• The Southern Maryland peninsula offers a number of attractions for people of every pace. Solomon's Island offers a riverside boardwalk, numerous restaurants featuring local seafood, museums, and small shops.

• Historic St. Mary's City, Maryland's first capital, is only a few miles from Woodlawn. HSMC features a replica of the Dove, one of two tall ships that first settled Maryland in the 1600s, a replica of the first State House, and a museum. HSMC is currently putting the finishing touches on a replica of the old chapel. Few know that Maryland was the birthplace of religious freedom and tolerance in the colonies.

• Historic downtown Leonardtown, Maryland's oldest incorporated town, is a nice walk for a short drive. Leonardtown offers a number of quaint shops and fine dining opportunities. Fresh produce stands dot the roadside as you drive north into Amish country. In addition to high quality produce you can find an assortment of fresh flowers and fine hand crafted goods.

• Point Lookout State Park,
just a few minutes south of Woodlawn, is on the southernmost tip of Maryland. The park grounds were once used by the Union as a prisoner of war camp during the Civil War. Point Lookout is now home to a number of recreational activities and offers ferry rides to Smith Island, Maryland's only inhabited island in the Chesapeake Bay.