HOTELS in Chestertown (Maryland) Area

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.

Find my perfect hotel Rooms Check-In Check-Out  
Show Calendar Show 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 in Chestertown
+1-800-230-4134Check Rates
609 Washington Ave., Chestertown, MD 21620
  • Two-star Riverfront hotel
  • Check-in time: 2:00pm
Comfort Suites - Chestertown
+1-800-997-5148Check Rates
160 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Recent Reviews
  • 3 star Rural hotel
  • 53 sleeping rooms in hotel
Image of Holiday Inn Express & SuitesHoliday Inn Express & Suites
+1-800-997-5149Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Hotel Reviews
  • Mid-scale Suburban hotel
  • Check-in time: 3:00pm
Exterior of Holiday Inn Express Kent Island / Annapolis EastHoliday Inn Express Kent Island / Annapolis East
+1-800-230-4134Check Rates
1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Reviews
  • 3-star Rural property
  • 3 meeting rooms in hotel
~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
  • 3 star Resort property
  • 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 Guest Reviews
  • Three Star Riverfront hotel
  • Hotel has 4 meeting rooms
~19.11 Miles from Chestertown
Image of Sleep Inn Grasonville Md.Sleep Inn Grasonville Md. in Grasonville
+1-800-230-4134Check Rates
101 V.f.w Ave., Grasonville, MD 21638
  • Two star Resort property
  • 59 sleeping rooms in hotel
~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
  • Three Star Suburban hotel
  • Hotel has an eco-friendly policy See policy
~20.61 Miles from Chestertown
Image of Wingate by Wyndham Belcamp AberdeenWingate by Wyndham Belcamp Aberdeen
+1-800-997-5149Check Rates
1326 Policy Dr., Belcamp, MD 21017 Website
  • 4.0/5, Very Good Hotel Reviews
  • 3-star Suburban hotel
  • Gym is available on property
~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 Reviews
  • Economical Suburban hotel
  • Free comp. breakfast
~21.07 Miles from Chestertown
Motel 6 Edgewood
+1-800-997-5148Check Rates
1709 Edgewood Rd., Edgewood, MD 21040
  • 2.5/5, Poor Guest Reviews
  • 2-star Highway hotel
  • Gym is available on property
~21.11 Miles from Chestertown
Ramada Conference Center in Edgewood
+1-800-997-5149Check Rates
1700 Van Bibber Rd., Edgewood, MD 21040~21.20 Miles from Chestertown
Candlewood Suites Bel Air in Bel Air
+1-800-230-4134Check Rates
4216 Philadelphia Rd., Bel Air, MD 21015
  • 4.0/5, Very Good Review Score
  • Low Cost Suburban property
  • Hotel has 3 floors
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air : 1361 James Way
+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 Hotel Reviews
  • Mid-scale Suburban property
  • 3 floors in hotel
~21.23 Miles from Chestertown
Photo 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 Recent Reviews
  • 2-star Suburban hotel
  • 104 rooms in hotel
~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 Review Score
  • 3-star Suburban property
  • Complimentary breakfast is offered
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen : 1420 Handlir Dr.
+1-800-997-5149Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • 3.5/5, Average Review Score
  • Three Star Highway hotel
  • Gym is available on property
~21.29 Miles from Chestertown
Hampton Inn
+1-800-230-4134Check Rates
2112 Emmorton Park Rd., Edgewood, MD 21040
  • Economy Suburban property
  • 104 rooms in 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
  • 4.5/5, Very Good Recent Reviews
  • Mid-scale Rural property
  • 26 suites in hotel
~21.31 Miles from Chestertown

 [1 - 20 of 50]   


Next: See My Chestertown Hotels with Pricing >




Back to TOP