July 2021

Sizzling Summer Fun in St. Mary's County

The Summer fun is just getting started here in St. Mary's County! See what we have going on to make your Summer vacations memorable.

Summertime Cruises at the Leonardtown Wharf

Experience Bretton Bay, St Clement's Island and the scenic waterways of St Mary's County with Captain Phil aboard the Lisa S. Two-hour cruises depart most weekends this summer at 4pm and 6:30 pm from Leonardtown Wharf Park. Invite your closest friends and family, and don't forget your camera and the sunscreen! Pack up your favorite snacks and beverages, or take advantage of carry-out or carry-on specials from local favorites. Advanced tickets are encouraged, but walk-ups are welcome if space allows.

Get your tickets today; you certainly don't want to miss this boat!

Buy Your Summertime Cruise Tickets Here!

Leonardtown Jazz Fun

Come enjoy jazz activities and fun in Downtown Leonardtown on Friday, July 9th and Sunday, July 11th!

Dress up in jazz era attire and dance away on Fenwick Street, with live music and enjoy the local shops and Social Coffeehouse for a bite to eat.

Sunday brings another day full of jazz fun! Make reservations to enjoy brunch and listen to live music at The Front Porch and Antoinette's Garden. Then head over to Port of Leonardtown Winery for more live music and a glass of award winning wine!

Find More Information Here

Live Music This Summer in St. Mary's County

Enjoy FREE live music this summer here in St. Mary's County.

Come down to St. Mary's College to enjoy the 23rd anniversary of the River Concert Series that will feature acclaimed musicians and rising stars performing the orchestra’s traditional mix of iconic Classical symphonic works, along with selections from the “Pops,” Jazz, and Broadway repertoire.

The Town of Leonardtown has brought back their Leonardtown Summer Music Festival! From now to October, enjoy live music in the heart of Downtown Leonardtown. Bring a blanket or chair to sit in the Town Square or visit the local businesses that are hosting live music.

River Concert Series

Leonardtown Summer Music Festival

Buy Local Challenge

Our Amish and Mennonite community and the locally produced goods make our farmers markets a unique shopping opportunity. The Buy Local Challenge is a great opportunity to shop for local goods and produce and have your own farm to table meals.

Find Buy Local Challenge Details Here

Discover Our Local Farmers Markets

Events in St. Mary's County

Add extra fun to your vacation when you attend an event here in St. Mary's County! From live music at wineries, unique vendor shows, historic themed activities, and nationally recognized events that you won't want to miss out on.

Find Your Event

Where To Stay?

St. Mary's County has great options for overnight stays! From limited service hotels, to waterfront vacation rentals, and gorgeous B&Bs, you'll feel right at home when you travel.

Find Your Lodging