Leonardtown Holidays

This secluded shoreline offers a tranquil escape from Maryland's busier beaches along the Chesapeake Bay. Bring your own supplies and enjoy the unspoiled natural setting perfect for peaceful beachcombing.

This community hub offers extensive book collections and digital resources in a welcoming environment. Explore the library's diverse educational programmes or reserve a meeting room for collaborative projects.

This traditional championship golf course winds through scenic Breton Bay with manicured Bermuda fairways and bent grass greens. Enjoy a round followed by dining at the clubhouse overlooking the picturesque landscape.

This historic building serves as the heart of Leonardtown's civic operations and community gatherings. Combine your visit with a stroll through the charming city centre area to experience local culture.

If MedStar Saint Mary's Hospital is what brings you to town, hopefully you'll have a chance to explore more of Leonardtown.

This community hub offers scenic trails, sports courts, and a welcoming clubhouse in Leonardtown. Attend seasonal events or enjoy a peaceful afternoon picnic in the well-maintained green spaces.

This cooperative winery unites 12 local vineyards to produce award-winning wines from Maryland-grown grapes. Enjoy tastings in a relaxed setting or bring a picnic to savour on the covered patio.

This waterfront park on Breton Bay blends history with modern recreation in a serene setting. Enjoy kayaking, sunset strolls along the boardwalk, or attend seasonal events like the Water's Edge Music Series.