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Events and Things to do in Chesapeake, VA this weekend

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

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Things to do around Chesapeake

Trends in Chesapeake

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Frequently asked questions about Chesapeake

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

The best events to attend this weekend in Chesapeake 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:
  • Jazz Legacy Gala 2026: Smooth Jazz Lunch Cruise/Day Party-Spirit of Norfolk
  • United Pursuit + Will Reagan (Norfolk)
  • The Split Decision Comedy Experience starring Alton Walker | 40th Birthday
  • One More Encore “The 2000 Era”

    • Which events are currently trending in Chesapeake?

    Trending weekend events in Chesapeake often reflect seasonal moments, nightlife demand, and popular neighbourhoods, including concerts, parties, and special themed events. The trending searches this month in Chesapeake are:
  • trunk or treat
  • halloween events
  • fall festival
  • craft fairs

    • Which events are coming up in Chesapeake this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Chesapeake, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • Random Acts of Kindness Spree in Norfolk
  • Culture Market: Black Business Friday ️
  • Voice Unleashed: Still It Grew
  • F.A.L.L. In Love Again

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

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