Entertainment events in Oldsmar

Check out happening entertainment events all around Oldsmar, FL

"U2.0" - A Tribute to U2 @ Wild Rover Brewing

 Fri, 21 Nov at 09:00 pm Wild Rover Brewing Company

End of Season Movie Night

 Fri, 14 Nov at 06:00 pm Tampa Rd, Oldsmar, FL

Whiskey Wings Oldsmar - Jorge Valentine Band

 Fri, 26 Dec at 07:00 pm Whiskey Wings Oldsmar

Jezabelle Rocks Oldsmar Whiskey Wings

Fri, 28 Nov at 07:00 pm Whiskey Wings Oldsmar

MAGIC returns to Whiskey Wings Oldsmar

 Fri, 02 Jan at 07:00 pm Whiskey Wings Oldsmar

Henn house rockin Christmas party

 Sat, 13 Dec at 06:00 pm 3980 Tampa Rd Ste 104

Return to Jack Willie's

 Sat, 29 Nov at 05:00 pm Jack Willie's Bar Grill & Tiki

Phlebotomy Technician Training

 Sat, 06 Dec at 10:00 am 11351 Countryway Blvd, Tampa, FL 33626-2610, United States

ML Crisis @ Jack Willie's

 Fri, 26 Dec at 05:00 pm Jack Willie's Bar Grill & Tiki

Sunset Ziplining Suspension Bridge Aerial Obstacle Course

 Sat, 06 Dec at 06:30 pm Empower Adventures Tampa Bay USD 109

🎅🏼 The Last Chance Band, 🎵 Whiskey Wings Oldsmar

 Sat, 13 Dec at 07:00 pm Whiskey Wings Oldsmar

2025 Celebrate Oldsmar - Bands & Brews on the Bay

 Sat, 22 Nov at 11:00 am R.E. Olds Park

45th Armadillo Run

 Sat, 14 Mar at 07:15 am 400 St Petersburg Dr E, Oldsmar, FL, United States, Florida 64677

Plus Size Holiday Mixer 12/05-12/07/25

Fri, 05 Dec at 03:00 pm Hampton Inn & Suites Tampa Northwest/Oldsmar (Oldsmar, FL)

Tampa Paint Party – Holiday Candy Canes

 Mon, 17 Nov at 06:00 pm The Fountainhead Wine and Beer Bar

OPAL Beetlejuice Jr

 Sat, 28 Mar at 08:00 pm Re Olds Park

Thankful & Grateful - Small Ensemble Recital

 Sat, 15 Nov at 02:00 pm North Bay Community Church

🎡 The Last Chance Band, 🎶 Oldsmar Days & Nights 2026!

 Sat, 11 Apr at 02:00 pm R E Olds Park

Jack Willie's Bar Grill & Tiki

Sat, 09 May at 06:00 pm Jack Willie's Bar Grill & Tiki

Kentucky Derby Day At The Downs

 Sat, 02 May at 10:00 am Tampa Bay Downs

Jack Willie's Tiki Bar

Fri, 10 Apr at 06:00 pm Jack Willie's Bar Grill & Tiki