Star Rating
Hotel Name
Price Range (USD)to
Amenities

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 south of Ripken Museum and 21 miles south of Aberdeen Amtrak Station.

Chestertown Hotels/Accommodations

Driftwood Inn : 609 Washington Ave. 609 Washington Ave., Chestertown, MD 21620
  • Low Cost Riverfront hotel
  • Hotel has 3 suites
  • Great location
  • Most guests thought rooms were spacious
Quality Suites 160 Scheeler Rd., Chestertown, MD 21620
  • Mid-scale Rural hotel
  • Hotel has 53 rooms
Holiday Inn Express & Suites Chestertown Md 150 Scheeler Rd., Chestertown, MD 21620
  • 3 star Suburban property
  • 3 floors in property
From$95
Very Good 4.0 /5Reviews CallBookMore Details
Brampton Inn - Chestertown 25227 Chestertown Rd., Chestertown, MD 21620
  • Four star Rural property
  • 3 floors in hotel
Sleep Inn Grasonville in Grasonville
+1-866-221-8581
101 Vfw Ave., Grasonville, MD 21638 ~18.57 miles southwest of Chestertown
  • Two star Resort property
  • Free complimentary breakfast
Holiday Inn Express Annapolis East / Kent Island 1020 Kent Narrows Rd., Grasonville, MD 21638 ~18.98 miles southwest of Chestertown
  • Midscale Rural property
  • 3 meeting rooms in hotel
From$180
Very Good 4.0 /5Reviews CallBookMore Details
Best Western Kent Narrows Inn : 3101 Main St. 3101 Main St., Grasonville, MD 21638 ~19.07 miles southwest of Chestertown
  • Cheap Resort hotel
  • Fitness / Gym is on-site
  • Conveniently located
  • Refrigerator didn't work
Hilton Garden Inn Kent Island 3206 Main St., Grasonville, MD 21638 ~19.11 miles southwest of Chestertown
  • Affordable Riverfront property
  • Check in: 03:00PM
  • All guests enjoyed the restaurants & bars nearby
  • Super friendly and accommodating staff
From$124
Very Good 4.5 /5Reviews CallBookMore Details
Home2 Suites by Hilton Aberdeen 20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • 3-star Suburban hotel
  • Access to gym on-site
From$104
Very Good 4.0 /5Reviews CallBookMore Details
Budget Inn of Aberdeen : 1112 South Philadelphia Blvd.
+1-800-881-1523
1112 South Philadelphia Blvd., Aberdeen, MD 21001 ~20.62 miles north of Chestertown
  • Low priced Downtown hotel
  • Hotel has 4 suites
  • Old-style motel
  • Popular among solo travelers
Arborview at Riverside in Liriope in Belcamp 1307 Liriope Court, Belcamp, MD 21017 ~20.95 miles northwest of Chestertown
  • High end property
  • Check-in time: 4:00 p.m.
Wingate by Wyndham : 1326 Poilicy Dr. 1326 Poilicy Dr., Belcamp, MD 21017 ~20.99 miles northwest of Chestertown
  • 3-star Suburban hotel
  • 7 suites in hotel
Sleep Inn & Suites : 1807 Edgewood Rd. 1807 Edgewood Rd., Edgewood, MD 21040 ~21.07 miles northwest of Chestertown
  • Cheap Suburban hotel
  • Fitness center on property
  • World class service
  • Most guests appreciated the modern rooms
Motel 6 Edgewood 1709 Edgewood Rd., Edgewood, MD 21040 ~21.11 miles northwest of Chestertown
  • Two star Highway hotel
  • Check-in time: 3:00PM
Ramada Conference Center 1700 Van Bibber Rd., Edgewood, MD 21040 ~21.20 miles northwest of Chestertown
  • Cheap Suburban property
  • Gym / Fitness Center Available
  • Rooms could be cleaner
  • More comfort would be nice
Candlewood Suites Bel Air in Bel Air 4216 Philadelphia Rd., Bel Air, MD 21015 ~21.20 miles northwest of Chestertown
  • Low-priced Suburban hotel
  • 3 floors in property
  • Popular among business travelers
  • Most guests thought the cleanliness of the hotel was average
Extended Stay America Baltimore Bel Air 1361 James Way, Bel Air, MD 21015 ~21.23 miles northwest of Chestertown
  • Two-star Highway property
  • Check in time: 3:00pm
Holiday Inn Express - Edgewood 2118 Emmorton Park Rd., Edgewood, MD 21040 ~21.23 miles northwest of Chestertown
  • Three Star Suburban property
  • Hotel has 3 floors
  • Most guests found the staff to be very friendly
  • Most guests said rooms were clean
From$119
Very Good 4.0 /5Latest Reviews CallBookMore Details
Red Roof Inn Edgewood in Edgewood 2116 Emmorton Park Rd., Edgewood, MD 21040 ~21.26 miles northwest of Chestertown
  • Cheap property
Comfort Inn & Suites Edgewood Aberdeen Bel Air : 2112a Emmorton Park Rd. 2112a Emmorton Park Rd., Edgewood, MD 21040 ~21.27 miles northwest of Chestertown
  • Cheap Suburban hotel
  • 104 rooms in hotel
  • Great reception
  • Rooms are ok
Homewood Suites by Hilton : 4170 Philadelphia Rd.
+1-888-690-5281
4170 Philadelphia Rd., Bel Air, MD 21015 ~21.28 miles northwest of Chestertown
  • Mid-scale Suburban property
  • Free complimentary breakfast
  • Most guests said the reception staff was great
  • Terrific location
From$159
Very Good 4.5 /5Reviews CallBookMore Details
Springhill Suites by Marriott Edgewood Aberdeen 1420 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • Midscale Highway property
  • Hotel has 3 floors
  • The majority of guests said rooms were big enough
  • Excellent value
From$104
Very Good 4.0 /5Review Score CallBookMore Details
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 in Bel Air 1435 Handlir Dr., Bel Air, MD 21015 ~21.31 miles northwest of Chestertown
  • Three Star Rural hotel
  • Access to gym on-site
  • Good value
  • Free breakfasts
From$75
Very Good 4.5 /5Reviews CallBookMore Details
The Inn at the Chesapeake Bay Beach Club & Spa 180 Pier One Rd., Stevensville, MD 21666 ~21.35 miles southwest of Chestertown
  • Expensive Suburban property
  • Access to gym on-site
From$162
Very Good 4.5 /5Read Reviews CallBookMore Details
Hampton Inn & Suites Edgewood / Aberdeen South 2110 Emmorton Park Rd., Edgewood, MD 21040 ~21.37 miles northwest of Chestertown
  • Mid-scale Suburban hotel
  • Check-in time: 12:00 PM
  • Most guests thought, the hotel was modern
  • Rather comfortable
Next 25 Chestertown Hotels >  [1 - 25 of 50]    
Next: See My Chestertown Hotels with Pricing
Back to Top