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Leonardtown Vacation Packages

Welcome to Leonardtown!

Save Time and Money with a Leonardtown Package Deal

Expedia has flight and lodging deals ready for you. You will save your money and time simply by combining your accommodation and flight bookings with us. There is a lot you can see in Leonardtown with your extra money.

When you book a deal, you stand to save as much as $583.

With hefty savings and upwards of 400 partner airlines and 321,000 hotels worldwide on our thorough database, you should book now!

There's no time like right now to finalize your Leonardtown trip, with some of the best prices and deals at Expedia.

Do not worry about altering your family's travel plans, as we do not charge additional cancellation fees for almost all of our reservations.

Leonardtown Vacation Packages

From Leonardtown, it's roughly 50 miles north to Annapolis and 65 miles southwest to Richmond.

Have you considered a trip to Port of Leonardtown Winery? It's a wonderful place to kick back and relax are a long day of traveling.

Located 25 miles to the north, Breezy Point Beach is a great seaside location where it's easy to take it easy, watch the surf and reconnect with nature.

Adventurous types will be delighted by the unique natural areas of Western Shore of Maryland. Point Lookout State Park is 20 miles away from Leonardtown, while Calvert Cliffs State Park lies 14 miles away.

Sports fans should catch a game at Regency Furniture Stadium. It's in Waldorf, about 25 miles to the northwest of Leonardtown. Grab a beer post-game and reflect on the highlights.

If you travel 6 miles to the east of Leonardtown you'll reach California. A trip here gives you the chance to visit Patuxent River Naval Air Station and Annmarie Sculpture Garden and Arts Center. An additional option is Callaway. It's 6 miles out of Leonardtown, and is the home of Patuxent River Naval Air Museum and Dennis Point Marina.

Don't forget to make a day trip to Drayden. It's about 11 miles to the southeast of Leonardtown and it boasts some excellent visitor attractions, such as Elms Beach Park, Slack Winery and St. Mary's College of Maryland. Don't rush back until you've also experienced Historic St. Mary's City and Piney Point Lighthouse.

A national day of celebration, Independence Day is something that you won't want to miss. It takes place on the 4th of July.

When it's time to catch your flight homeward, make your way to the closest airport. You'll find it 45 miles to the northwest.

Accommodation in Leonardtown

California is about 6 miles away from Leonardtown, and is the nearest place that has hotels listed on Expedia's hotel booking page. Two of the more luxurious options here are the Country Inn & Suites Lexington Park (Patuxent River NAS) and the Red Roof Inn California, MD - NAVAIR If you are seeking something a bit cheaper, the La Quinta Inn & Suites Lexington Park - Patuxent and the Super 8 Lexington Prk Ca Area are also worth looking into.

*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 Hotel Deals

See all 62 Properties in Leonardtown
Executive Inn & Suites Park Avenue $152
Executive Inn & Suites Park Avenue

Executive Inn & Suites Park Avenue

41655 Park Avenue, Leonardtown
     
    3.8
    of 5, from 20 reviews
    2.5 out of 5.0

    Located in the heart of Leonardtown, this hotel is within 9 mi (15 km) of St. Mary's River State Park, Sotterley Plantation, and Cecil's Old Mill. Greenwell State Park and Patuxent River Naval Air Museum are also within 12 mi (20 km).

    Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD $80
    Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD

    Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD

    44941 Worth Ave, California
       
      4.6
      of 5, from 418 reviews
      2.5 out of 5.0

      Situated in California, this hotel is 2.9 mi (4.7 km) from St. Mary's River State Park and within 6 mi (10 km) of Patuxent River Naval Air Museum and Drum Point Lighthouse. Patuxent River Naval Air Station and Annmarie Sculpture Garden and Arts Center are also within 6 mi (10 km).

      La Quinta Inn & Suites Lexington Park - Patuxent $68
      La Quinta Inn & Suites Lexington Park - Patuxent

      La Quinta Inn & Suites Lexington Park - Patuxent

      22769 Three Notch Rd, California
         
        4.0
        of 5, from 376 reviews
        2.5 out of 5.0

        Situated in California, this hotel is 2.1 mi (3.4 km) from Patuxent River Naval Air Museum and within 6 mi (10 km) of Patuxent River Naval Air Station and Cecil's Old Mill. Drum Point Lighthouse and St. Mary's River State Park are also within 9 mi (15 km).

        Springhill Suites by Marriott Prince Frederick $98
        Springhill Suites by Marriott Prince Frederick

        Springhill Suites by Marriott Prince Frederick

        75 Sherry Lane, Prince Frederick
           
          4.2
          of 5, from 330 reviews
          3.0 out of 5.0

          Situated in Prince Frederick, this condo building is 3.4 mi (5.4 km) from Running Hare Vineyard and 10.9 mi (17.6 km) from Breezy Point Beach. Chesapeake Beach Railway Museum and Cove Point Lighthouse are also within 20 mi (32 km).

          Extended Stay America Lexington Park - Pax River $63
          Extended Stay America Lexington Park - Pax River

          Extended Stay America Lexington Park - Pax River

          46565 Expedition Dr, Lexington Park
             
            3.0
            of 5, from 160 reviews
            2.5 out of 5.0

            Situated in Lexington Park, this hotel is 0.3 mi (0.5 km) from Patuxent River Naval Air Museum and 1.3 mi (2.1 km) from Patuxent River Naval Air Station. Cecil's Old Mill and St. Mary's River State Park are also within 9 mi (15 km).

            Super 8 by Wyndham Lexington Park/California Area $49
            Super 8 by Wyndham Lexington Park/California Area

            Super 8 by Wyndham Lexington Park/California Area

            22801 Three Notch Rd, California
               
              2.8
              of 5, from 268 reviews
              2.0 out of 5.0

              Situated in California, this hotel is 2.2 mi (3.5 km) from Patuxent River Naval Air Museum and within 6 mi (10 km) of Patuxent River Naval Air Station and Cecil's Old Mill. Drum Point Lighthouse and St. Mary's River State Park are also within 9 mi (15 km).

              Country Inn & Suites by Radisson, Dahlgren, VA $101
              Country Inn & Suites by Radisson, Dahlgren, VA

              Country Inn & Suites by Radisson, Dahlgren, VA

              4755 James Madison Pkwy, King George
                 
                3.9
                of 5, from 125 reviews
                3.0 out of 5.0

                Situated in King George, this hotel is 5.8 mi (9.3 km) from Aqualand Marina and 6.9 mi (11.1 km) from Caledon State Park. James Monroe Birthplace and Saint Ignatius Church are also within 16 mi (25 km).

                Comfort Inn & Suites $80
                Comfort Inn & Suites

                Comfort Inn & Suites

                21885 Three Notch Rd, Lexington Park
                   
                  4.5
                  of 5, from 158 reviews
                  2.5 out of 5.0

                  Situated on the Strip, this hotel is within a 15-minute walk of Patuxent River Naval Air Station and Patuxent River Naval Air Museum. Cecil's Old Mill and St. Mary's River State Park are also within 9 mi (15 km).