Madelyn & Jonathan
Things To Do
The Square at Downtown Leonardtown
Leonardtown square is the heart of historic downtown Leonardtown - Madelyn's hometown! For a sweet treat we recommend the Salted Scoop or the Kneaded Bakery. For dinner we recommend the Olde Towne Pub or Sweetbay. For drinks, coffee, or breakfast we recommend The Social Coffeehouse (as mentioned separately!) and Boone's Bagels. You can walk to the Leonardtown Wharf from here to see the Breton Bay waterfront.
SOCIAL Coffeehouse & Cocktail Bar
This is one of our favorite spots in downtown Leonardtown. We highly recommend visiting for great food, coffee, and cocktails! They have the best espresso martini out there!
Patuxent Adventure Kayak and Paddleboard Rentals
You can rent kayaks and paddle boards through this company to use at Solomons Island, the Wharf in downtown Leonardtown, or McIntosh Run! Visit their website for details.
Shepherd's Old Field Market
This is a vibrant community marketplace with over 90 shops and services. They have great handmade artwork and knickknacks, and you will also find the Brudergarten beer garden here.
Solomons Island
Solomons Island is all about the water and is a great spot for live music, seafood and drinks. For food we recommend the Island Hideaway, and for drinks we recommend the famous Tiki Bar, though there are plenty of great spots here. Definitely worth a visit for the views alone!
Port of Leonardtown Winery
This is Madelyn's mom's favorite spot!
Pier450 - POV Restaurant
This restaurant is just down the road from our venue and we visited it for the first time after we toured our venue. They use fresh local produce and it is some of the best food in SoMD!
Historic Saint Marys City
St. Mary's City is the oldest town in Maryland. It was established in 1634 and was the original state capital. It is also recognized as the site where religious freedom was first recognized in North America. There is great history at this spot, and it is also the home of St. Mary's College of Maryland. There are gorgeous waterfront views here!
Point Lookout State Park
Point Lookout is one of the state's most popular parks, and is the southernmost point of the western shore of Maryland. There is great nature and history here, and the lighthouse is even said to be one of the most haunted in America!