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/Motels & Accommodations

Driftwood Inn - Chestertown
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Two star Riverfront hotel
  • 3 suites in property
Comfort Suites
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Hotel Reviews
  • Mid-scale Rural property
  • 3 floors in hotel
Image 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 Hotel Reviews
  • 3 star Suburban property
  • Fitness / Gym is on-site
Image of Holiday Inn Express Kent Island / Annapolis EastHoliday 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 Review Score
  • Three Star Rural hotel
  • 76 rooms in property
~18.94 Miles from Chestertown
Photo of Best Western Kent Narrows InnBest Western Kent Narrows Inn in Grasonville
+1-800-997-5148Check Rates
3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Guest Reviews
  • Mid-scale Resort hotel
  • 4 floors in property
~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 Latest Reviews
  • 3-star Riverfront property
  • 30 suites 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
  • Cheap Resort property
  • Check-in time: 3:00 PM
~19.69 Miles from Chestertown
Photo 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
  • Midscale Suburban property
  • 107 suites in property
~20.61 Miles from Chestertown
Exterior of Wingate by Wyndham Belcamp AberdeenWingate by Wyndham Belcamp Aberdeen - Belcamp
+1-800-997-5149Check Rates
1326 Policy Dr., Belcamp, MD 21017 Website
  • 4.0/5, Very Good Reviews
  • Affordable Suburban property
  • Hotel has 3 meeting rooms
~20.97 Miles from Chestertown
Image of Sleep Inn & SuitesSleep Inn & Suites
+1-800-230-4134Check Rates
1807 Edgewood Rd., Edgewood, MD 21040 Website
  • 3.5/5, Average Latest Reviews
  • 2-star Suburban property
  • 3 floors in hotel
~21.07 Miles from Chestertown
Motel 6 Edgewood : 1709 Edgewood Rd.
+1-800-997-5148Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Review Score
  • Low Cost Highway hotel
  • 2 floors in property
~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 Guest Reviews
  • Low priced Suburban hotel
  • Check-in time: 3:00pm
~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 Review Score
  • Inexpensive Suburban hotel
  • Fitness center on property
~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
+1-800-997-5149Check Rates
2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Reviews
  • Three Star Suburban hotel
  • 6 suites in property
~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 Website
  • 4.5/5, Very Good Hotel Reviews
  • 2-star Suburban property
  • 2 floors in hotel
~21.27 Miles from Chestertown
Homewood Suites by Hilton - Bel Air
+1-800-997-5148Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Guest Reviews
  • Midscale Suburban hotel
  • 92 rooms in hotel
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen
+1-800-997-5149Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Hotel Reviews
  • Mid-scale Highway hotel
  • Check in time: 3:00pm
~21.29 Miles from Chestertown
Hampton Inn
+1-800-230-4134Check Rates
2112 Emmorton Park Rd., Edgewood, MD 21040
  • Low-priced Suburban hotel
  • Fitness / Gym is on-site
~21.30 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 in Bel Air
+1-800-997-5148Check Rates
1435 Handlir Dr., Bel Air, MD 21015
  • 4.5/5, Very Good Review Score
  • 3-star Rural property
  • Fitness / Gym is on-site
~21.31 Miles from Chestertown

 [1 - 20 of 50]   


Next: See My Chestertown Hotels with Pricing >




Back to TOP