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Music Events and Things to do in Leonardtown, MD this weekend

Looking for things to do in Leonardtown this weekend? Explore our real-time listings for the best concerts, nightlife, and food and drink experiences. From seasonal festivals and comedy shows to free activities, find your next plan with our constantly updated feed of Leonardtown's most popular events.

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Frequently asked questions about Leonardtown

What are the best events to attend this weekend in Leonardtown?

The best events to attend this weekend in Leonardtown include concerts, nightlife experiences, seasonal events, food and drink tastings, and live entertainment happening across the city. According to Eventbrite, some of the best events this weekend include:
  • Friday Night Vibes at Live K National Harbor
  • Ari Lennox Live at MGM National Harbor 2026 | R&B Night You Can’t Miss
  • Jazz In The Heights 2026
  • LIVE MUSIC: Fields & Forests / AB Williams / Koshari

    • Which events are currently trending in Leonardtown?

    Trending weekend events in Leonardtown often reflect seasonal moments, nightlife demand, and popular neighborhoods, including concerts, parties, and special themed events. The trending searches this month in Leonardtown are:
  • car shows
  • st marys county maryland
  • mothers day
  • 5k

    • Which events are coming up in Leonardtown this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Leonardtown, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • R&B Fridays on the Water
  • Black Sheep Album Roof Top Listening Party
  • Dueling Piano Show -All-request Fun
  • For the Love Of Summer: Marcus Johnson Live at Busboys and Poets Anacostia

    • Are there free things to do in Leonardtown this weekend?

    Yes — there are often free things to do in Leonardtown this weekend, including live music, cultural events, seasonal activities, and community gatherings. Many events on Eventbrite are free or offer free entry options. These are some free events happening in Leonardtown this weekend:
  • Free Events this weekend