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Inn at Perry Cabin by Belmond
SAVE US$ 29
US$ 381
Booking.com
US$ 352
View Deal
308 Watkins Lane, St. Michaels, MD 21663-2114
0.2 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
St. Michaels Harbour Inn Marina & Spa
Booking.com
US$ 254
View Deal
101 N Harbor Rd, St. Michaels, MD 21663-2910
0.5 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
St. Michaels Inn
SAVE US$ 3
US$ 87
Expedia.com
US$ 84
View Deal
1228 S Talbot St, St. Michaels, MD 21663-2636
2.6 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
Harbourtowne Resort
No availability for your dates from these sites
9784 Martingham Drive, St. Michaels, MD 21663-2228
3.7 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
Lowes Wharf Marina Inn
SAVE US$ 11
US$ 120
Booking.com
US$ 109
View Deal
21651 Lowes Wharf Rd, P.O. Box 12, Sherwood, MD 21665-9727
9.5 km from Chesapeake Skipjack Sailing Tours
  • Free Parking
  • Beachfront
Oxford Inn
No availability for your dates from these sites
504 S Morris St, Oxford, MD 21654-1315
12.5 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
Tidewater Inn
SAVE US$ 6
US$ 176
Expedia.com
US$ 170
View Deal
101 E Dover St, Easton, MD 21601-3001
13.0 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
SAVE US$ 48
US$ 150
BestWestern.com
US$ 102
View Deal
8708 Alicia Dr, Easton, MD 21601-7054
14.2 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
Hampton Inn Easton
Hampton.com
US$ 125
View Deal
8058 Ocean Gtwy, Easton, MD 21601-8628
14.2 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
Holiday Inn Express Easton
HIExpress.com
US$ 99
View Deal
8561 Ocean Gtwy, Easton, MD 21601-7153
14.2 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
Quality Inn Easton
QualityInn
US$ 75
View Deal
8523 Ocean Gtwy, Easton, MD 21601-7153
14.2 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
Fairfield Inn & Suites Easton
Booking.com
US$ 125
View Deal
8945 Sunflower Dr S, Easton, MD 21601-5918
14.3 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
Days Inn Easton
Booking.com
US$ 65
View Deal
7018 Ocean Gtwy, US Route 50 & Bypass 322, Easton, MD 21601-4600
14.3 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
Econo Lodge Intown
Booking.com
US$ 66
View Deal
8175 Ocean Gtwy, Easton, MD 21601-7145
14.3 km from Chesapeake Skipjack Sailing Tours
  • Free Wifi
  • Free Parking
No photo provided
103 South Route 50, Easton, MD 21601
14.3 km from Chesapeake Skipjack Sailing Tours
    Wye River, A Dolce Conference Center
    600 Aspen Dr, Queenstown, MD 21658-1507
    16.4 km from Chesapeake Skipjack Sailing Tours
    • Free Wifi
    • Free Parking
    Irishtown
    511 Pintail Point Lane, Queenstown, MD 21658
    19.3 km from Chesapeake Skipjack Sailing Tours
    • Free Parking
    • Breakfast included
    Sleep Inn
    SAVE US$ 4
    US$ 82
    Booking.com
    US$ 78
    View Deal
    101 Vfw Ave, Grasonville, MD 21638-1054
    19.4 km from Chesapeake Skipjack Sailing Tours
    • Free Wifi
    • Free Parking
    Savings alert: 13% below average rate

    The price you found is 13% lower than this hotel's average rate of US$ 90/night.

    We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

    Hilton Garden Inn Kent Island
    GardenInn.com
    US$ 160
    View Deal
    3206 Main St, Grasonville, MD 21638-1030
    19.8 km from Chesapeake Skipjack Sailing Tours
    • Free Wifi
    • Free Parking
    Best Western Kent Narrows Inn
    SAVE US$ 34
    US$ 123
    Orbitz.com
    US$ 89
    View Deal
    3101 Main St, Grasonville, MD 21638-1029
    20.1 km from Chesapeake Skipjack Sailing Tours
    • Free Wifi
    • Free Parking
    Savings alert: 11% below average rate

    The price you found is 11% lower than this hotel's average rate of US$ 100/night.

    We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

    Holiday Inn Express Kent Island
    Booking.com
    US$ 132
    View Deal
    1020 Kent Narrows Rd, Grasonville, MD 21638-1058
    20.3 km from Chesapeake Skipjack Sailing Tours
    • Free Wifi
    • Free Parking
    Waterfront Historic Kent Manor Inn
    SAVE US$ 14
    US$ 141
    Booking.com
    US$ 127
    View Deal
    500 Kent Manor Dr, Kent Island, Stevensville, Kent Island, MD 21666-2562
    21.2 km from Chesapeake Skipjack Sailing Tours
    • Free Wifi
    • Free Parking
    Savings alert: 30% below average rate

    The price you found is 30% lower than this hotel's average rate of US$ 182/night.

    We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

    The Inn at Chesapeake Bay Beach Club
    SAVE US$ 6
    US$ 210
    Travelocity
    US$ 204
    View Deal
    180 Pier 1 Rd, Stevensville, Kent Island, MD 21666-2600
    23.1 km from Chesapeake Skipjack Sailing Tours
    • Free Wifi
    • Free Parking
    Talbot Landing Motel
    1730 Ocean Gtwy, Trappe, MD 21673-1769
    26.3 km from Chesapeake Skipjack Sailing Tours
      The Inn at Herrington Harbour
      7161 Lake Shore Dr, Rose Haven, MD 20714-9608
      28.4 km from Chesapeake Skipjack Sailing Tours
      • Free Wifi
      • Free Parking
      Chesapeake Beach Resort and Spa
      SAVE US$ 52
      US$ 174
      Expedia.com
      US$ 122
      View Deal
      4165 Mears Ave, Chesapeake Beach, MD 20732-5116
      29.0 km from Chesapeake Skipjack Sailing Tours
      • Free Wifi
      • Free Parking
      Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina
      SAVE US$ 32
      US$ 224
      Booking.com
      US$ 192
      View Deal
      100 Heron Boulevard at Route 50, Cambridge, MD 21613
      29.4 km from Chesapeake Skipjack Sailing Tours
      • Free Wifi
      • Free Parking
      Savings alert: 12% below average rate

      The price you found is 12% lower than this hotel's average rate of US$ 218/night.

      We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

      Holiday Inn Express Cambridge
      SAVE US$ 16
      US$ 119
      HIExpress.com
      US$ 103
      View Deal
      2715 Ocean Gtwy, Cambridge, MD 21613-3401
      29.6 km from Chesapeake Skipjack Sailing Tours
      • Free Wifi
      • Free Parking
      Savings alert: 10% below average rate

      The price you found is 10% lower than this hotel's average rate of US$ 115/night.

      We analyze rates over a 60 day period, and compare your selection to the average rate of comparable stays to ensure you're getting the best possible deal.

      Americas Best Value Inn
      Expedia.com
      US$ 62
      View Deal
      2831 Ocean Gtwy, Cambridge, MD 21613-3403
      30.4 km from Chesapeake Skipjack Sailing Tours
      • Free Wifi
      • Free Parking
      Days Inn & Suites Cambridge
      Booking.com
      US$ 67
      View Deal
      2917 Ocean Gtwy, Cambridge, MD 21613-3427
      30.7 km from Chesapeake Skipjack Sailing Tours
      • Free Wifi
      • Free Parking
      Still looking for a place to stay?
      St. Michaels has 13 Guest Houses with 2,597 reviews
      The Old Brick Inn
      401 S. Talbot Street, St. Michaels, MD 21663
      0.5 km from Chesapeake Skipjack Sailing Tours
      • Free Wifi
      • Free Parking
      Parsonage Inn
      210 N Talbot St, St. Michaels, MD 21663-2102
      0.2 km from Chesapeake Skipjack Sailing Tours
      • Free Wifi
      • Free Parking
      Wades Point Inn on the Bay
      10090 Wades Point Rd, McDaniel, St. Michaels, MD 21647-9749
      7.8 km from Chesapeake Skipjack Sailing Tours
      • Free Parking
      • Breakfast included
      See all 13 St. Michaels Guest Houses
      See all hotels in or near St. Michaels