Best Campus Tour : If you think your college’s alumni have racked up some impressive achievements, see how they stack up against the deeds of the men and women of the U.S. Naval Academy . This sprawling, monumental campus is unlike any other school.
Best Civil War History Lesson : It’s a placid, quiet place today, full of dense woods, grassy rolling fields, and split-rail fencing, but Antietam National Battlefield  was the site of the bloodiest day of battle during the U.S. Civil War; some 23,000 troops were killed or wounded.
Best Antique Shopping : Bargain and treasure hunters from Baltimore, Washington, D.C., and all over the region descend on the well-preserved and well-stocked old warehouses and antique shops of Frederick  each weekend.
Best Preserved Theaters: If you’re in Frederick, check the listings for the Weinberg Center for the Arts , built in 1926; on the Eastern Shore, Easton’s Avalon Theatre  was built in 1921, and hosts bands, solo artists, and more.
Best Way to Experience Life as a Chesapeake Bay Waterman : Climb aboard the H.M. Krentz or the Rebecca T. Ruark, two still-working Chesapeake Bay oyster boats (called “skipjacks”) that take passengers out on Skipjack Tours , and learn about life as an oysterman.