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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, Motels & Accommodations

Driftwood Inn 609 Washington Ave., Chestertown, MD 21620
  • Cheap Riverfront hotel
  • Check in time: 2:00pm
  • Average value
  • Reasonable rates
Quality Suites in Chestertown 160 Scheeler Rd., Chestertown, MD 21620
  • 3-star Rural property
  • 53 suites in hotel
Holiday Inn Express & Suites Chestertown Md 150 Scheeler Rd., Chestertown, MD 21620
  • 3 star Suburban property
  • Check in time: 3:00pm
From$95
Very Good 4.0 /5Review Score CallBookMore Details
Brampton Inn 25227 Chestertown Rd., Chestertown, MD 21620
  • 4-star Rural property
  • Check-in time: 3:00PM
Sleep Inn Grasonville : 101 Vfw Ave. 101 Vfw Ave., Grasonville, MD 21638 ~18.57 miles southwest of Chestertown
  • Inexpensive Resort hotel
  • 59 rooms in hotel
Holiday Inn Express Annapolis East / Kent Island : 1020 Kent Narrows Rd. 1020 Kent Narrows Rd., Grasonville, MD 21638 ~18.98 miles southwest of Chestertown
  • Three Star Rural hotel
  • Comp. Breakfast
From$180
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Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638 ~19.07 miles southwest of Chestertown
  • Two star Resort hotel
  • Check in time: 4:00 PM
  • Hotel buildings could use some improvement
  • Carpets sticky
Hilton Garden Inn Kent Island - Grasonville 3206 Main St., Grasonville, MD 21638 ~19.11 miles southwest of Chestertown
  • 3-star Riverfront hotel
  • Check in: 03:00PM
  • Great wellness & sports facilities
  • Average value
From$136
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Home2 Suites by Hilton Aberdeen - Aberdeen 20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • 3-star Suburban property
  • Hotel has 5 floors
From$104
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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
  • 2 star Downtown hotel
  • 4 suites in hotel
  • World class service
  • Average cleanliness
From$64
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Arborview at Riverside in Liriope 1307 Liriope Court, Belcamp, MD 21017 ~20.95 miles northwest of Chestertown
  • Expensive property
  • Check in time: 4:00 p.m.
Wingate by Wyndham in Belcamp 1326 Poilicy Dr., Belcamp, MD 21017 ~20.99 miles northwest of Chestertown
  • Affordable Suburban hotel
  • Check-in time: 3pm
Holiday Inn Belcamp Aberdeen Area 1326 Policy Dr., Belcamp, MD 21017 ~20.99 miles northwest of Chestertown
  • Three Star Suburban hotel
  • 107 sleeping rooms in hotel
Sleep Inn & Suites in Edgewood 1807 Edgewood Rd., Edgewood, MD 21040 ~21.07 miles northwest of Chestertown
  • Two star Suburban hotel
  • Free complimentary breakfast
  • Terrific location
  • Good breakfast
From$54
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Motel 6 Edgewood - Edgewood 1709 Edgewood Rd., Edgewood, MD 21040 ~21.11 miles northwest of Chestertown
  • Low-priced Highway hotel
  • 22 suites in property
Ramada Conference Center - Edgewood 1700 Van Bibber Rd., Edgewood, MD 21040 ~21.20 miles northwest of Chestertown
  • Low Cost Suburban property
  • Hotel has 2 floors
  • Vibe is not too good
  • Most guests had problems with the shower
Candlewood Suites Bel Air in Bel Air 4216 Philadelphia Rd., Bel Air, MD 21015 ~21.20 miles northwest of Chestertown
  • 2 star Suburban hotel
  • Hotel has 3 floors
  • Full size fridge
  • Most guests said the reception staff was great
From$65
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Extended Stay America Baltimore Bel Air in Bel Air 1361 James Way, Bel Air, MD 21015 ~21.23 miles northwest of Chestertown
  • Two-star Highway hotel
  • Free breakfast available
Holiday Inn Express 2118 Emmorton Park Rd., Edgewood, MD 21040 ~21.23 miles northwest of Chestertown
  • 3 star Suburban property
  • Free breakfast
  • Most guests thought it was clean
  • Rooms are ok
From$119
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Red Roof Inn Edgewood in Edgewood 2116 Emmorton Park Rd., Edgewood, MD 21040 ~21.26 miles northwest of Chestertown
  • Cheap hotel
Comfort Inn & Suites Edgewood Aberdeen : 2112a Emmorton Park Rd. 2112a Emmorton Park Rd., Edgewood, MD 21040 ~21.27 miles northwest of Chestertown
  • Economical Suburban hotel
  • Free breakfast available
  • Most guests had problems with the shower
  • Great price
Homewood Suites by Hilton
+1-888-690-5247
4170 Philadelphia Rd., Bel Air, MD 21015 ~21.28 miles northwest of Chestertown
  • 3-star Suburban property
  • Comp. Breakfast
  • Fantastic service
  • Pool should be renewed
From$159
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Springhill Suites by Marriott Edgewood Aberdeen - Bel Air 1420 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • Mid-scale Highway property
  • 119 rooms in hotel
  • Clean room
  • Separate living area
From$109
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Country Inn & Suites Bel Air E. (Aberdeen) at I 95 1435 Handlir Dr., Bel Air, MD 21015 ~21.31 miles northwest of Chestertown
  • 3-star Rural hotel
  • 3 floors in property
  • Fantastic service
  • Affordable food
From$75
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The Inn at the Chesapeake Bay Beach Club & Spa 180 Pier One Rd., Stevensville, MD 21666 ~21.35 miles southwest of Chestertown
  • High-end Suburban hotel
  • Check-in time: 4:00 PM
From$162
Very Good 4.5 /5Latest Reviews CallBookMore Details
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