : 101 V.f.w Ave.
+1-800-230-4134Check Rates
101 V.f.w Ave., Grasonville, MD 21638
  • Two-star Resort hotel
  • 2 floors in hotel
~19.69 Miles from Chestertown
Image of Brand New Home2 Suites by Hilton AberdeenBrand New Home2 Suites by Hilton Aberdeen : 20 Newton Rd.
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • 3 star Suburban hotel
  • Hotel has an eco-friendly policy Read more
~20.61 Miles from Chestertown
Budget Inn of Aberdeen
+1-800-997-5149Check Rates
1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Inexpensive hotel
~20.62 Miles from Chestertown
Wingate by Wyndham Belcamp Aberdeen
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • 4.0/5, Very Good Hotel Reviews
  • Affordable Suburban hotel
  • Fitness / Gym is on-site
~20.97 Miles from Chestertown
Exterior 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
  • Cheap Suburban property
  • 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 Review Score
  • Cheap Highway property
  • 2 floors in hotel
~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 Guest Reviews
  • Low-priced Suburban property
  • 152 sleeping rooms in hotel
~21.20 Miles from Chestertown
Candlewood Suites Bel Air
+1-800-997-5148Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air
+1-800-997-5149Check Rates
1361 James Way, Bel Air, MD 21015
  • 4.0/5, Very Good Reviews
  • Low Cost hotel
~21.23 Miles from Chestertown
Holiday Inn Express : 2118 Emmorton Park Rd.
+1-800-230-4134Check Rates
2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Read Reviews
  • Three Star Suburban hotel
  • 6 suites in property
~21.23 Miles from Chestertown
Exterior of Comfort Inn & Suites Aberdeen Proving Grounds AreaComfort Inn & Suites Aberdeen Proving Grounds Area in Edgewood
+1-800-997-5148Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040
  • 4.5/5, Very Good Recent Reviews
  • Cheap Suburban property
  • Complimentary breakfast is offered
~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
  • 3-star Suburban property
  • 5 floors in property
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen - Bel Air
+1-800-230-4134Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 3.5/5, Average Guest Reviews
  • 3-star Highway hotel
  • 119 rooms in property
~21.29 Miles from Chestertown
Hampton Inn in Edgewood
+1-800-997-5148Check Rates
2112 Emmorton Park Rd., Edgewood, MD 21040
  • Low Cost Suburban hotel
  • Free breakfast
~21.30 Miles from Chestertown

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