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

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

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Things to do around Highland

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Frequently asked questions about Highland

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

The best events to attend this weekend in Highland 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:
  • Jamaica Fest 2026
  • 6th Annual Back to School Bash Community Giveaway | The Empress Team
  • Almuerzo con desconocidos
  • 2nd Annual Sapphic Sunflower Soiree

    • Which events are currently trending in Highland?

    Trending weekend events in Highland often reflect seasonal moments, nightlife demand, and popular neighbourhoods, including concerts, parties, and special themed events. The trending searches this month in Highland are:
  • children activities

    • Which events are coming up in Highland this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Highland, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • Jomeh Bazar: A Friday Market Series
  • Waterpalooza 2
  • Singles Event: Meet, Mix & Mingle with Singles 30–49 Silver Spring
  • First Fridays: Overflow Rooftop Social | Christian Event in DC

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

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