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In observance of Martin Luther King, Jr. Day, The Villages Entertainment box offices will be closed Jan. 19, 2026. Online ticket purchasing will still be available at this time. Regular business hours will resume Jan. 20, 2026.

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In observance of Martin Luther King, Jr. Day, The Villages Entertainment box offices will be closed Jan. 19, 2026. Online ticket purchasing will still be available at this time. Regular business hours will resume Jan. 20, 2026. Have a wonderful holiday!

Restaurant Entertainment

January 2026

Blondie’s Trivia with Alan Ross

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 Jan 19, 2026
2:00 pm - 4:00 pm
Blondie's
1063 Main Street, The Villages, FL 32159
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Blondie’s Karaoke with Alan Ross

Blondie’s Karaoke with host Alan Ross brings a spotlight to your inner star. Enjoy a wide variety of songs with some guidance from our host, who knows how to keep the energy just right to make every performance feel like a hit!
Tue Jan 20, 2026
2:00 pm - 4:00 pm
Blondie's
1063 Main Street, The Villages, FL 32159
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Shelby Lauren

Acoustic sets with a little bit of twang, a little bit of soul, and a little bit of rock ‘n’ roll. Music from all ages with some original songs thrown in!
Wed Jan 21, 2026
2:00 pm - 4:00 pm
Blondie's
1063 Main Street, The Villages, FL 32159
View Details

Rafael Rodriguez

A solo guitarist and singer performing a dynamic and intimate reinterpretation of top 40 songs from the '60s on up to current hits.
Wed Jan 21, 2026
3:00 pm - 5:00 pm
Tierra Del Sol Bar & Grill
806 San Marino Dr, Lady Lake, FL 32159
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C Barry Denham

C Barry Denham plays favorites from the '60s and '70s covering James Taylor, Beatles, Eagles, America, Fogelberg, Buffett, Billy Joel, Loggins and Messina, Seals and Crofts, and more!
Thu Jan 22, 2026
2:00 pm - 4:00 pm
Blondie's
1063 Main Street, The Villages, FL 32159
View Details

Becky Baby

From golden oldies and classic country, to jazz, rock and blues, Becky Baby is central Florida’s reigning retro queen! Performing music that spans 100 years of eras and genres, Becky Baby is guaranteed to play a little something for everyone!
Thu Jan 22, 2026
3:00 pm - 5:00 pm
Tierra Del Sol Bar & Grill
806 San Marino Dr, Lady Lake, FL 32159
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Renee Meadows

Singer and songwriter of an eclectic mix of audience favorites including classics, rock, pop, and country.
Fri Jan 23, 2026
2:00 pm - 4:00 pm
Blondie's
1063 Main Street, The Villages, FL 32159
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Jayce Gallagher

Jayce Gallagher is a solo acoustic singer playing rock and pop covers that span from the '60s to the '90s. Anything from The Beatles to Led Zeppelin To Boston to Bon Jovi to Alice In Chains, Jayce is truly the "Rock of Ages" player.
Fri Jan 23, 2026
3:00 pm - 5:00 pm
Tierra Del Sol Bar & Grill
806 San Marino Dr, Lady Lake, FL 32159
View Details

C Barry Denham

C Barry Denham plays favorites from the '60s and '70s covering James Taylor, Beatles, Eagles, America, Fogelberg, Buffett, Billy Joel, Loggins and Messina, Seals and Crofts, and more!
Sat Jan 24, 2026
3:00 pm - 5:00 pm
Tierra Del Sol Bar & Grill
806 San Marino Dr, Lady Lake, FL 32159
View Details

Blondie’s Trivia with Alan Ross

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 Jan 26, 2026
2:00 pm - 4:00 pm
Blondie's
1063 Main Street, The Villages, FL 32159
View Details

Blondie’s Karaoke with Alan Ross

Blondie’s Karaoke with host Alan Ross brings a spotlight to your inner star. Enjoy a wide variety of songs with some guidance from our host, who knows how to keep the energy just right to make every performance feel like a hit!
Tue Jan 27, 2026
2:00 pm - 4:00 pm
Blondie's
1063 Main Street, The Villages, FL 32159
View Details

Doug Thompson

Solo Singer/Guitarist performing standards and classic through current country music ranging from Elvis and Louis Armstrong and George Jones to Morgan Wallen.
Wed Jan 28, 2026
3:00 pm - 5:00 pm
Tierra Del Sol Bar & Grill
806 San Marino Dr, Lady Lake, FL 32159
View Details

Jayce Gallagher

Jayce Gallagher is a solo acoustic singer playing rock and pop covers that span from the '60s to the '90s. Anything from The Beatles to Led Zeppelin To Boston to Bon Jovi to Alice In Chains, Jayce is truly the "Rock of Ages" player.
Thu Jan 29, 2026
2:00 pm - 4:00 pm
Blondie's
1063 Main Street, The Villages, FL 32159
View Details
Thomas Watkins singing and playing an acoustic guitar.

Thomas Watkins

An acoustic artist performing timeless favorites from the '60s, '70s, and '80s, creating a laid-back and nostalgic vibe.
Thu Jan 29, 2026
3:00 pm - 5:00 pm
Tierra Del Sol Bar & Grill
806 San Marino Dr, Lady Lake, FL 32159
View Details

Andy Shreeve

With an eclectic variety of music spanning the last five decades, they are certain to play something for everyone. This gifted musician has crafted a sound and set list that is as unique as it is entertaining.
Fri Jan 30, 2026
2:00 pm - 4:00 pm
Blondie's
1063 Main Street, The Villages, FL 32159
View Details

Steve Hogie

A solo guitarist and singer performing classic rock music from the '60s, '70s, and '80s. Playing tunes that will bring back great memories.
Fri Jan 30, 2026
3:00 pm - 5:00 pm
Tierra Del Sol Bar & Grill
806 San Marino Dr, Lady Lake, FL 32159
View Details

Jessica Delacruz

Jessica Delacruz is a singer songwriter from Orlando who’s music consists of various styles including R&B, Soul, Rock, and Pop. Her music is a mix of Lauryn Hill, Fleetwood Mac and Marina’s styles of music.
Sat Jan 31, 2026
3:00 pm - 5:00 pm
Tierra Del Sol Bar & Grill
806 San Marino Dr, Lady Lake, FL 32159
View Details
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