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 - Chestertown
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Two star Riverfront hotel
Comfort Suites : 160 Scheeler Rd.
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Recent Reviews
  • Mid-scale Rural hotel
  • Hotel has 53 rooms
Exterior of Holiday Inn Express & SuitesHoliday Inn Express & Suites in Chestertown
+1-800-997-5149Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Recent Reviews
  • Midscale Suburban property
  • Fitness + Health Center
Image 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 Recent Reviews
  • Midscale Rural property
  • Check in: 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 Read Reviews
  • Midscale Resort hotel
  • Hotel has 92 rooms
~19.10 Miles from Chestertown
Image 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 Recent Reviews
  • 3-star Riverfront hotel
  • 30 suites in hotel
~19.11 Miles from Chestertown
Exterior of Sleep Inn Grasonville Md.Sleep Inn Grasonville Md.
+1-800-230-4134Check Rates
101 V.f.w Ave., Grasonville, MD 21638
  • Low Cost Resort property
  • Complimentary breakfast is offered
~19.69 Miles from Chestertown
Exterior 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
  • Mid-scale Suburban hotel
  • Check in: 3:00PM
~20.61 Miles from Chestertown
Wingate by Wyndham Belcamp Aberdeen - Belcamp
+1-800-997-5149Check Rates
1326 Policy Dr., Belcamp, MD 21017~20.97 Miles from Chestertown
Exterior of Sleep Inn & SuitesSleep Inn & Suites - Edgewood
+1-800-230-4134Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Latest Reviews
  • Low priced Suburban hotel
  • 3 floors in hotel
~21.07 Miles from Chestertown
Motel 6 Edgewood
+1-800-997-5148Check Rates
1709 Edgewood Rd., Edgewood, MD 21040~21.11 Miles from Chestertown
Candlewood Suites Bel Air
+1-800-997-5149Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015
  • 4.0/5, Very Good Read Reviews
  • Two-star Suburban hotel
  • Check-in time: 3:00
~21.20 Miles from Chestertown
Ramada Conference Center : 1700 Van Bibber Rd.
+1-800-230-4134Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Recent Reviews
  • Low Cost Suburban property
  • Free complimentary breakfast
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air - Bel Air
+1-800-997-5148Check Rates
1361 James Way, Bel Air, MD 21015~21.23 Miles from Chestertown
Holiday Inn Express - Edgewood
+1-800-997-5149Check Rates
2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Review Score
  • 3-star Suburban property
  • Fitness + Health Center
~21.23 Miles from Chestertown
Image of Comfort Inn & Suites Aberdeen Proving Grounds AreaComfort Inn & Suites Aberdeen Proving Grounds Area
+1-800-230-4134Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040
  • 4.5/5, Very Good Read Reviews
  • Economy Suburban hotel
  • 40 suites in property
~21.27 Miles from Chestertown
Homewood Suites by Hilton : 4170 Philadelphia Rd.
+1-800-997-5148Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Read Reviews
  • 3 star Suburban property
  • 92 rooms in property
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen - Bel Air
+1-800-997-5149Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 3.5/5, Average Reviews
  • Mid-scale Highway property
  • 119 suites in hotel
~21.29 Miles from Chestertown
Hampton Inn in Edgewood
+1-800-230-4134Check Rates
2112 Emmorton Park Rd., Edgewood, MD 21040
  • Economical Suburban property
  • Fitness center on property
~21.30 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 21015~21.31 Miles from Chestertown

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