Nightly Entertainment

**All events and performances subject to change**

October 2022

Blue Stone Circle

The Villages favorite dance band! ...
Oct 02, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Indigo

Fun and Good times is what we do! ...
Oct 02, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Valerie Gillespie Ensemble

This Jazz Ensemble is one not to miss! ...
Oct 02, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Stella BeatUpdated

Heritage Festival
An energetic Top 40 party band who can also switch into high energy Latin Dance hits. ...
Oct 03, 2022
4:00 pm - 9:00 pm
Brownwood Paddock Square

Uncle Bob’s Rock Shop

Hits from the 70's and 80's! ...
Oct 03, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Street TalkUpdated

Street Talk is a group of musicians dedicated to putting on a great show! ...
Oct 03, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Chasing Amy
Market Night

Variety with fun and good times! ...
Oct 04, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Johnny Wild & The Delights

Johnny Wild & the Delights are your true time machine back to the classic music and style of the '50's! ...
Oct 04, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Rick Melvern Band

Join Rick Melvern and his high end band for a fun, edgy, and energetic show! ...
Oct 04, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Big Chief

New Orleans funk and R&B with favorite dance music to bring the party! ...
Oct 05, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Rocky & The Rollers
Market Night

Follow The Fun with this world renowned band. From Doo Wop to Rock and Roll! Check out this band's drink special on our bar huts page! ...
Oct 05, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Slickwood

Slickwood is a central Florida based jamgrass, folk rock, roots music band comprised of true spirited, high energy songs and players! ...
Oct 05, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Anita Drink Band

A variety band that performs the most popular rock n' roll from the 60's through today! ...
Oct 06, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Old Skool

Dance and Funk music of the 70s & 80s! You won't be able to sit down! ...
Oct 06, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Second Slice
Market Night

This band pumps out the hits from the 70's, 80's, 90's, and music of today. Come on out! Bet you'll come back for a Second Slice! ...
Oct 06, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Ampli-Fires

Featuring Red Hot Rock Blocks of Nicks, Petty, Eagles, Pink, Jett ...
Oct 07, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Z-Street Band
Heritage Festival

The Z Street Swing Band knows how to pack a dance floor with Big Band hits from the 1930s, 1940s, and more. What sets the band apart is their unique availability to perform Swing, Big Band, and hot Jazz and then transition into Rock, Pop, R&B, and more. ...
Oct 07, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Think Big Band

Keeping the crowd toe-tapping and dancing from the first down-beat to the last encore. ...
Oct 07, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Trip 19

Take a trip down to the square for variety band Trip 19! ...
Oct 08, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Paisley Craze

"Rockadelic hits from the 60s"! ...
Oct 08, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Penta

Penta is an exceptional Daytona Beach rock, blues and funk band ...
Oct 08, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Crossfire

A High Energy Top 40 Dance Band! ...
Oct 09, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

SSnakeyez

Classic/Southern Rock! 3 piece band of high energy! ...
Oct 09, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Steve Hogie Band

Acoustic Rock Trio - cocktail drums, three-part harmony to create an authentic sound! ...
Oct 09, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Billy Buchanan & His Rock N’ Soul Revue

"Soul, early rock, and blues from the 50's to the 80's and beyond!" ...
Oct 10, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Scooter The DJ

Audience Participation is required! Popular Dances and Scooter Originals! ...
Oct 10, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Studio 77

Disco fever has arrived in the squares! ...
Oct 10, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

John Dixon Band

Classic country and your favorite country dance tunes. ...
Oct 11, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Never Never Band

A high energy rock and dance band playing all your favorites from Classic Rock to current Top-40 ...
Oct 11, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

The Leonard Brothers Band

The Leonard Brothers Band is one of Orlando's Top Party Bands. Comprised of a unique group of talented young musicians, their diverse show caters to any crowd offering pop, rock, top 40, reggae, and variety! ...
Oct 11, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Bobby Blackmon & B3 Band

"Get out of the house for some live music"! We'll leave the light on for you; The Blues Light! ...
Oct 12, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Johnny Wild & The Delights

Johnny Wild & the Delights are your true time machine back to the classic music and style of the '50's! ...
Oct 12, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Spazmatics
80’s night

The Spazmatics take you back to the era you want to forget...but can't...the 80's! ...
Oct 12, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Blonde Ambition

Variety with fun and good times! Check out this band's drink special on our bar huts page! ...
Oct 13, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Blue Stone Circle

The Villages favorite dance band! ...
Oct 13, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

MPIRE

MPIRE is a tight, dynamic band that delivers a variety of music from the 60's through today! ...
Oct 13, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Paradise

Join the party with Paradise Band, who have been playing party music together for over 30 years! ...
Oct 14, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Rocky & The Rollers

Follow The Fun with this world renowned band. From Doo Wop to Rock and Roll! Check out this band's drink special on our bar huts page! ...
Oct 14, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Steelhorse

Country, Classic Rock. Great Music, Great Fun! ...
Oct 14, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Cactus Jack & The Cadillacs
Cruise-In 4pm-9pm

Playing together for over 25 years, this is one of the premier rock and roll dance bands in the country. Playing 50's-70's rock, soul, disco, funk, and motown. This band will not let you sit down! ...
Oct 15, 2022
4:00 pm - 9:00 pm
Spanish Springs Town Square

Clark Barrios Band

Get ready to dance the night away with Top 40 and pop hits! ...
Oct 15, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Sondra Hunt Band

Tapping your toes and hitting the dance floor for an unforgettable night of great music! ...
Oct 15, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Dance Express

A high energy, crowd pleaser playing old school music, Motown and current top 40! ...
Oct 16, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Greg Warren Band

Come hear this high energy country & rock band! ...
Oct 16, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Sherry and The Rockafellas

A central Florida rockabilly band with a strong female lead who brings the female side of rockabilly revival! ...
Oct 16, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Jerico

Leaning to the Southern side of Rock, Jerico celebrates the sounds of the last 6 decades! ...
Oct 17, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Southbound

This group boasts four great lead vocalists, as well as a Florida State Champion fiddle player. ...
Oct 17, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

The Rundown Band

A 5 piece Rock band focused on 80's greatest hits and rock classics. Bringing you music from The Police, Bob Marley, Zack Brown Band, Bruno Mars and some Spin Doctors! ...
Oct 17, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Uncle Bob’s Rock Shop

Hits from the 70's and 80's! ...
Oct 18, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Slickwood
Market Night

Slickwood is a central Florida based jamgrass, folk rock, roots music band comprised of true spirited, high energy songs and players! ...
Oct 18, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

The Leonard Brothers Band

The Leonard Brothers Band is one of Orlando's Top Party Bands. Comprised of a unique group of talented young musicians, their diverse show caters to any crowd offering pop, rock, top 40, reggae, and variety! ...
Oct 18, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Anti IdolNew

Lace up your Doc Martins, dust off your flannels and get on the floor. This is one band you don’t want to miss! ...
Oct 19, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Anita Drink Band

A variety band that performs the most popular rock n' roll from the 60's through today! ...
Oct 19, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Street Talk

Street Talk is a group of musicians dedicated to putting on a great show! ...
Oct 19, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Blonde Ambition

Variety with fun and good times! Check out this band's drink special on our bar huts page! ...
Oct 20, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Hayfire
Market Night

Fun energetic Country Band! Known for their superb vocals and upbeat energy that gets any crowd going. ...
Oct 20, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

MPIRE

MPIRE is a tight, dynamic band that delivers a variety of music from the 60's through today! ...
Oct 20, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Ampli-Fires

Featuring Red Hot Rock Blocks of Nicks, Petty, Eagles, Pink, Jett ...
Oct 21, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Billy Buchanan & His Rock N’ Soul Revue

"Soul, early rock, and blues from the 50's to the 80's and beyond!" ...
Oct 21, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Bobby Blackmon & B3 Band

"Get out of the house for some live music"! We'll leave the light on for you; The Blues Light! ...
Oct 21, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Paisley Craze

"Rockadelic hits from the 60s"! ...
Oct 22, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Steelhorse

Country, Classic Rock. Great Music, Great Fun! ...
Oct 22, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

5.0.1.

5.0.1. BLUES lets the MUSIC come first... Playing the best of the Blues, Soul & Classic Rock Music from the 60's and 70's. ...
Oct 23, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Greg Warren Band

Come hear this high energy country & rock band! ...
Oct 23, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Studio 77

Disco fever has arrived in the squares! ...
Oct 23, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

3 For The Road Plus 1

Classic rock, modern rock, dance music and a little bit of everything from the 60's to today. "Playing What You've Been Missing!" ...
Oct 24, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Hayfire

Fun energetic Country Band! Known for their superb vocals and upbeat energy that gets any crowd going! ...
Oct 24, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Sugar Vibe

"larger than life" sound wrapped up in a band of 5 ...
Oct 24, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Cactus Jack & The Cadillacs

Playing together for over 25 years, this is one of the premier rock and roll dance bands in the country. Playing 50's-70's rock, soul, disco, funk, and motown. This band will not let you sit down! ...
Oct 25, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Chasing Amy

Variety with fun and good times! ...
Oct 25, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Latin Ambition

Combining American Dance and Latin Dance music! ...
Oct 25, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Rick Melvern Band

Join Rick Melvern and his high end band for a fun, edgy, and energetic show! ...
Oct 26, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Rocky & The Rollers

Follow The Fun with this world renowned band. From Doo Wop to Rock and Roll! Check out this band's drink special on our bar huts page! ...
Oct 26, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Second Slice

This band pumps out the hits from the 70's, 80's, 90's, and music of today. Come on out! Bet you'll come back for a Second Slice! ...
Oct 26, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Blonde Ambition

Variety with fun and good times! Check out this band's drink special on our bar huts page! ...
Oct 27, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Jerico

Leaning to the Southern side of Rock, Jerico celebrates the sounds of the last 6 decades! ...
Oct 27, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Johnny Wild & The Delights

Johnny Wild & the Delights are your true time machine back to the classic music and style of the '50's! ...
Oct 27, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

The Rundown Band
Hometown Halloween

A 5 piece Rock band focused on 80's greatest hits and rock classics. Bringing you music from The Police, Bob Marley, Zack Brown Band, Bruno Mars and some Spin Doctors! ...
Oct 28, 2022
4:00 pm - 9:00 pm
Brownwood Paddock Square

Trip 19

Take a trip down to the square for variety band Trip 19! ...
Oct 28, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Think Big Band

Keeping the crowd toe-tapping and dancing from the first down-beat to the last encore. ...
Oct 28, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Blue Stone Circle
Hometown Halloween

The Villages favorite dance band! ...
Oct 29, 2022
4:00 pm - 9:00 pm
Brownwood Paddock Square

Crossfire

A High Energy Top 40 Dance Band! ...
Oct 29, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Penta

Penta is an exceptional Daytona Beach rock, blues and funk band ...
Oct 29, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Clark Barrios Band

Get ready to dance the night away with Top 40 and pop hits! ...
Oct 30, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Dance Express

A high energy, crowd pleaser playing old school music, Motown and current top 40! ...
Oct 30, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square

Justin Heet Band

Rock at its finest! This band doesn't hold back. Come out and party with this great rock band! ...
Oct 30, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Scooter The DJ

Audience Participation is required! Popular Dances and Scooter Originals! ...
Oct 31, 2022
5:00 pm - 9:00 pm
Spanish Springs Town Square

Southbound

This group boasts four great lead vocalists, as well as a Florida State Champion fiddle player. ...
Oct 31, 2022
5:00 pm - 9:00 pm
Lake Sumter Landing Market Square

Stella Beat

An energetic Top 40 party band who can also switch into high energy Latin Dance hits. ...
Oct 31, 2022
5:00 pm - 9:00 pm
Brownwood Paddock Square
No event found!