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St. Michaels Vacation Packages

Places to Visit in St. Michaels

There's no end to the number of awesome things you can do when you're in a new place. So why not get your trip to St. Michaels off to a sensational start by checking out some of our suggestions? After all – out there starts here!

History has much to teach us. Soak up the knowledge and gain an insight into times past at St. Michaels Museum. There's a fabulous range of things to keep you busy in this destination. Whether you prefer your wine to be light-bodied or full-bodied, you're bound to find one that agrees with your palate at St. Michaels Winery. Still have some time on your hands? The sea is full of life, but also full of hazards. Swing by Chesapeake Bay Maritime Museum for an interesting look at nautical history and how mankind conquered the deep blue seas.

St. Michaels Accommodations

Accommodations in St. Michaels are few and far between. With just 4 properties, you shouldn't leave it to the last second. But don't stress — Expedia is the home of the best luxury getaways and cheap vacations.

Take a look at the Inn at Perry Cabin by Belmond (308 Watkins Ln) and the Five Gables Inn and Spa (209 N. Talbot Street). These sought-after accommodations don't only come with snuggly beds — they boast good reviews as well!

Nearest Airports to St. Michaels

Getting ready for your trip to St. Michaels? Wondering where you'll be landing? Baltimore Washington International Thurgood Marshall Airport (BWI) will be the most convenient terminal. Once you've hit the ground and departed the gate, you'll be 35 miles (56 km) from all the downtown action.

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2017, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.


Top St. Michaels Hotel Deals

See all 229 properties in St. Michaels
St Michaels Inn HK$768
Reviewed on 7 Jul 2019
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St Michaels Inn

St Michaels Inn

1228 S Talbot Street, St. Michaels, MD
     
    4.0 of 5
    2.5 out of 5.0 Stars

    Very nice place to stay when visiting this area. Very well kept hotel with a great Breakfast.

    Inn at Perry Cabin HK$3,865
    Reviewed on 14 Jun 2019
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    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln, St. Michaels, MD
       
      4.7 of 5
      5.0 out of 5.0 Stars

      Absolutely beautiful, service and good could not be better. Can’t wait to get back there

      Parsonage Inn HK$1,254
      Reviewed on 29 Apr 2019
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      Parsonage Inn

      Parsonage Inn

      210 North Talbot Street, St. Michaels, MD
         
        4.7 of 5
        3.5 out of 5.0 Stars

        Breakfast was delicious, location was great and our room was very comfortable!

        George Brooks House B&B HK$1,476
        Reviewed on 30 Jun 2019
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        George Brooks House B&B

        George Brooks House B&B

        24500 Rolles Range Road, St. Michaels, MD
           
          4.4 of 5
          3.0 out of 5.0 Stars

          The property was beautiful and well kept. Our room was very clean and comfortable. The breakfast was DELICIOUS!

          Old Brick Inn
          Reviewed on 5 Jul 2018
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          Old Brick Inn

          Old Brick Inn

          401 South Talbot Street, St. Michaels, MD
             
            4.3 of 5
            3.5 out of 5.0 Stars

            We joined a group of friends celebrating a wedding in St. Michaels. This weekend was also the town's July 4 celebration, so it was pretty busy. The town is perfectly charming and locals very friendly. Old Brick Inn has limited parking, but we had no problems. Stayed in Captain's Quarters, very comfortable ...

            Crowne Plaza Annapolis HK$681
            Reviewed on 16 Jul 2019
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            Crowne Plaza Annapolis

            Crowne Plaza Annapolis

            173 Jennifer Rd, Annapolis, MD
               
              4.1 of 5
              3.5 out of 5.0 Stars

              The entire property was great, except the pool. Not very clear, not sure if the right chemicals were in.

              Hyatt Regency Chesapeake Bay HK$1,788
              Reviewed on 16 Jul 2019
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              Hyatt Regency Chesapeake Bay

              Hyatt Regency Chesapeake Bay

              100 Heron Blvd, Cambridge, MD
                 
                4.4 of 5
                4.0 out of 5.0 Stars

                The views are great! The amenities are great! We really enjoyed our stay.

                Hotel Annapolis HK$604
                Reviewed on 15 Jul 2019
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                Hotel Annapolis

                Hotel Annapolis

                126 West St, Annapolis, MD
                   
                  4.4 of 5
                  4.0 out of 5.0 Stars

                  We loved the room decor and the bed was very comfortable. Wished we could have stayed longer. The only downside was having to constantly track down the valet guy.

                  Top Deals on St. Michaels Flights

                  These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.