HOTELS in Chestertown

Hotels in Chestertown MD & Motels in Chestertown Maryland

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.

Find my perfect hotel Rooms Check-In Check-Out  
Click to see Calendar Click to see Calendar Start My Search >
(select the discounts you qualify for)
Star Rating




Hotel Name

Price Range (USD)
to
Amenities







Set My Filter

Chestertown Hotels & Accommodations

Driftwood Inn
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Two-star Riverfront hotel
  • Check-in time: 2:00pm
Comfort Suites
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Reviews
  • 3-star Rural property
  • 53 sleeping rooms in hotel
Exterior 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 Recent Reviews
  • Three Star Suburban property
  • Hotel has 20 suites
Image of Holiday Inn Express Kent Island / Annapolis EastHoliday Inn Express Kent Island / Annapolis East in Grasonville
+1-800-230-4134Check Rates
1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Read Reviews
  • Affordable Rural hotel
  • 3 meeting rooms in property
~18.94 Miles from Chestertown
Exterior 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
  • 3 star Resort property
  • Check in: 3:00 PM
~19.10 Miles from Chestertown
Image of Hilton Garden Inn Kent IslandHilton Garden Inn Kent Island in Grasonville
+1-800-997-5149Check Rates
3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Recent Reviews
  • Mid-scale Riverfront hotel
  • Hotel has 90 rooms
~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
  • Cheap Resort hotel
  • Hotel has 59 rooms
~19.69 Miles from Chestertown
Image of Brand New Home2 Suites by Hilton AberdeenBrand New Home2 Suites by Hilton Aberdeen in Aberdeen
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • Affordable Suburban property
  • Comp. Breakfast
~20.61 Miles from Chestertown
Image of Wingate by Wyndham Belcamp AberdeenWingate by Wyndham Belcamp Aberdeen : 1326 Policy Dr.
+1-800-997-5149Check Rates
1326 Policy Dr., Belcamp, MD 21017 Website
  • 4.0/5, Very Good Review Score
  • 3 star Suburban property
  • Hotel has 107 rooms
~20.97 Miles from Chestertown
Photo of Sleep Inn & SuitesSleep Inn & Suites in Edgewood
+1-800-230-4134Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Read Reviews
  • Low-priced Suburban property
  • 84 rooms in property
~21.07 Miles from Chestertown
Motel 6 Edgewood - Edgewood
+1-800-997-5148Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Hotel Reviews
  • Economy Highway hotel
  • Check in time: 3:00PM
~21.11 Miles from Chestertown
Ramada Conference Center : 1700 Van Bibber Rd.
+1-800-997-5149Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Reviews
  • Low priced Suburban property
  • 4 meeting rooms in hotel
~21.20 Miles from Chestertown
Candlewood Suites Bel Air - Bel Air
+1-800-230-4134Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015
  • 4.0/5, Very Good Guest Reviews
  • Inexpensive Suburban property
  • Fitness + Health Center
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air in 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 Guest Reviews
  • Affordable Suburban property
  • Free comp. breakfast
~21.23 Miles from Chestertown
Photo of Comfort Inn & Suites Aberdeen Proving Grounds AreaComfort Inn & Suites Aberdeen Proving Grounds Area - Edgewood
+1-800-230-4134Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040 Website
  • 4.5/5, Very Good Review Score
  • Economy Suburban hotel
  • Gym / Fitness Center Available
~21.27 Miles from Chestertown
Homewood Suites by Hilton in Bel Air
+1-800-997-5148Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Read Reviews
  • Affordable Suburban property
  • 5 floors in hotel
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen in Bel Air
+1-800-997-5149Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 3.5/5, Average Reviews
  • Mid-scale Highway hotel
  • 119 sleeping rooms in hotel
~21.29 Miles from Chestertown
Hampton Inn : 2112 Emmorton Park Rd.
+1-800-230-4134Check Rates
2112 Emmorton Park Rd., Edgewood, MD 21040
  • 2 star Suburban property
  • Gym / Fitness Center Available
~21.30 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 Latest Reviews
  • Affordable Rural property
  • Check in time: 3pm
~21.31 Miles from Chestertown

 [1 - 20 of 50]   


Next: See My Chestertown Hotels with Pricing >




Back to TOP