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Chestertown Hotels, Motels & Accommodations

Driftwood Inn - Chestertown +1-800-230-4134 609 Washington Ave., Chestertown, MD 21620
  • Two-star Riverfront property
  • Check in: 2:00pm
From$45
Comfort Suites +1-800-997-5148 160 Scheeler Rd., Chestertown, MD 21620
  • Midscale Rural hotel
  • Check in time: 3:00pm
From$75
Very Good 4.0 /5Read Reviews
Holiday Inn Express & Suites - Chestertown +1-888-205-8144 150 Scheeler Rd., Chestertown, MD 21620
  • Mid-scale Suburban property
  • 3 floors in property
From$87
Very Good 4.0 /5Guest Reviews
Holiday Inn Express Kent Island / Annapolis East +1-800-997-5149 1020 Kent Narrows Rd., Grasonville, MD 21638 ~18.94 miles southwest of Chestertown
  • Three Star Rural property
  • 76 sleeping rooms in hotel
From$80
Very Good 4.0 /5Latest Reviews
Best Western Kent Narrows Inn +1-800-230-4134 3101 Main St., Grasonville, MD 21638 ~19.10 miles southwest of Chestertown
  • Economical Resort hotel
  • Hotel has 4 floors
From$75
Average 3.5 /5Latest Reviews
Hilton Garden Inn Kent Island - Grasonville +1-800-997-5148 3206 Main St., Grasonville, MD 21638 ~19.11 miles southwest of Chestertown
  • 3-star Riverfront hotel
  • 5 floors in property
From$164
Very Good 4.5 /5Hotel Reviews
Sleep Inn Grasonville Md. in Grasonville +1-888-205-8144 101 V.f.w Ave., Grasonville, MD 21638 ~19.69 miles south of Chestertown
  • Two star Resort hotel
  • Check-in time: 3:00 PM
From$75
Very Good 4.0 /5Recent Reviews
Home2 Suites by Hilton Aberdeen - Aberdeen +1-800-997-5149 20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • 3-star Suburban property
  • Fitness + Health Center
From$94
Very Good 4.5 /5Read Reviews
Budget Inn of Aberdeen +1-800-230-4134 1112 South Philadelphia Blvd., Aberdeen, MD 21001 ~20.62 miles north of Chestertown
  • Two star Downtown property
  • 4 suites in hotel
From$64
Wingate by Wyhdham +1-800-997-5148 1326 Poilicy Dr., Belcamp, MD 21017 ~20.99 miles northwest of Chestertown
  • Mid-scale Suburban hotel
  • Check in time: 3pm
From$64
Average 3.5 /5Hotel Reviews
Sleep Inn & Suites +1-888-205-8144 1807 Edgewood Rd., Edgewood, MD 21040 ~21.07 miles northwest of Chestertown
  • Two-star Suburban property
  • 84 sleeping rooms in hotel
From$65
Average 3.5 /5Latest Reviews
Motel 6 Edgewood in Edgewood +1-800-997-5149 1709 Edgewood Rd., Edgewood, MD 21040 ~21.11 miles northwest of Chestertown
  • Two-star Highway property
  • 134 rooms in property
From$43
Poor 2.5 /5Latest Reviews
Ramada Conference Center in Edgewood +1-800-230-4134 1700 Van Bibber Rd., Edgewood, MD 21040 ~21.20 miles northwest of Chestertown
  • Two star Suburban hotel
  • Free comp. breakfast
From$59
Average 3.0 /5Review Score
Candlewood Suites Bel Air in Bel Air +1-800-997-5148 4216 Philadelphia Rd., Bel Air, MD 21015 Website ~21.20 miles northwest of Chestertown
  • Economy Suburban property
  • 3 floors in hotel
From$70
Very Good 4.0 /5Recent Reviews
Extended Stay America Baltimore Bel Air +1-888-205-8144 1361 James Way, Bel Air, MD 21015 ~21.23 miles northwest of Chestertown
  • Two star hotel
From$104
Average 3.5 /5Reviews
Holiday Inn Express +1-800-997-5149 2118 Emmorton Park Rd., Edgewood, MD 21040 ~21.23 miles northwest of Chestertown
  • Mid-scale Suburban property
  • Check-in time: 3:00 pm
From$119
Very Good 4.0 /5Reviews
Comfort Inn & Suites Aberdeen Proving Grounds Area in Edgewood +1-800-230-4134 2112a Emmorton Park Rd., Edgewood, MD 21040 ~21.27 miles northwest of Chestertown
  • Cheap Suburban property
  • 2 floors in property
From$60
Very Good 4.5 /5Latest Reviews
Homewood Suites by Hilton +1-800-997-5148 4170 Philadelphia Rd., Bel Air, MD 21015 ~21.28 miles northwest of Chestertown
  • Affordable Suburban property
  • Hotel has 92 rooms
From$129
Very Good 4.5 /5Guest Reviews
Springhill Suites by Marriott Edgewood Aberdeen : 1420 Handlir Dr. +1-888-205-8144 1420 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • 3-star Highway property
  • Check-in time: 3:00pm
From$99
Very Good 4.0 /5Review Score
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 - Bel Air +1-800-997-5149 1435 Handlir Dr., Bel Air, MD 21015 ~21.31 miles northwest of Chestertown
  • 3-star Rural property
  • Free breakfast available
From$75
Very Good 4.5 /5Guest Reviews
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