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Community Events and Things to do in Winfield, MD this weekend

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

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Things to do around Winfield

Frequently asked questions about Winfield

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

The best events to attend this weekend in Winfield 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:
  • Howard County Pride Festival
  • Kids Garba Extravaganza 2026
  • Sister's Gala 2.0
  • Fall Festival at Roland Park Country School

    • Which events are coming up in Winfield this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Winfield, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • 2026 Baltimore BLAQ Pride ICON Awards
  • Bear Bowl : Homecoming Happy Hr
  • Canton Wine Girl Drag Queen Bingo
  • All Love: Morgan State Alumni Reunion & 2026 Homecoming Welcome Party

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

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