Chestertown MD Hotels

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  • 10568 Cliff Manor Road, Chestertown, MD, United States, 21620 (Map)
    •  pics,photos
    • 1-36

    The 4-star Great Oak Manor enjoys its location on the... More details

    Book Now
  • 150 Scheeler Rd, Chestertown, MD, United States, 21620 (Map)
    9.0 - Exceptional
    Based on 19 reviews
    •  pics,photos
    • 1-41

    Holiday Inn Express & Suites C is a comfortable hotel... More details

    From
    US$135
    per night
    Book Now
  • 160 Scheeler Rd., Chestertown, MD, United States, 21620 (Map)
    9.0 - Exceptional
    Based on 29 reviews
    •  pics,photos
    • 1-25

    The comfortable 3-star Quality Suites Chestertown... More details

    From
    US$130
    per night
    Book Now
  • 114 Washington Ave , Chestertown, MD, United States (Map)
    •  pics,photos
    • 1-16

    The historical John L Stam House offers air-conditioned... More details

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  • 609 Washington Avenue, Chestertown, MD, United States, 21620 (Map)
    5.4 - Good enough
    Based on 11 reviews
    •  pics,photos
    • 1-41

    The traditional Driftwood Inn offers non-smoking guest... More details

    From
    US$66
    per night
    Book Now
  • 208 Mt Vernon Ave , Chestertown, MD, United States (Map)
    •  pics,photos
    • 1-2

    Simply Bed & Bread is a fine accommodation option in... More details

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  • Hotels near Chestertown

  • 20748 Rock Hall Avenue, Rock Hall, MD, United States, 21661 (Map)
    •  pics,photos
    • 1-29
    11.1mi from Chestertown

    The contemporary Haven Point Inn And Gallery is a 2... More details

    From
    US$141
    per night
    Book Now
  • Sleep Inn Grasonville

    2 star hotel
    101 Vfw Avenue, Grasonville, MD, United States, 21638 (Map)
    7.8 - Excellent
    Based on 13 reviews
    •  pics,photos
    • 1-45
    18.6mi from Chestertown

    The 2-star Sleep Inn enjoys its location on the beach.... More details

    From
    US$163
    per night
    Book Now
  • 1020 Kent Narrows Road, Grasonville, Grasonville, MD, United States, 21638 (Map)
    8.6 - Exceptional
    Based on 29 reviews
    •  pics,photos
    • 1-55
    19.0mi from Chestertown

    Overlooking Queenstown Harbour and Chesapeake Bay, the... More details

    From
    US$180
    per night
    Book Now
  • 3101 Main St, Grasonville, MD, United States, 21638-1029 (Map)
    8.4 - Exceptional
    Based on 24 reviews
    •  pics,photos
    • 1-75
    19.1mi from Chestertown

    Best Western Kent Narrows Inn is a 2-star deluxe hotel... More details

    From
    US$167
    per night
    Book Now
  • 3206 Main Street, Grasonville, MD, United States, 21638 (Map)
    8.8 - Exceptional
    Based on 45 reviews
    •  pics,photos
    • 1-36
    19.1mi from Chestertown

    Hilton Garden Inn Kent Island is a 3-star venue set... More details

    From
    US$166
    per night
    Book Now
  • 20 Newton Road, Aberdeen, MD, United States, 21001 (Map)
    •  pics,photos
    • 1-75
    20.6mi from Chestertown

    Featuring an indoor swimming pool and a golf course... More details

    From
    US$161
    per night
    Book Now
  • Budget Inn Of Aberdeen

    2 star hotel
    1112 S. Philadelphia Blvd, Aberdeen, Us, Aberdeen, MD, United States (Map)
    •  pics,photos
    • 1-25
    20.6mi from Chestertown

    The 2-star Budget Inn Of Aberdeen boasts close... More details

    From
    US$79
    per night
    Book Now
  • 1326 Policy Drive, Aberdeen, MD, United States, 21017 (Map)
    8.8 - Exceptional
    Based on 9 reviews
    •  pics,photos
    • 1-36
    21.0mi from Chestertown

    Wingate By Wyndham Aberdeen /E Hotel is placed in a... More details

    From
    US$140
    per night
    Book Now
  • 1807 Edgewood Rd., Edgewood, MD, United States, 21040 (Map)
    7.8 - Excellent
    Based on 7 reviews
    •  pics,photos
    • 1-75
    21.1mi from Chestertown

    The comfortable Sleep Inn & Suites is a 2-star property... More details

    From
    US$84
    per night
    Book Now
  • 1709 Edgewood Road, Edgewood, Md, 21040-1009, Us, Edgewood, MD, United States, 21040-1009 (Map)
    7.4 - Very good
    Based on 9 reviews
    •  pics,photos
    • 1-23
    21.1mi from Chestertown

    The sophisticated 2-star Best Western Invitation Inn... More details

    From
    US$57
    per night
    Book Now
  • 1700 Van Bibber Rd, Edgewood, MD, United States, 21040 (Map)
    7.6 - Excellent
    Based on 2 reviews
    •  pics,photos
    • 1-17
    21.3mi from Chestertown

    Featuring a seasonal outdoor pool and a sundeck, Ramada... More details

    From
    US$89
    per night
    Book Now
  • 1361 James Way, Bel Air, MD, United States, 21015 (Map)
    10.0 - Superb
    Based on 1 reviews
    •  pics,photos
    • 1-16
    21.3mi from Chestertown

    Extended Stay America - Baltimore - Bel Air - Aberdeen... More details

    From
    US$99
    per night
    Book Now
  • Days Inn Edgewood

    2 star hotel
    2116 Emmorton Park Road, Edgewood, MD, United States, 21040 (Map)
    6.2 - Good
    Based on 7 reviews
    •  pics,photos
    • 1-22
    21.3mi from Chestertown

    Days Inn Edgewood is a budget 2-star property placed... More details

    From
    US$60
    per night
    Book Now
  • 2118 Emmorton Park Road, Edgewood, MD, United States, 21040 (Map)
    6.6 - Good
    Based on 7 reviews
    •  pics,photos
    • 1-60
    21.3mi from Chestertown

    The business Holiday Inn Express Edgewood-Aberdeen-Bel... More details

    From
    US$116
    per night
    Book Now
  • 4170 Philadelphia Road, Bel Air, MD, United States, 21015 (Map)
    8.4 - Exceptional
    Based on 14 reviews
    •  pics,photos
    • 1-75
    21.3mi from Chestertown

    The unique Homewood Suites By Hilton Bel Air offers 100... More details

    From
    US$148
    per night
    Book Now
  • 1420 Handlir Drive, Bel Air, MD, United States, 21015 (Map)
    8.4 - Exceptional
    Based on 17 reviews
    •  pics,photos
    • 1-27
    21.3mi from Chestertown

    Offering 119 spacious rooms, Springhill Suites Edgewood... More details

    From
    US$185
    per night
    Book Now
  • 1435 Handlir Dr, Bel Air, MD, United States, 21015 (Map)
    8.6 - Exceptional
    Based on 18 reviews
    •  pics,photos
    • 1-75
    21.3mi from Chestertown

    Country Inn & Suites By Carlson Bel Air East is located... More details

    From
    US$120
    per night
    Book Now
  • 2110 Emmorton Park Road, Edgewood, MD, United States, 21040 (Map)
    9.2 - Exceptional
    Based on 17 reviews
    •  pics,photos
    • 1-42
    21.4mi from Chestertown

    The 3-star Hampton Inn And Suites Edgewood/Aberdeen... More details

    From
    US$138
    per night
    Book Now
  • 4216 Philadelphia Road, Bel Air, MD, United States, 21015-6626 (Map)
    8.4 - Exceptional
    Based on 4 reviews
    •  pics,photos
    • 1-75
    21.4mi from Chestertown

    The comfortable Candlewood Suites Aberdeen-Edgewood-Bel... More details

    From
    US$118
    per night
    Book Now
  • Hotels near Chestertown

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