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St. Michaels Maryland Vacation Packages


St. Michaels Maryland Vacation Packages


St. Michaels Maryland Vacation Packages


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St. Michaels is a picturesque harbor on Maryland's Eastern Shore and was named as one of the Top 10 Best Small Coastal Towns in America by USA Today.

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St Michaels Inn
St Michaels Inn$92
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Last booking was 7 hours ago
St Michaels Inn

St Michaels Inn

1228 S Talbot Street, St. Michaels
     
    3.9
     of 5, from 351 reviews
    2.5 out of 5.0
    Situated in the historical district, this hotel is within 2 mi (3 km) of St. Michaels Winery, St. Michaels Museum, and Chesapeake Bay Maritime Museum. Avalon Theatre and Academy Art Museum are also within 9 mi (15 km).
    Inn at Perry Cabin by Belmond
    Inn at Perry Cabin by Belmond$395
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    Last booking was 2 days ago
    Inn at Perry Cabin by Belmond

    Inn at Perry Cabin by Belmond

    308 Watkins Ln, St. Michaels
       
      4.7
       of 5, from 199 reviews
      5.0 out of 5.0
      This family-friendly St. Michaels hotel is located on the waterfront, within a 15-minute walk of Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Historical Society of Talbot County and Avalon Theatre are also within 12 mi (20 km).
      Parsonage Inn
      Parsonage Inn$158
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      Last booking was 1 day ago
      Parsonage Inn

      Parsonage Inn

      210 North Talbot Street, St. Michaels
         
        4.6
         of 5, from 36 reviews
        3.5 out of 5.0
        Situated in St. Michaels, this bed & breakfast is within a 15-minute walk of Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Historical Society of Talbot County and Avalon Theatre are also within 12 mi (20 km).
        George Brooks House B&B
        George Brooks House B&B$176
        George Brooks House B&B

        George Brooks House B&B

        24500 Rolles Range Road, St. Michaels
           
          4.7
           of 5, from 3 reviews
          3.0 out of 5.0
          Situated in St. Michaels, this bed & breakfast is within 1 mi (2 km) of Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Historical Society of Talbot County and Avalon Theatre are also within 12 mi (20 km).
          Harbourtowne St. Michaels
          Harbourtowne St. Michaels
          Harbourtowne St. Michaels

          Harbourtowne St. Michaels

          9784 Martingham Circle, St. Michaels
             
            4.0
             of 5, from 206 reviews
            3.0 out of 5.0
            Located in the heart of St. Michaels, this golf resort is within 3 mi (5 km) of Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Historical Society of Talbot County and Avalon Theatre are also within 16 mi (25 km).
            Halo's Haven Guest Quarters
            Halo's Haven Guest Quarters
            Halo's Haven Guest Quarters

            Halo's Haven Guest Quarters

            , St Michaels
               
              5.0
               of 5, from 4 reviews
              0.0 out of 5.0
              Located in the heart of St. Michaels, this historic vacation home is within 2 mi (3 km) of Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Historical Society of Talbot County and Avalon Theatre are also within 12 mi (20 km).
              Award-winning St. Michaels, Maryland Waterfront Vacation Retreat
              Award-winning St. Michaels, Maryland Waterfront Vacation Retreat
              Award-winning St. Michaels, Maryland Waterfront Vacation Retreat

              Award-winning St. Michaels, Maryland Waterfront Vacation Retreat

              , St. Michaels
                 
                4.8
                 of 5, from 5 reviews
                0.0 out of 5.0
                Situated in a rural location, this historic vacation home is close to Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Regional attractions also include Pickering Creek Audubon Center and Oxford Museum.
                Old Brick Inn
                Old Brick Inn
                Old Brick Inn

                Old Brick Inn

                401 South Talbot Street, St. Michaels
                   
                  4.3
                   of 5, from 3 reviews
                  3.5 out of 5.0
                  Situated in St. Michaels, this inn is within a 5-minute walk of St. Michaels Museum and St. Michaels Winery. Chesapeake Bay Maritime Museum is 0.4 mi (0.7 km) away.

                   See all 171 Properties in St. Michaels



                  Annapolis, the State Capital of Maryland is 40 miles away. Its harbor and some homes date back to the mid-1600's, and is home to the Chesapeake Bay Maritime Museum where you can immerse yourself in our maritime history. The St. Michaels area is perfect for outdoor activities including sailing on historic Skipjacks, kayaking, golfing and bicycling. St. Michaels is also known for exceptional restaurants, from quaint romantic bistros to waterfront restaurants, serving fresh seafood including the best tasting crab cakes! 

                  For shoppers, you will find an eclectic range of boutique shops offering specialty foods, jewelry, clothing, home decor and art galleries throughout the town. For overnight lodging, we have many small inns along with several larger full-service hotels. Come and experience the beauty of St. Michaels and all this charming town has to offer!