The daily playbook
Make a plan, then go.
A clean seven-day view of official entertainment and special events. Times are shown in Eastern Time.
50 official eventsSchedule checked 2026-09-18T07:00:08.041Z
Friday, September 18
entertainment
Jayce Gallagher
Blondie's · 1063 Main Street, The Villages, FL
entertainment
Clark Barrios Band
Eastport · 6980 Central Lake Drive, The Villages, FL
entertainment
Penta
Sawgrass Grove · 766 Marilee Place, The Villages, FL
entertainment
Rocky and The Rollers
Spanish Springs Town Square · Main Street, The Villages, FL
entertainment
The Edge Of Rock
Brownwood Paddock Square · 2705 West Torch Lake Drive, The Villages, FL
entertainment
Zee-R Band
Lake Sumter Landing Market Square · Lake Sumter Landing, The Villages, FL
entertainment
Chicken and Biscuits
The SigPro Studio · 1030 Old Mill Run, The Villages, FL
entertainment
Sgt. Peppers Lonely Hearts
The Sharon · 1051 Main Street, The Villages, FL
Saturday, September 19
special events
Hometown Market
Brownwood Paddock Square · 2705 West Torch Lake Drive, The Villages, FL
entertainment
Gilly & the Girl
Sawgrass Grove · 766 Marilee Place, The Villages, FL
entertainment
C Barry Denham
Blondie's · 1063 Main Street, The Villages, FL
entertainment
Cable Cars
Spanish Springs Town Square · Main Street, The Villages, FL
entertainment
Radlin' Rootz
Eastport · 6980 Central Lake Drive, The Villages, FL
entertainment
Swing Theory
Lake Sumter Landing Market Square · Lake Sumter Landing, The Villages, FL
entertainment
The Fire Rhythms Band
Sawgrass Grove · 766 Marilee Place, The Villages, FL
entertainment
The Voodoo Gypsies
Brownwood Paddock Square · 2705 West Torch Lake Drive, The Villages, FL
entertainment
Chicken and Biscuits
The SigPro Studio · 1030 Old Mill Run, The Villages, FL
Sunday, September 20
entertainment
Bandemic
Brownwood Paddock Square · 2705 West Torch Lake Drive, The Villages, FL
entertainment
Bar Fly
Spanish Springs Town Square · Main Street, The Villages, FL
entertainment
Dance Express
Sawgrass Grove · 766 Marilee Place, The Villages, FL
entertainment
September Dogs
Eastport · 6980 Central Lake Drive, The Villages, FL
entertainment
Sheila & The Sound
Lake Sumter Landing Market Square · Lake Sumter Landing, The Villages, FL
entertainment
Classic Albums Live
The Tracy Performing Arts Center · 2210 Dr Randy McDaniel Way, The Villages, FL
Monday, September 21
entertainment
Blondies Trivia with Alan Ross
Blondie's · 1063 Main Street, The Villages, FL
entertainment
Blonde Ambition
Spanish Springs Town Square · Main Street, The Villages, FL
entertainment
Boozy Bingo-Sawgrass
Sawgrass Grove · 766 Marilee Place, The Villages, FL
entertainment
Gravity Parade
Brownwood Paddock Square · 2705 West Torch Lake Drive, The Villages, FL
entertainment
The Dave Capp Project
Lake Sumter Landing Market Square · Lake Sumter Landing, The Villages, FL
Tuesday, September 22
entertainment
Trivia Tuesday
Sawgrass Grove · 766 Marilee Place, The Villages, FL
entertainment
Blondies Karaoke with Alan Ross
Blondie's · 1063 Main Street, The Villages, FL
entertainment
Bobby Blackmon & The B3 Band
Spanish Springs Town Square · Main Street, The Villages, FL
entertainment
Jerico
Lake Sumter Landing Market Square · Lake Sumter Landing, The Villages, FL
entertainment
Rocky and The Rollers
Eastport · 6980 Central Lake Drive, The Villages, FL
entertainment
Slickwood Trio
Sawgrass Grove · 766 Marilee Place, The Villages, FL
entertainment
The Rundown Band
Brownwood Paddock Square · 2705 West Torch Lake Drive, The Villages, FL
entertainment
Chicken and Biscuits
The SigPro Studio · 1030 Old Mill Run, The Villages, FL
Wednesday, September 23
entertainment
Shelby Lauren
Blondie's · 1063 Main Street, The Villages, FL
entertainment
AndrewLuv and the Franchise Players Band
Spanish Springs Town Square · Main Street, The Villages, FL
entertainment
Fancy Reagan
Lake Sumter Landing Market Square · Lake Sumter Landing, The Villages, FL
entertainment
Greg Warren Band
Brownwood Paddock Square · 2705 West Torch Lake Drive, The Villages, FL
entertainment
The 789s
Sawgrass Grove · 766 Marilee Place, The Villages, FL
entertainment
Chicken and Biscuits
The SigPro Studio · 1030 Old Mill Run, The Villages, FL
Thursday, September 24
entertainment
Alan Ross Karaoke
Sawgrass Grove · 766 Marilee Place, The Villages, FL
entertainment
Matt Capps
Blondie's · 1063 Main Street, The Villages, FL
entertainment
Ember Road
Sawgrass Grove · 766 Marilee Place, The Villages, FL
entertainment
Groove Slayers
Eastport · 6980 Central Lake Drive, The Villages, FL
entertainment
Pavani s Band
Brownwood Paddock Square · 2705 West Torch Lake Drive, The Villages, FL
entertainment
Scooter The DJ
Spanish Springs Town Square · Main Street, The Villages, FL
entertainment
The Edge Of Rock
Lake Sumter Landing Market Square · Lake Sumter Landing, The Villages, FL
entertainment
Chicken and Biscuits
The SigPro Studio · 1030 Old Mill Run, The Villages, FL