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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

Trends in 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:
  • HABANERO SUNDAYS
  • ARI LENNOX
  • Paint and Sing - The Karaoke Paint Social
  • Up All Summer Party/Video shoot

    • Which events are currently trending in Highland?

    Trending weekend events in Highland often reflect seasonal moments, nightlife demand, and popular neighborhoods, 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:
  • The Art of champagne Brunch and Day Party
  • Jazz In The Heights 2026
  • s. Radio Jamz: Brunch + Day Party
  • Welcome To Chocolate City | Sunday Brunch + DAY PARTY [Sun May 31]

    • 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