All Upcoming events

• Sat, 02 May, 2026 - 10:00 AM

  Kentucky Derby Day At The Downs

  Tampa Bay Downs

  6+ Interested
• Sat, 07 Nov, 2026 - 01:00 PM

  Badass Beer Fest '26

  101 State St E

  USD 19
• Sat, 11 Apr, 2026 - 02:00 PM

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

  R E Olds Park

  385+ Interested
• Sat, 18 Apr, 2026 - 06:00 PM

  Tampa Bay Downs Corgi Derby

  Tampa Bay Downs, Inc.

  221+ Interested
• Fri, 10 Apr, 2026 - 05:00 PM

  Oldsmar Days & Nights 2026

  Re Olds Park

  1912+ Interested
• Sun, 29 Mar, 2026 - 11:15 AM

  Learn to Play Hockey @ Tampa Bay Skating Academy

  Tampa Bay Skating Academy

  4+ Interested
• Sun, 22 Mar, 2026 - 11:00 AM

  Hats, Horses & Hope - Helps Cancer Patients Win the Race

  Tampa Bay Downs

  31+ Interested
• Sun, 05 Apr, 2026 - 07:00 AM

  Oldsmar COMMUNITY Easter Sunrise Service, Breakfast & More!

  Oldsmar Veterans Memorial Park
• Sun, 19 Apr, 2026 - 10:00 AM

  Funky Flow Earth Day Festival with Missy White & Tymi Howard

  Studio 108 Yoga & Teacher Training Center

  17+ Interested
• Thu, 02 Apr, 2026 - 08:00 PM

  Let The VCRs jumpstart your Easter Weekend with an 80's New Wave Dance Party!

  Wild Rover Brewing Company

  41+ Interested
• Sat, 28 Mar, 2026 - 07:30 AM

  1st Annual Seminole Scramble Golf Tournament

  Westchase Golf Club
• Sat, 28 Mar, 2026 - 08:00 PM

  OPAL Beetlejuice Jr

  Re Olds Park

  45+ Interested
• Sat, 25 Apr, 2026 - 11:00 AM

  Hennessys luau party and pig roast

  3980 Tampa Rd Ste 104

  36+ Interested
• Sun, 22 Mar, 2026 - 10:30 AM

  Zumba Instructor Training with Jenna Bostic in Tampa, FL, US

  YouFit Tampa (Hillsborough Ave) 13891 W. Hillsborough Ave., Tampa, FL, US 33635

  10+ Interested
• Sun, 29 Mar, 2026 - 11:00 AM

  Florida Cup Day

  Tampa Bay Downs
• Wed, 18 Mar, 2026 - 03:30 PM

  LEGO Club

  Oldsmar Public Library

  Free
• Sat, 21 Mar, 2026 - 08:00 PM

  DNO by TGTBA - March 2026 - Central

  Hennessys Bar Oldsmar
• Sat, 11 Apr, 2026 - 08:00 AM

  🦁🌴 Spring Tailgate 🦁🌴

  Upper Tampa Bay Park
• Sat, 25 Apr, 2026 - 10:00 AM

  Community Plant Exchange

  Upper Tampa Bay Regional Chamber of Commerce

  8+ Interested
• Fri, 20 Mar, 2026 - 06:00 PM

  Jay and Rhonda at Jack Willies

  Jack Willie's Bar Grill & Tiki

  4+ Interested
• Fri, 20 Mar, 2026 - 02:00 PM

  Happy Tails: Pet Fair & Pawtraits

  301 Woodlands Pkwy, Suite 3, Oldsmar, FL, United States, Florida 34677

  88+ Interested
• Sat, 04 Apr, 2026 - 07:00 PM

  🤭 The Last Chance Band, 🎶 Whiskey Wings Oldsmar

  Whiskey Wings Oldsmar

  21+ Interested
• Wed, 25 Mar, 2026 - 12:00 PM

  Day at the Races

  Tampa Bay Downs, Inc.

  31+ Interested
• Fri, 10 Apr, 2026 - 06:00 PM

  Jack Willie's Tiki Bar presents Tangerine 🍊 Creme

  Jack Willie's Bar Grill & Tiki

  10+ Interested
• Sat, 28 Mar, 2026 - 11:00 AM

  Life is a Donation Cornhole Tournament

  Jack Willie's Bar, Grill & Tiki

  35+ Interested
• Sat, 18 Apr, 2026 - 11:00 AM

  Kiwanis Top of the Bay Cornhole Tournament

  Tampa Bay Brewing Company Westchase
• Mon, 13 Apr, 2026 - 11:00 AM

  41st Annual Golf Classic

  Westchase Golf Club

  21+ Interested
• Sun, 03 May, 2026 - 05:00 PM

  RedZone @ Whiskey Wings Oldsmar

  Whiskey Wings Oldsmar

  35+ Interested
• Sat, 24 Oct, 2026 - 09:00 AM

  Let'sCo! Oldsmar - Health & Wellness Fair

  Gull Aire Community Center

  23+ Interested
• Sat, 28 Mar, 2026 - 10:00 AM

  Infant CPR Class

  13049 W Linebaugh Ave, Suite 101, Tampa, FL 33626-4488, United States
• Fri, 26 Jun, 2026 - 07:00 PM

  ☀️ The Last Chance Band, Whiskey Wings Oldsmar

  Whiskey Wings Oldsmar

  14+ Interested
• Sat, 02 May, 2026 - 09:00 AM

  Rain Barrel Workshop

  Mobbly Bayou Wilderness Preserve

  Free
• Sat, 18 Apr, 2026 - 01:00 PM

  Newborn Care Class

  13049 W Linebaugh Ave, Suite 101, Tampa, FL 33626-4488, United States
• Sat, 09 May, 2026 - 06:00 PM

  Tangerine Creme Rocks Jack Willie's Bar Grill & Tiki

  Jack Willie's Bar Grill & Tiki

  8+ Interested
• Sat, 19 Sep, 2026 - 09:00 PM

  WE'RE BAAAAACK!

  Hennessys Bar Oldsmar

  6+ Interested
• Sat, 27 Jun, 2026 - 07:00 PM

  Flyte Band returns to Whiskey Wings Oldsmar

  Whiskey Wings Oldsmar

  7+ Interested
• Mon, 23 Mar, 2026 - 07:00 PM

  Group Hypnosis: Overcoming Imposter Syndrome

  Ashley Lynn Caputo at Unwind the Mind Hypnosis and Wellness, LLC
• Sat, 21 Mar, 2026 - 11:00 AM

  A Day At The Races with the AAC of Pasco

  TampaBay Downs Horse Racing

  27+ Interested
• Sat, 23 May, 2026 - 09:00 PM

  THE HOGS LIVE IN OLDSMAR!

  Hennessys Bar Oldsmar

  6+ Interested
• Sat, 02 May, 2026 - 01:00 PM

  Birth Essentials Class

  13049 W Linebaugh Ave, Suite 101, Tampa, FL 33626-4488, United States
• Sat, 02 May, 2026 - 06:00 PM

  Jay and Rhonda at Jack Willie’s

  Jack Willie's Bar Grill & Tiki

  4+ Interested
• Sat, 21 Mar, 2026 - 10:00 AM

  Breastfeeding your Baby Class

  13049 W Linebaugh Ave, Suite 101, Tampa, FL 33626-4488, United States
• Thu, 30 Apr, 2026 - 07:00 PM

  Spring Concert - Favorite American Composers

  3240 N McMullen Booth Rd, Clearwater, FL 33761-2009, United States
• Fri, 27 Mar, 2026 - 05:00 PM

  Soft Touch Laser Grand Opening Experience

  3800 Tampa Rd #170

  Free
• Thu, 02 Apr, 2026 - 07:00 PM

  Preparing for Birth Class- 4 Week Series

  13049 W. Linebaugh Ave. Unit 101, Tampa, FL