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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., Chestertown, MD 21620
  • Low priced Riverfront property
  • 27 rooms in property
  • Most guests criticized the unstylish hotel
  • There was no toilet paper
Holiday Inn Expres & Suites : 150 Scheeler Rd. 150 Scheeler Rd., Chestertown, MD 21620
  • Affordable Suburban hotel
  • Hotel has an eco-friendly policy Learn more
Quality Suites in Chestertown 160 Scheeler Rd., Chestertown, MD 21620
  • Affordable Rural property
  • 3 floors in hotel
Brampton Inn 25227 Chestertown Rd., Chestertown, MD 21620
  • Four-star Rural property
  • 3 floors in property
Sleep Inn Grasonville 101 Vfw Ave., Grasonville, MD 21638 ~18.57 miles southwest of Chestertown
  • Economy Resort hotel
  • Check-in time: 11:00
Holiday Inn Express Annapolis East / Kent Island 1020 Kent Narrows Rd., Grasonville, MD 21638 ~18.98 miles southwest of Chestertown
  • 3 star Rural property
  • 3 floors in property
From$180
Very Good 4.0 /5Read Reviews CallBookMore Details
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638 ~19.07 miles southwest of Chestertown
  • Economy Resort hotel
  • Free comp. breakfast
  • Tasty breakfast
  • Most guests said the beds were comfortable
Hilton Garden Inn Kent Island 3206 Main St., Grasonville, MD 21638 ~19.11 miles southwest of Chestertown
  • 3 star Riverfront property
  • Check-in: 03:00PM
  • Facilities available
  • Good breakfast
From$136
Very Good 4.5 /5Latest Reviews CallBookMore Details
Home2 Suites by Hilton Aberdeen 20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • Affordable Suburban property
  • Has environment-friendly policy See policy
From$104
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Budget Inn of Aberdeen
+1-800-881-1523
1112 South Philadelphia Blvd., Aberdeen, MD 21001 ~20.62 miles north of Chestertown
  • Cheap Downtown hotel
  • 25 rooms in hotel
  • Clean room
  • Friendly staff
Arborview at Riverside in Liriope 1307 Liriope Court, Belcamp, MD 21017 ~20.95 miles northwest of Chestertown
  • High-end hotel
Wingate by Wyndham - Belcamp 1326 Poilicy Dr., Belcamp, MD 21017 ~20.99 miles northwest of Chestertown
  • Three Star Suburban property
  • 7 suites in property
From$69
Average 3.5 /5Reviews CallBookMore Details
Holiday Inn Belcamp Aberdeen Area 1326 Policy Dr., Belcamp, MD 21017 ~20.99 miles northwest of Chestertown
  • Midscale Suburban hotel
  • Free breakfast available
Americas Best Value Inn & Suites Aberdeen 424 South Philadelphia Blvd., Aberdeen, MD 21001 ~21.04 miles north of Chestertown
  • Low Cost hotel
  • 35 suites in hotel
Sleep Inn & Suites in Edgewood 1807 Edgewood Rd., Edgewood, MD 21040 ~21.07 miles northwest of Chestertown
  • Economical Suburban property
  • 16 suites in hotel
  • Most guests were happy with the price of the breakfast
  • TV needs to be updated
Motel 6 Edgewood 1709 Edgewood Rd., Edgewood, MD 21040 ~21.11 miles northwest of Chestertown
  • 2-star Highway property
  • 22 suites in hotel
Ramada Conference Center 1700 Van Bibber Rd., Edgewood, MD 21040 ~21.20 miles northwest of Chestertown
  • Two-star Suburban hotel
  • Check-in time: 3:00pm
  • Rooms in need of an update
  • Best value for money
Candlewood Suites Bel Air : 4216 Philadelphia Rd. 4216 Philadelphia Rd., Bel Air, MD 21015 ~21.20 miles northwest of Chestertown
  • Low-priced Suburban property
  • Gym is available on property
  • Most guests said the reception staff was great
  • Moderately clean hotel facilities
Extended Stay America Baltimore Bel Air 1361 James Way, Bel Air, MD 21015 ~21.23 miles northwest of Chestertown
  • Two-star Highway hotel
  • Complimentary breakfast is offered
Holiday Inn Express in Edgewood 2118 Emmorton Park Rd., Edgewood, MD 21040 ~21.23 miles northwest of Chestertown
  • Affordable Suburban property
  • Check-in: 3:00 pm
  • Staff was friendly and very accommodating
  • Ordinary pool
From$119
Very Good 4.0 /5Review Score CallBookMore Details
Red Roof Inn Edgewood 2116 Emmorton Park Rd., Edgewood, MD 21040 ~21.26 miles northwest of Chestertown
  • Cheap hotel
  • 2 floors in hotel
Comfort Inn & Suites Edgewood Aberdeen 2112a Emmorton Park Rd., Edgewood, MD 21040 ~21.27 miles northwest of Chestertown
  • Two-star Suburban property
  • Fitness / Gym is on-site
  • Most guests had problems with the shower
  • Good budget hotel
From$60
Very Good 4.0 /5Reviews CallBookMore Details
Homewood Suites by Hilton
+1-888-305-3366
4170 Philadelphia Rd., Bel Air, MD 21015 ~21.28 miles northwest of Chestertown
  • Affordable Suburban hotel
  • 92 suites in property
  • Spacious rooms
  • Great room
From$159
Very Good 4.5 /5Recent Reviews CallBookMore Details
Springhill Suites by Marriott Edgewood Aberdeen 1420 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • 3-star Highway hotel
  • Hotel has 119 suites
  • Breakfast included
  • Separate living area
From$106
Very Good 4.0 /5Recent Reviews CallBookMore Details
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 1435 Handlir Dr., Bel Air, MD 21015 ~21.31 miles northwest of Chestertown
  • Affordable Rural hotel
  • Free breakfast available
  • High comfort
  • Clean hotel facilities
From$79
Very Good 4.5 /5Reviews CallBookMore Details
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