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Entertainment Events and Things to do in Windsor, VA

Juneteenth Turn Up: Freedom Celebration
Fri, Jun 19, 8:00 PM
Hampton · The Vanguard Brewpub & Distillery
Juneteenth Turn Up: Freedom Celebration
Fri, Jun 19, 8:00 PM
Hampton · The Vanguard Brewpub & Distillery
Sales end soon
Weekly Live Trivia Nights at The Oak and Ivy Taphouse - Smithfield
Tuesday at 6:30 PM + 60 more
Smithfield · The Oak & Ivy Taphouse
Sales end soon
Weekly Live Trivia Nights at The Oak and Ivy Taphouse - Smithfield
Tuesday at 6:30 PM + 60 more
Smithfield · The Oak & Ivy Taphouse
Lip Sync Battle
Thu, Jun 11, 7:00 PM
Norfolk · The Annex
Lip Sync Battle
Thu, Jun 11, 7:00 PM
Norfolk · The Annex
5th Annual Juneteenth Jubilee- Celebrating Fathers and ALL Families
Sun, Jun 21, 11:30 AM
Hampton · Mill Point Park
5th Annual Juneteenth Jubilee- Celebrating Fathers and ALL Families
Sun, Jun 21, 11:30 AM
Hampton · Mill Point Park
Norfolk Taco Festival - 8th Annual
Sat, Jul 11, 2:00 PM
Norfolk · Waterside District
Norfolk Taco Festival - 8th Annual
Sat, Jul 11, 2:00 PM
Norfolk · Waterside District
Bi-Weekly Live Trivia Nights at Creekside Landing - Smithfield
Thu, Jun 11, 6:00 PM + 22 more
Smithfield · Creekside Landing
Bi-Weekly Live Trivia Nights at Creekside Landing - Smithfield
Thu, Jun 11, 6:00 PM + 22 more
Smithfield · Creekside Landing
Jazz Legacy Gala 2026: Smooth Jazz Lunch Cruise/Day Party-Spirit of Norfolk
Sat, Nov 14, 11:30 AM
Norfolk · Otter Berth
Jazz Legacy Gala 2026: Smooth Jazz Lunch Cruise/Day Party-Spirit of Norfolk
Sat, Nov 14, 11:30 AM
Norfolk · Otter Berth
4th Annual Juneteenth Unity in the Community Fest!
Fri, Jun 19, 4:00 PM
Newport News · Harvest Church
4th Annual Juneteenth Unity in the Community Fest!
Fri, Jun 19, 4:00 PM
Newport News · Harvest Church
Sales end soon
Portsmouth PRIDE Rainbow Day Party
Today at 5:30 PM
Portsmouth · 725 High St
Sales end soon
Portsmouth PRIDE Rainbow Day Party
Today at 5:30 PM
Portsmouth · 725 High St
Jazz Legacy Gala 2026: Wednesday Special Edition
Wed, Nov 11, 5:30 PM
Hampton · Hampton Roads Convention Center
Jazz Legacy Gala 2026: Wednesday Special Edition
Wed, Nov 11, 5:30 PM
Hampton · Hampton Roads Convention Center
2ND CHANCE INC. ANNUAL BANQUET FEATURING P-TOWN LEGENDS
Sun, Jun 28, 3:00 PM
Suffolk · Temple Beth El
2ND CHANCE INC. ANNUAL BANQUET FEATURING P-TOWN LEGENDS
Sun, Jun 28, 3:00 PM
Suffolk · Temple Beth El
Sales end soon
Yorktown Ghost Tour
Today at 8:00 PM + 61 more
Yorktown · 301 Main St
Sales end soon
Yorktown Ghost Tour
Today at 8:00 PM + 61 more
Yorktown · 301 Main St
Socialite DK Birthday Bash with Grand Puba
Sat, Jul 18, 8:00 PM
Hampton · Mercury Entertainment Center
Socialite DK Birthday Bash with Grand Puba
Sat, Jul 18, 8:00 PM
Hampton · Mercury Entertainment Center
Sales end soon
Bi-Weekly SINGO Music Bingo Nights at Creekside Landing - Smithfield
Tuesday at 6:00 PM + 47 more
Smithfield · Creekside Landing
Sales end soon
Bi-Weekly SINGO Music Bingo Nights at Creekside Landing - Smithfield
Tuesday at 6:00 PM + 47 more
Smithfield · Creekside Landing
Billy the Kidden Rescue presents Comedy to the Rescue
Sat, Aug 1, 6:00 PM
Norfolk · 37th & Zen
Billy the Kidden Rescue presents Comedy to the Rescue
Sat, Aug 1, 6:00 PM
Norfolk · 37th & Zen
Jazz Legacy Gala 2026: Saturday Night of Elegance
Sat, Nov 14, 5:30 PM
Hampton · Hampton Roads Convention Center
Jazz Legacy Gala 2026: Saturday Night of Elegance
Sat, Nov 14, 5:30 PM
Hampton · Hampton Roads Convention Center
Jazz Legacy Gala 2026: Sunday Grand Finale
Sun, Nov 15, 2:30 PM
Hampton · Hampton Roads Convention Center
Jazz Legacy Gala 2026: Sunday Grand Finale
Sun, Nov 15, 2:30 PM
Hampton · Hampton Roads Convention Center
Sales end soon
Dark History: Murder Tour
Today at 10:00 PM + 60 more
Williamsburg · 461 E Nicholson St
Sales end soon
Dark History: Murder Tour
Today at 10:00 PM + 60 more
Williamsburg · 461 E Nicholson St
Tiki Tease and Tassels! Live Music and Burlesque Brunch Spectacular!
Sun, Jun 7, 11:30 AM
Virginia Beach · Keagan's Irish Pub
Tiki Tease and Tassels! Live Music and Burlesque Brunch Spectacular!
Sun, Jun 7, 11:30 AM
Virginia Beach · Keagan's Irish Pub
Family Gospel Karaoke Night At Coopers Restaurant
Sun, Jun 7, 5:00 PM + 1 more
Portsmouth · Cooper's Restaurant and Lounge
Family Gospel Karaoke Night At Coopers Restaurant
Sun, Jun 7, 5:00 PM + 1 more
Portsmouth · Cooper's Restaurant and Lounge

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