6 Sep - 15 May

The Sharon

Ongoing

The Villages Philharmonic Orchestra Season Subscription 26-27

15 Sep - 15 May

The SigPro Studio

Ongoing

The SigPro Studio Season 11 Subscription

15 Sep - 24 Oct

The SigPro Studio

Ongoing

Chicken & Biscuits

1 Oct

The Sharon

Expired

Regency 101 Masterclass

1 Oct

12:00 pm

Sawgrass Grove

Expired

Alan Ross Karaoke

1 Oct

Savannah Center

Expired

One Night in Memphis

1 Oct

5:00 pm

Spanish Springs Town Square®

Expired

Gravity Parade

1 Oct

5:00 pm

Lake Sumter Landing Market Square®

Expired

Groove Slayers

1 Oct

5:00 pm

Brownwood Paddock Square®

Expired

Fancy Reagan

2 Oct

Savannah Center

Expired

The Brooklyn Bridge and The Classics IV

2 Oct

5:00 pm

Brownwood Paddock Square®

Expired

Friday Night Car Show | The British Motoring Club

2 Oct

6:00 pm

Eastport

Expired

Uncle Bob’s Rock Shop

2 Oct

6:00 pm

Spanish Springs Town Square®

Expired

The Brothers Jukebox

2 Oct

6:00 pm

Brownwood Paddock Square®

NewExpired

The Highway 41 Band | Car Show 5:00 PM – 8:00 PM

2 Oct

6:00 pm

Lake Sumter Landing Market Square®

Expired

Blue Stone Circle

3 - 4 Oct

10:00 am

Spanish Springs Town Square®

Expired

Spanish Springs Arts & Crafts Festival

3 Oct

12:00 pm

Spanish Springs Town Square®

Expired

Sandra & Alex LeKid Acoustic Duo

3 Oct

12:00 pm

Sawgrass Grove

Expired

Handpicked Trio 12pm-3pm | Sheila & The Sound 6pm-10pm

3 Oct

6:00 pm

Eastport

NewExpired

The Mordigans

3 Oct

6:00 pm

Brownwood Paddock Square®

Expired

Alex Hayes Band

3 Oct

6:00 pm

Lake Sumter Landing Market Square®

Expired

DeadLanders

4 Oct

12:00 pm

Spanish Springs Town Square®

Expired

Watkins Duo

4 Oct

5:00 pm

Spanish Springs Town Square®

Expired

Eighteen87

4 Oct

5:00 pm

Brownwood Paddock Square®

Expired

Greg Warren Band

4 Oct

5:00 pm

Lake Sumter Landing Market Square®

Expired

Bourbon Street Brass

4 Oct

5:00 pm

Sawgrass Grove

Expired

Luck of The Draw

4 Oct

6:00 pm

Eastport

Expired

Daisy Fever

5 Oct

5:00 pm

Brownwood Paddock Square®

Expired

Monday Night Car Show | Tin Lizzies of North Central Florida Car Club

5 Oct

5:00 pm

Spanish Springs Town Square®

Expired

3P

5 Oct

5:00 pm

Brownwood Paddock Square®

Expired

Blonde Ambition | Car Show 5:00 PM – 8:00 PM

5 Oct

5:00 pm

Lake Sumter Landing Market Square®

Expired

Ember Road

5 Oct

5:00 pm

Sawgrass Grove

Expired

Boozy Bingo

5 Oct

6:00 pm

Eastport

Expired

Clark Barrios Band

6 Oct

Epic Theatres Old Mill Playhouse (LOBBY)

Expired

V4V presents: Mamma Mia Movie Singalong

6 Oct

12:00 pm

Sawgrass Grove

Expired

Trivia Tuesday

6 Oct

5:00 pm

Spanish Springs Town Square®

Expired

Steve Hogie Band

6 Oct

5:00 pm

Brownwood Paddock Square®

Expired

Johnny Wild & The Delights

6 Oct

5:00 pm

Lake Sumter Landing Market Square®

Expired

Street Talk

6 Oct

5:00 pm

Sawgrass Grove

Expired

Jeff Whitfield Trio

7 Oct

5:00 pm

Spanish Springs Town Square®

Expired

Justin Heet Band

7 Oct

5:00 pm

Brownwood Paddock Square®

Expired

SSnakeyez

7 Oct

5:00 pm

Lake Sumter Landing Market Square®

Expired

Studio 77

7 Oct

5:00 pm

Sawgrass Grove

Expired

Live Effect

7 Oct

6:00 pm

Eastport

Expired

AndrewLuv and the Franchise Players Band

7 Oct

Epic Theatres Old Mill Playhouse (LOBBY)

Expired

V4V presents: Mannequin, The Roy Michaels Experience

8 Oct

12:00 pm

Sawgrass Grove

Alan Ross Karaoke

8 Oct

5:00 pm

Spanish Springs Town Square®

Hacksaw Hamlin

8 Oct

5:00 pm

Brownwood Paddock Square®

MPIRE

8 Oct

5:00 pm

Lake Sumter Landing Market Square®

The Rundown Band

8 Oct

5:00 pm

Sawgrass Grove

Earth Beat

8 Oct

6:00 pm

Eastport

Fancy Reagan

9 Oct

5:00 pm

Lake Sumter Landing Market Square®

Friday Night Car Show | The Villages Mustang Club

9 Oct

Epic Theatres Old Mill Playhouse (THEATRE)

THE DEL-PHI’S Echoes of the Past Tribute

9 Oct

6:00 pm

Spanish Springs Town Square®

Uncle Bob’s Rock Shop

9 Oct

6:00 pm

Brownwood Paddock Square®

CLUB CTRL Feat. DJ Lu-S

9 Oct

6:00 pm

Lake Sumter Landing Market Square®

New

The Mordigans | Car Show 5:00 PM – 8:00 PM

9 Oct

6:00 pm

Eastport

5.0.1.

10 Oct

Epic Theatres Old Mill Playhouse (THEATRE)

V4V presents: Jeff Shaw Live

10 Oct

12:00 pm

Sawgrass Grove

Greg Warren Trio 12pm-3pm | Swing Theory 6pm-10pm

10 Oct

6:00 pm

Eastport

The Voodoo Gypsies

10 Oct

6:00 pm

Brownwood Paddock Square®

Penta

10 Oct

6:00 pm

Lake Sumter Landing Market Square®

Cable Cars

10 Oct

6:00 pm

Spanish Springs Town Square®

The Edge Of Rock

11 Oct

Savannah Center

Absolute Queen

11 Oct

5:00 pm

Brownwood Paddock Square®

Dance Express

11 Oct

5:00 pm

Lake Sumter Landing Market Square®

Luck of The Draw

11 Oct

5:00 pm

Spanish Springs Town Square®

NextGen

11 Oct

5:00 pm

Sawgrass Grove

Valerie Gillespie Ensemble

11 Oct

6:00 pm

Eastport

Anita Drink Band

12 Oct

Savannah Center

Sold Out

MJ THE ILLUSION: Reliving The King Of Pop

12 Oct

5:00 pm

Lake Sumter Landing Market Square®

Monday Night Car Show | The Villages Classic Automobile Club

12 Oct

5:00 pm

Spanish Springs Town Square®

Greg Warren Band

12 Oct

5:00 pm

Brownwood Paddock Square®

Slickwood

12 Oct

5:00 pm

Lake Sumter Landing Market Square®

Rocky and The Rollers | Car Show 5:00 PM – 8:00 PM

12 Oct

5:00 pm

Sawgrass Grove

Boozy Bingo

13 Oct

12:00 pm

Sawgrass Grove

Trivia Tuesday

13 Oct

5:00 pm

Sawgrass Grove

3P

13 Oct

5:00 pm

Spanish Springs Town Square®

The 789s

13 Oct

5:00 pm

Brownwood Paddock Square®

Street Talk

13 Oct

5:00 pm

Lake Sumter Landing Market Square®

AndrewLuv and the Franchise Players Band

13 Oct

6:00 pm

Eastport

Billy Buchanan & His Rock N’ Soul Revue

14 Oct

5:00 pm

Brownwood Paddock Square®

Latin Ambition

14 Oct

5:00 pm

Lake Sumter Landing Market Square®

New

Savage Soul Band

14 Oct

5:00 pm

Spanish Springs Town Square®

Big Chief

14 Oct

5:00 pm

Sawgrass Grove

Clark Barrios Band

14 Oct

6:00 pm

Eastport

Daisy Fever

14 Oct

Epic Theatres Old Mill Playhouse (LOBBY)

Wand Presents: Name That Tune

15 Oct

12:00 pm

Sawgrass Grove

Alan Ross Karaoke

15 Oct

5:00 pm

Sawgrass Grove

Steve Hogie Band

15 Oct

5:00 pm

Brownwood Paddock Square®

Jerico

15 Oct

5:00 pm

Lake Sumter Landing Market Square®

Scooter The DJ

15 Oct

5:00 pm

Spanish Springs Town Square®

5.0.1.

15 Oct

6:00 pm

Eastport

Studio 77

16 Oct

5:00 pm

Brownwood Paddock Square®

Friday Night Car Show | The Villages Chrysler Convertible Club

16 Oct

6:00 pm

Brownwood Paddock Square®

Uncle Bob’s Rock Shop | Car Show 5:00 PM – 8:00 PM

16 Oct

6:00 pm

Eastport

Think Big Band

16 Oct

6:00 pm

Lake Sumter Landing Market Square®

New

The Highway 41 Band

16 Oct

6:00 pm

Spanish Springs Town Square®

Zee-R Band

16 Oct

6:00 pm

Sawgrass Grove

Bobby Blackmon & The B3 Band

17 Oct

12:00 pm

Sawgrass Grove

The Jukebox Trio 12pm-3pm | The Edge Of Rock 6pm-10pm

17 Oct

6:00 pm

Lake Sumter Landing Market Square®

The Voodoo Gypsies

17 Oct

6:00 pm

Eastport

Bar Fly

17 Oct

6:00 pm

Spanish Springs Town Square®

September Dogs

17 Oct

6:00 pm

Brownwood Paddock Square®

Hacksaw Hamlin

17 Oct

Savannah Center

Only in America: Honoring Brooks & Dunn and Reba

18 Oct

5:00 pm

Brownwood Paddock Square®

Earth Beat

18 Oct

5:00 pm

Lake Sumter Landing Market Square®

Beauty & The Beats

18 Oct

5:00 pm

Spanish Springs Town Square®

Paradise

18 Oct

5:00 pm

Sawgrass Grove

Second Slice

18 Oct

6:00 pm

Eastport

Alex Hayes Band

18 Oct

The Sharon

Gary Sinise Presents Graceful Warrior

19 Oct

5:00 pm

Brownwood Paddock Square®

Monday Night Car Show | Streetrod’s Central Golf Cart Club

19 Oct

5:00 pm

Spanish Springs Town Square®

MPIRE

19 Oct

5:00 pm

Brownwood Paddock Square®

The Dave Capp Project | Car Show 5:00 PM – 8:00 PM

19 Oct

5:00 pm

Lake Sumter Landing Market Square®

Blonde Ambition

19 Oct

5:00 pm

Sawgrass Grove

Boozy Bingo

19 Oct

6:00 pm

Eastport

Justin Heet Band

20 Oct

12:00 pm

Sawgrass Grove

Trivia Tuesday

20 Oct

5:00 pm

Lake Sumter Landing Market Square®

Live Effect

20 Oct

5:00 pm

Brownwood Paddock Square®

New

Dead Radio

20 Oct

5:00 pm

Spanish Springs Town Square®

Johnny Wild & The Delights

20 Oct

5:00 pm

Sawgrass Grove

Southbound

20 Oct

6:00 pm

Eastport

Jeff Whitfield Trio

21 Oct

5:00 pm

Lake Sumter Landing Market Square®

Stella Beat

21 Oct

5:00 pm

Brownwood Paddock Square®

Blue Stone Circle

21 Oct

5:00 pm

Spanish Springs Town Square®

Updated

Latin Ambition

21 Oct

5:00 pm

Sawgrass Grove

SSnakeyez

21 Oct

6:00 pm

Eastport

Zee-R Band

21 Oct

Epic Theatres Old Mill Playhouse (THEATRE)

V4V presents: Liverpool Live

22 Oct

12:00 pm

Sawgrass Grove

Alan Ross Karaoke

22 Oct

Savannah Center

Chicago Transit Canada: A Tribute to Chicago

22 Oct

5:00 pm

Lake Sumter Landing Market Square®

Hacksaw Hamlin

22 Oct

5:00 pm

Brownwood Paddock Square®

Southbound

22 Oct

5:00 pm

Sawgrass Grove

Paisley Craze

22 Oct

5:00 pm

Spanish Springs Town Square®

Anita Drink Band

23 Oct

6:00 pm

Spanish Springs Town Square®

Groove Slayers

23 Oct

6:00 pm

Eastport

Rocky and The Rollers

23 Oct

6:00 pm

Brownwood Paddock Square®

Bar Fly

23 Oct

6:00 pm

Lake Sumter Landing Market Square®

The Fire Rhythms Band

23 Oct

6:00 pm

Sawgrass Grove

Think Big Band

23 Oct

The Sharon

Etta May: Still Kickin’

24 Oct

12:00 pm

Sawgrass Grove

Acoustic Blue 12pm-3pm | Radlin’ Rootz 6pm-10pm

24 Oct

Epic Theatres Old Mill Playhouse (THEATRE)

Wand Presents – The World’s Fastest Hypnotist

24 Oct

6:00 pm

Eastport

DeadLanders

24 Oct

6:00 pm

Lake Sumter Landing Market Square®

Green Light Go

24 Oct

6:00 pm

Spanish Springs Town Square®

Penta

24 Oct

6:00 pm

Brownwood Paddock Square®

The Brothers Jukebox

25 Oct

5:00 pm

Brownwood Paddock Square®

Sheila & The Sound

25 Oct

5:00 pm

Lake Sumter Landing Market Square®

Alex Hayes Band

25 Oct

5:00 pm

Spanish Springs Town Square®

Dance Express

25 Oct

5:00 pm

Sawgrass Grove

September Dogs

25 Oct

6:00 pm

Eastport

The Rundown Band

26 Oct

5:00 pm

Lake Sumter Landing Market Square®

Clark Barrios Band

26 Oct

5:00 pm

Brownwood Paddock Square®

Eighteen87

26 Oct

5:00 pm

Spanish Springs Town Square®

Blonde Ambition

26 Oct

5:00 pm

Sawgrass Grove

Boozy Bingo

26 Oct

6:00 pm

Eastport

Ember Road

26 Oct

The Sharon

Lobby Lounge Cabaret: Bach to Liberace

27 Oct

12:00 pm

Sawgrass Grove

Trivia Tuesday

27 Oct

5:00 pm

Lake Sumter Landing Market Square®

Gravity Parade

27 Oct

5:00 pm

Brownwood Paddock Square®

New

Savage Soul Band

27 Oct

5:00 pm

Spanish Springs Town Square®

Gilly & the Girl Trio

27 Oct

5:00 pm

Sawgrass Grove

Pavani’s Band

27 Oct

6:00 pm

Eastport

Slickwood

28 Oct

5:00 pm

Brownwood Paddock Square®

Stella Beat

28 Oct

5:00 pm

Lake Sumter Landing Market Square®

Paisley Craze

28 Oct

5:00 pm

Spanish Springs Town Square®

Old Skool

28 Oct

5:00 pm

Sawgrass Grove

Latin Ambition

28 Oct

Savannah Center

DOUBLE VISION HTX – Foreigner Tribute

28 Oct

6:00 pm

Eastport

Southbound Trio

29 Oct

12:00 pm

Sawgrass Grove

Alan Ross Karaoke

29 Oct

Savannah Center

Golden Girls – The Laughs Continue

29 Oct

5:00 pm

Brownwood Paddock Square®

New

DJ Johnny Tsunami

29 Oct

5:00 pm

Lake Sumter Landing Market Square®

Bar Fly

29 Oct

5:00 pm

Spanish Springs Town Square®

Blue Stone Circle

29 Oct

5:00 pm

Sawgrass Grove

Scooter The DJ

30 Oct

6:00 pm

Lake Sumter Landing Market Square®

The Edge Of Rock

30 Oct

6:00 pm

Eastport

The Brothers Jukebox

30 Oct

6:00 pm

Brownwood Paddock Square®

Live Effect

30 Oct

6:00 pm

Spanish Springs Town Square®

Rocky and The Rollers

30 Oct

6:00 pm

Sawgrass Grove

AndrewLuv and the Franchise Players Band

30 Oct - 17 Apr

The Sharon

Broadway Subscription

31 Oct

12:00 pm

Sawgrass Grove

The Fahrenheits 12pm-3pm | The Voodoo Gypsies 6pm-10pm

31 Oct

6:00 pm

Lake Sumter Landing Market Square®

Eighteen87

31 Oct

6:00 pm

Brownwood Paddock Square®

Alex Hayes Band

31 Oct

6:00 pm

Eastport

Blonde Ambition

31 Oct

6:00 pm

Spanish Springs Town Square®

Scooter The DJ

31 Oct

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October 2026