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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

Comfort Suites
+1-888-690-5281
160 Scheeler Rd., Chestertown, MD 21620
  • Three Star Rural property
  • Free breakfast available
Holiday Inn Express & Suites
+1-800-230-4134
150 Scheeler Rd., Chestertown, MD 21620
  • Affordable Suburban property
  • 20 suites in property
Brampton Inn 25227 Chestertown Rd., Chestertown, MD 21620
  • 4 star Rural property
  • 3 floors in property
Holiday Inn Express Kent Island / Annapolis East
+1-888-690-5247
1020 Kent Narrows Rd., Grasonville, MD 21638 ~18.94 miles southwest of Chestertown
  • 3 star Rural hotel
  • 3 floors in property
Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638 ~19.10 miles southwest of Chestertown
  • 2-star Resort hotel
  • Fitness / Gym is on-site
Hilton Garden Inn Kent Island : 3206 Main St. 3206 Main St., Grasonville, MD 21638 ~19.11 miles southwest of Chestertown
  • Three Star Riverfront hotel
  • Hotel has 30 suites
From$119
Very Good 4.5 /5Review Score Call
Sleep Inn Grasonville Md. - Grasonville
+1-888-690-5281
101 V.f.w Ave., Grasonville, MD 21638 ~19.69 miles south of Chestertown
  • Low priced Resort hotel
  • 2 floors in property
From$75
Very Good 4.0 /5Read Reviews Call
Home2 Suites by Hilton Aberdeen 20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • 3-star Suburban property
  • Complimentary breakfast is offered
Budget Inn of Aberdeen : 1112 South Philadelphia Blvd.
+1-800-997-5148
1112 South Philadelphia Blvd., Aberdeen, MD 21001 ~20.62 miles north of Chestertown
  • Economical Downtown hotel
  • Check-in: 12.00
From$64
Very Good 4.5 /5Read Reviews Call
Wingate by Wyhdham : 1326 Poilicy Dr. 1326 Poilicy Dr., Belcamp, MD 21017 ~20.99 miles northwest of Chestertown
  • Affordable Suburban property
  • Hotel has 3 meeting rooms
Sleep Inn & Suites 1807 Edgewood Rd., Edgewood, MD 21040 ~21.07 miles northwest of Chestertown
  • 2 star Suburban property
  • 84 rooms in hotel
From$65
Average 3.5 /5Reviews Call
Motel 6 Edgewood
+1-800-997-5149
1709 Edgewood Rd., Edgewood, MD 21040 ~21.11 miles northwest of Chestertown
  • Inexpensive Highway property
  • Check in time: 3:00PM
Ramada Conference Center : 1700 Van Bibber Rd.
+1-888-690-5281
1700 Van Bibber Rd., Edgewood, MD 21040 ~21.20 miles northwest of Chestertown
  • Low Cost Suburban property
  • Check in: 3:00pm
Candlewood Suites Bel Air 4216 Philadelphia Rd., Bel Air, MD 21015 ~21.20 miles northwest of Chestertown
  • Cheap Suburban property
  • 3 floors in property
From$65
Very Good 4.0 /5Review Score Call
Holiday Inn Express in Edgewood
+1-800-997-5148
2118 Emmorton Park Rd., Edgewood, MD 21040 ~21.23 miles northwest of Chestertown
  • Three Star Suburban hotel
  • Free comp. breakfast
From$119
Very Good 4.0 /5Guest Reviews Call
Extended Stay America Bel Air 1361 James Way, Bel Air, MD 21015 ~21.26 miles northwest of Chestertown
  • Low Cost Highway property
  • 101 suites in property
Comfort Inn & Suites Aberdeen Proving Grounds Area - Edgewood
+1-888-305-3366
2112a Emmorton Park Rd., Edgewood, MD 21040 ~21.27 miles northwest of Chestertown
  • Two star Suburban property
  • Complimentary breakfast is offered
From$59
Very Good 4.5 /5Review Score Call
Homewood Suites by Hilton
+1-800-997-5149
4170 Philadelphia Rd., Bel Air, MD 21015 ~21.28 miles northwest of Chestertown
  • Affordable Suburban property
  • Gym is available on property
From$124
Very Good 4.5 /5Recent Reviews Call
Springhill Suites by Marriott Edgewood Aberdeen - Bel Air 1420 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • Midscale Highway hotel
  • Gym is available on property
From$99
Very Good 4.0 /5Review Score Call
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 1435 Handlir Dr., Bel Air, MD 21015 ~21.31 miles northwest of Chestertown
  • Mid-scale Rural property
  • Free complimentary breakfast
Hampton Inn & Suites Edgewood / Aberdeen South - Edgewood 2110 Emmorton Park Rd., Edgewood, MD 21040 ~21.37 miles northwest of Chestertown
  • Affordable Suburban hotel
  • Hotel has 34 suites
La Quinta Inn & Suites Edgewood / Apg South
+1-888-690-5247
2112b Emmorton Park Rd., Edgewood, MD 21040 Website ~21.37 miles northwest of Chestertown
  • Midscale Suburban hotel
  • 66 suites in hotel
Historic Kent Manor Inn & Events in Stevensville Kent Island Annapolis
+1-888-305-3366
500 Kent Manor Dr., Stevensville Kent Island Annapolis, MD 21666 ~21.59 miles southwest of Chestertown
  • Four star Riverfront property
  • Check-in time: 3:00 pm
From$135
Very Good 4.5 /5Recent Reviews Call
Super 8 : 98 Stemmers Run Rd.
+1-800-997-5149
98 Stemmers Run Rd., Essex, MD 21221 ~22.10 miles west of Chestertown
  • Low priced Rural property
  • 5 suites in property
Super 8 Aberdeen in Aberdeen
+1-888-690-5281
1008 Beards Hill Rd., Aberdeen, MD 21001 ~22.49 miles north of Chestertown
  • Cheap property
  • 3 floors in hotel
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