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Free Events and Things to do in Madison, MD this weekend

Looking for things to do in Madison 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 Madison's most popular events.

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Things to do around Madison

Frequently asked questions about Madison

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

The best events to attend this weekend in Madison 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:
  • The Blueprint to Homeownership
  • 2026 Calvert County NAACP Juneteenth Event
  • Father's Day: History, Hikes and Heroes
  • Village Days - June

    • Which events are coming up in Madison this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Madison, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • Women in Business Networking Annapolis
  • 2026 Annapolis Handmade & Vintage Fair
  • Triumph Demo Days (Roadster): Triumph of Annapolis
  • Let's Do Trivia! at Ten Eyck Brewing, Queenstown, MD

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

    Yes — there are often free things to do in Madison 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 Madison this weekend:
  • Free Events this weekend