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Things To Do

Coming in Early or Staying Later? We’ve Got Some Fun Ideas!

District of Columbia

Washington, DC

If you’re flying into Dulles (IAD) or Reagan National (DCA) and have some extra time, take advantage of a visit to our nation’s capital! All museums are free, making it easy to explore. Stop by the White House, stroll through historic Georgetown, walk the National Mall, or head to The Wharf for fresh seafood and waterfront views.

Annapolis

Annapolis, MD

Flying into BWI? Visit Katie’s Hometown — Annapolis Just a short drive from the airport, Annapolis is the capital of Maryland and full of charm. Head downtown to shop local boutiques, stroll the historic cobblestone streets, book a sailing trip on the Chesapeake Bay, or sit down for some classic Maryland crabs or crab cakes. Crab cakes and football — that’s what Maryland does!

Solomans Island

Solomans Island, MD

A charming waterfront stop on the way to the venue, perfect for a relaxed afternoon or sunset evening, walk the boardwalk, browse local shops, explore the Calvert Marine Museum, or charter a boat and head out fishing.

Port of Leonardtown Winery

23190 Newtowne Neck Road, Leonardtown, MD 20650

Port of Leonardtown Winery is part of the Patuxent Wine Trail, be sure to explore more wineries along the trail using the link! Fun fact: Slack Winery, located at Woodlawn Farm, is also on the trail! 🍷

The Green Door

18098 Point Lookout Rd,

Whether you’ve been a resident of St. Mary’s County, a student at St. Mary’s College of Maryland, part of the military or a Navy Base employee, or just a visitor, you probably know The Green Door. This local pub is known for its great crowd, affordable drinks, and excellent specials. Katie’s older sister, dad, cousins, best friends, aunts (and more!) all attended St. Mary’s College—and they know a thing or two about the Door. Be sure to order a Tidal Wave 🍻.

For the History Buffs...

Visit Historic St. Mary’s City (Maryland’s first capital), Historic Sotterley, Point Lookout State Park, or the Patuxent River Naval Air Museum—all located near Leonardtown, Lexington Park, and Ridge.

Pier450

48342 Wynne Road, Ridge, MD

Pier450 is a laid-back waterfront spot at Maryland’s southernmost point (5 min from Woodlawn!!), with a great restaurant, a thoughtfully designed motel, and a fun boutique, all offering beautiful sunset views over the water.

Salt Waterfront Kitchen

16244 Millers Wharf Road, MD

Located on the Potomac River in Ridge, Maryland, the restaurant has great water views and sits inside Point Lookout Marina, making it easy to arrive by boat. Bonus—it’s also just 5 minutes from Woodlawn.