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


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
+1-800-230-4134
$45+

609 Washington Ave., Chestertown, MD 21620
  • Two star Riverfront hotel
  • 27 rooms in property
Comfort Suites in Chestertown
+1-800-997-5148
$75+

160 Scheeler Rd., Chestertown, MD 21620
Image of Holiday Inn Express & SuitesHoliday Inn Express & Suites in Chestertown
+1-800-997-5149
$87+

150 Scheeler Rd., Chestertown, MD 21620
  • 4.0/5, Very Good Guest Reviews
  • Three Star Suburban hotel
  • Hotel has 81 rooms
Exterior of Holiday Inn Express Kent Island / Annapolis EastHoliday Inn Express Kent Island / Annapolis East : 1020 Kent Narrows Rd.
+1-800-230-4134
$80+

1020 Kent Narrows Rd., Grasonville, MD 21638
  • 4.0/5, Very Good Read Reviews
  • Midscale Rural hotel
  • 3 floors in property
~18.94 Miles from Chestertown
Image of Best Western Kent Narrows InnBest Western Kent Narrows Inn in Grasonville
+1-800-997-5148
$75+

3101 Main St., Grasonville, MD 21638
  • 3.5/5, Average Reviews
  • Low Cost Resort property
  • 92 rooms in hotel
~19.10 Miles from Chestertown
Image of Hilton Garden Inn Kent IslandHilton Garden Inn Kent Island in Grasonville
+1-800-997-5149
$164+

3206 Main St., Grasonville, MD 21638
  • 4.5/5, Very Good Guest Reviews
  • 3 star Riverfront hotel
  • Hotel has 30 suites
~19.11 Miles from Chestertown
Photo of Sleep Inn Grasonville Md.Sleep Inn Grasonville Md. in Grasonville
+1-800-230-4134
$75+

101 V.f.w Ave., Grasonville, MD 21638
  • 2-star Resort property
  • 59 rooms in hotel
~19.69 Miles from Chestertown
Photo of Home2 Suites by Hilton AberdeenHome2 Suites by Hilton Aberdeen
+1-800-997-5148
$94+

20 Newton Rd., Aberdeen, MD 21001
  • Three Star Suburban hotel
  • Hotel has 5 floors
~20.61 Miles from Chestertown
Budget Inn of Aberdeen : 1112 South Philadelphia Blvd.
+1-800-997-5149
$64+

1112 South Philadelphia Blvd., Aberdeen, MD 21001
  • Low priced Downtown hotel
  • Hotel has 4 suites
~20.62 Miles from Chestertown
Wingate by Wyhdham
+1-800-230-4134
$75+

1326 Policy Dr., Belcamp, MD 21017
  • 3 star Suburban hotel
  • Gym is available on property
~20.98 Miles from Chestertown
Exterior of Sleep Inn & SuitesSleep Inn & Suites - Edgewood
+1-800-997-5148
$65+

1807 Edgewood Rd., Edgewood, MD 21040
  • 3.5/5, Average Recent Reviews
  • Economical Suburban property
  • 3 floors in property
~21.07 Miles from Chestertown
Motel 6 Edgewood - Edgewood
+1-800-997-5149
$43+

1709 Edgewood Rd., Edgewood, MD 21040~21.11 Miles from Chestertown
Ramada Conference Center : 1700 Van Bibber Rd.
+1-800-230-4134
$59+

1700 Van Bibber Rd., Edgewood, MD 21040
  • 3.0/5, Average Guest Reviews
  • Low Cost Suburban hotel
  • Access to gym on-site
~21.20 Miles from Chestertown
Exterior of Candlewood Suites Bel AirCandlewood Suites Bel Air
+1-800-997-5148
$70+

4216 Philadelphia Rd., Bel Air, MD 21015 Website
  • 4.0/5, Very Good Recent Reviews
  • Low Cost Suburban property
  • Fitness center on property
~21.20 Miles from Chestertown
Extended Stay America Baltimore Bel Air - Bel Air
+1-800-997-5149
$104+

1361 James Way, Bel Air, MD 21015~21.23 Miles from Chestertown
Holiday Inn Express - Edgewood
+1-800-230-4134
$119+

2118 Emmorton Park Rd., Edgewood, MD 21040
  • 4.0/5, Very Good Read Reviews
  • Midscale Suburban property
  • Gym / Fitness Center Available
~21.23 Miles from Chestertown
Photo of Comfort Inn & Suites Aberdeen Proving Grounds AreaComfort Inn & Suites Aberdeen Proving Grounds Area in Edgewood
+1-800-997-5148
$60+

2112a Emmorton Park Rd., Edgewood, MD 21040~21.27 Miles from Chestertown
Homewood Suites by Hilton in Bel Air
+1-800-997-5149
$129+

4170 Philadelphia Rd., Bel Air, MD 21015
  • 4.5/5, Very Good Reviews
  • Three Star Suburban hotel
  • Gym / Fitness Center Available
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen : 1420 Handlir Dr.
+1-800-230-4134
$99+

1420 Handlir Dr., Bel Air, MD 21015
  • 4.0/5, Very Good Latest Reviews
  • Midscale Highway property
  • 119 rooms in hotel
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95
+1-800-997-5148
$79+

1435 Handlir Dr., Bel Air, MD 21015
  • 4.5/5, Very Good Read Reviews
  • Midscale Rural hotel
  • Free comp. breakfast
~21.31 Miles from Chestertown

 [1 - 20 of 50]   


Next: See My Chestertown Hotels with Pricing >