In observance of Labor Day, The Villages Entertainment remote and in-person box offices will be closed on Sep 01, 2025. Online ticket purchasing will be available during this time and regular business hours will resume on Sep 02, 2025. Have a safe holiday!

August 2025
Members of The Brothers Jukebox in a v formation. The lead holds a guitar.

The Brothers JukeboxNew

Spinning country gold and classic rock with heart. The Brothers Jukebox delivers down-home harmonies, front-porch memories, and the kind of sound that keeps life sweet, smooth, and simple.
Sun Aug 31, 2025
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Osaka Fall

Uncovered Hits, Unforgettable Vibes. Osaka Fall sets itself apart with a setlist you won’t hear anywhere else. From rare old-school jams to glam rock, funk, modern pop, and soulful love songs, they create a musical experience like no other.
Sun Aug 31, 2025
5:00 pm - 9:00 pm
Brownwood Paddock Square
September 2025

Blondie’s Trivia with Alan RossNew

Blondie’s Trivia with host Alan Ross adds a playful twist to your afternoon with a mix of music, laughs, and off-beat general knowledge questions. Rally your team to see if you can claim Blondie’s Trivia bragging rights and a shout-out post with the winner’s trophy on both Blondie’s and Alan’s social pages!
Mon Sep 01, 2025
2:00 pm - 4:00 pm
Blondie's
1063 Main Street, The Villages, FL 32159

Beauty & The Beats

Unique blend of hits from the decades we grew up in....featuring your favorites from the '70s, '80s, and '90s Our music is inspired by legends, chart-toppers AND your favorite one-hit wonders.
Mon Sep 01, 2025
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Blonde Ambition

Blonde Ambition is an international special event show band based out of Orlando, FL. American Top 40, pop, rock, Motown, '70s, '80s, '90s, Latin cross-over, and more!
Mon Sep 01, 2025
5:00 pm - 9:00 pm
Brownwood Paddock Square
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