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In observance of Christmas, The Villages Entertainment box offices will be closed beginning at 3:00 PM Dec 24 through Dec 25, 2025. Online ticket purchasing will still be available at this time. Regular business hours will resume Dec 26, 2025. Happy holidays!

Wallet User Shopping-cart

In observance of Christmas, The Villages Entertainment box offices will be closed beginning at 3:00 PM Dec 24 through Dec 25, 2025. Online ticket purchasing will still be available at this time. Regular business hours will resume Dec 26, 2025. Happy holidays!

Nightly Entertainment

Choose a location below to download the corresponding calendar.

A button that includes an image of a dancing crowd and invites you to "Download Full Calendar" for Nightly Entertainment.

Next Month- Powerpack set to “is not” 

WARNING:
Strobing and lighting will be used during scheduled entertainment that may not be suitable for individuals with conditions that include sensitivity to light.

**All events and performances subject to change**

December 2025
A band of 4 stands together with happy, friendly smiles.

Second Slice

This band pumps out the hits from the '70s, '80s, '90s, and music of today. Come on out! Bet you'll come back for a Second Slice!
Fri Dec 26, 2025
5:00 pm - 9:00 pm
Brownwood Paddock Square
2726 Brownwood Blvd, The Villages, FL 32163

Earth Beat

A classic dance band featuring country, rock, and Motown hits!
Fri Dec 26, 2025
5:00 pm - 9:00 pm
Spanish Springs Town Square
1051 Main St, The Villages, FL 32159

Paisley Craze

Paisley Craze is a Rockadelic '60s music anthology band from Sarasota FL! Celebrating the music.
Fri Dec 26, 2025
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square
1020 Lake Sumter Landing, The Villages, FL 32162

Rocky and The Rollers

An absolute Villages favorite. Rocky and The Rollers have 27 years performing in The Villages and their wide range of high energy music from all eras and genres will keep you excited and engaged throughout the performance.
Fri Dec 26, 2025
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Watkins Duo 12:00 PM – 3:00 PM | Paradise 5:00 PM – 9:00 PM

Watkins Duo: Thomas and Susan play the hits you know and love, from the 1970s-1990s.
Paradise: Join the party with Paradise Band, who have been playing party music together for over 30 years!
Sat Dec 27, 2025
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Uncle Bob’s Rock Shop

Live in Concert – This is Uncle Bob's Rock Shop. Playing iconic classic rock hits with a genuine concert feel.
Sat Dec 27, 2025
5:00 pm - 9:00 pm
Brownwood Paddock Square
2726 Brownwood Blvd, The Villages, FL 32163

The Fire Rhythms Band

Fueled by Caribbean heat and Brazilian beats, The Fire Rhythms Band lights up the stage with funk, rock, and Top 40 hits that turn every show into a full-blown dance party.
Sat Dec 27, 2025
5:00 pm - 9:00 pm
Spanish Springs Town Square
1051 Main St, The Villages, FL 32159

Clark Barrios Band

Clark Barrios a man of so much talent... A high energy 6 piece band with flawless vocals and a world class rhythm section that keeps the party going...
Sat Dec 27, 2025
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square
1020 Lake Sumter Landing, The Villages, FL 32162

Slickwood Trio

Slickwood Trio is a Florida-grown Americana, country, rock, bluegrass band with a wide mix of old and new music that everyone loves!
Sun Dec 28, 2025
3:00 pm - 6:00 pm
Eastport (Main Stage)
7025 Central Lake Dr The Villages, FL 34762

September Dogs

September Dogs is a four piece, female fronted band. The live shows are driven by strong, layered vocals by Cate & Michael, with a diverse, unique song selection that sets them apart from other local bands. The band always brings their energy to each performance and engages with their audience!
Sun Dec 28, 2025
5:00 pm - 9:00 pm
Brownwood Paddock Square
2726 Brownwood Blvd, The Villages, FL 32163

Dance Express

A high energy, crowd pleaser playing old school music, Motown, and current Top 40!
Sun Dec 28, 2025
5:00 pm - 9:00 pm
Spanish Springs Town Square
1051 Main St, The Villages, FL 32159
A band of 4 stands together with happy, friendly smiles.

Second Slice

This band pumps out the hits from the '70s, '80s, '90s, and music of today. Come on out! Bet you'll come back for a Second Slice!
Sun Dec 28, 2025
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square
1020 Lake Sumter Landing, The Villages, FL 32162

Fancy Reagan

Fancy Reagan is a female-fronted non-stop '80s dance party like no other! Featuring some of the best musicians in Central Florida. Nobody puts the '80s in a corner!
Sun Dec 28, 2025
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Boozy Bingo at Sawgrass Grove

Not your grandparent's bingo! From music, to movies, we ask the questions as you place your chips on the answer! Click here to view details.
Mon Dec 29, 2025
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Blue Stone Circle

Blue Stone Circle is the ultimate party band. Musical styles include rock, country, R&B, reggae, Top 40, Latin, and pop.
Mon Dec 29, 2025
5:00 pm - 9:00 pm
Brownwood Paddock Square
2726 Brownwood Blvd, The Villages, FL 32163

Studio 77

Disco has come to The Villages! Get out your platform shoes and bellbottom pants. Step back to the '70s disco era with Studio 77!
Mon Dec 29, 2025
5:00 pm - 9:00 pm
Spanish Springs Town Square
1051 Main St, The Villages, FL 32159

Eighteen87

Named for their roots and built for the stage, Eighteen87 cranks out decades of iconic hits with a fresh twist and a Florida groove you’ll feel in your bones.
Mon Dec 29, 2025
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square
1020 Lake Sumter Landing, The Villages, FL 32162

Villager Feud Spinoff

Calling all friends, family and neighbors to battle it out in this "survey says" style game! Teams of 4 may enter for chance of participation on site!
Mon Dec 29, 2025
6:00 pm - 9:00 pm
Eastport (Main Stage)
7025 Central Lake Dr The Villages, FL 34762

Trivia Tuesday

Join us at Sawgrass Grove every Tuesday for your chance to win a variety of prizes! Free admission, no ticket required.
Tue Dec 30, 2025
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Stella Beat

Stella Beat is an energetic Latin/ Top 40 party band based in Orlando, FL
Tue Dec 30, 2025
5:00 pm - 9:00 pm
Brownwood Paddock Square
2726 Brownwood Blvd, The Villages, FL 32163

Clark Barrios Band

Clark Barrios a man of so much talent... A high energy 6 piece band with flawless vocals and a world class rhythm section that keeps the party going...
Tue Dec 30, 2025
5:00 pm - 9:00 pm
Spanish Springs Town Square
1051 Main St, The Villages, FL 32159

Justin Heet Band

Rock at its finest! This band doesn't hold back. Come out and party with this great rock band!
Tue Dec 30, 2025
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square
1020 Lake Sumter Landing, The Villages, FL 32162
Bobby Blackmon sits on a stool, holding a guitar, with his 4 bandmates. (Background is transparent).

Bobby Blackmon & The B3 Band

Beautiful Bobby Blackmon. His show is high energy & danceable soul blues music that you do not wanna miss.
Tue Dec 30, 2025
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

The 789s

With five musicians from five corners of the country, The 789s ignite the stage with a shared love of all the greatest rock, disco, and pop hits.
Wed Dec 31, 2025
5:00 pm - 9:00 pm
Brownwood Paddock Square
2726 Brownwood Blvd, The Villages, FL 32163

Rocky and The Rollers

An absolute Villages favorite. Rocky and The Rollers have 27 years performing in The Villages and their wide range of high energy music from all eras and genres will keep you excited and engaged throughout the performance.
Wed Dec 31, 2025
5:00 pm - 9:00 pm
Spanish Springs Town Square
1051 Main St, The Villages, FL 32159

The Edge of Rock

A Villages homegrown rock band delivering thrilling, high-energy renditions of classic rock and crowd favorites.
Wed Dec 31, 2025
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square
1020 Lake Sumter Landing, The Villages, FL 32162

The Voodoo Gypsies

The Voodoo Gypsies is a classic rock cover band from Central Florida! The band is all about playing popular rock ‘n roll hits from the '60s, '70s, '80s.
Wed Dec 31, 2025
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785
Ryan Thurgaland- holding instrument standing outside

Live Solo Saxophone: Ryan Thurgaland

Ryan has been playing the saxophone for 10 years; performing professionally since the age of 13 with other musicians as well as performing solos all around Florida and Nashville. His musical repertoire is incredibly diverse and interesting! With such an eclectic collection of genres, including swing, jazz, blues-rock fusion, R&B, and both classic and modern rock, there's bound to be something for everyone to enjoy.
Wed Dec 31, 2025
5:30 pm - 7:30 pm
Eastport (Courtyard)
6980 Central Lk Dr, The Villages, FL 34762
January 2026

The Alan Ross Karaoke Roadshow

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!
Thu Jan 01, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Boozy Bingo at Sawgrass Grove

Not your grandparent's bingo! From music, to movies, we ask the questions as you place your chips on the answer! Click here to view details.
Mon Jan 05, 2026
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Trivia Tuesday

Join us at Sawgrass Grove every Tuesday for your chance to win a variety of prizes! Free admission, no ticket required.
Tue Jan 06, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

The Alan Ross Karaoke Roadshow

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!
Thu Jan 08, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Boozy Bingo at Sawgrass Grove

Not your grandparent's bingo! From music, to movies, we ask the questions as you place your chips on the answer! Click here to view details.
Mon Jan 12, 2026
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Trivia Tuesday

Join us at Sawgrass Grove every Tuesday for your chance to win a variety of prizes! Free admission, no ticket required.
Tue Jan 13, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

The Alan Ross Karaoke Roadshow

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!
Thu Jan 15, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Boozy Bingo at Sawgrass Grove

Not your grandparent's bingo! From music, to movies, we ask the questions as you place your chips on the answer! Click here to view details.
Mon Jan 19, 2026
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Trivia Tuesday

Join us at Sawgrass Grove every Tuesday for your chance to win a variety of prizes! Free admission, no ticket required.
Tue Jan 20, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

The Alan Ross Karaoke Roadshow

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!
Thu Jan 22, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Boozy Bingo at Sawgrass Grove

Not your grandparent's bingo! From music, to movies, we ask the questions as you place your chips on the answer! Click here to view details.
Mon Jan 26, 2026
5:00 pm - 9:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Trivia Tuesday

Join us at Sawgrass Grove every Tuesday for your chance to win a variety of prizes! Free admission, no ticket required.
Tue Jan 27, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

The Alan Ross Karaoke Roadshow

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!
Thu Jan 29, 2026
12:00 pm - 2:00 pm
Sawgrass Grove
766 Marilee Place, The Villages, FL 34785

Blue Stone Circle

Blue Stone Circle is the ultimate party band. Musical styles include rock, country, R&B, reggae, Top 40, Latin, and pop.
Sat Jan 31, 2026
5:00 pm - 9:00 pm
Spanish Springs Town Square
1051 Main St, The Villages, FL 32159
No event found!