All Upcoming events

• Fri, 19 Dec, 2025 - 07:00 PM

  Survey Says (Opinionated, Survey Based Game) HEN

  Hennessys Bar Oldsmar
• Fri, 26 Dec, 2025 - 05:00 PM

  ML Crisis @ Jack Willie's

  Jack Willie's Bar Grill & Tiki

  55+ Interested
• Sat, 20 Dec, 2025 - 10:00 AM

  UTB Saturday Market

  101 State St E, Oldsmar, FL 34677, United States
• Fri, 26 Dec, 2025 - 07:00 PM

  Whiskey Wings Oldsmar - Jorge Valentine Band

  Whiskey Wings Oldsmar

  18+ Interested
• Sat, 10 Jan, 2026 - 03:00 PM

  MALA'S, MANTRA MEDITATION & MUDRAS with Tymi Howard

  Studio 108 Yoga & Teacher Training Center
• Thu, 18 Dec, 2025 - 05:30 PM

  🎄✨ UGLY SWEATER CHRISTMAS BINGO! ✨🎄

  3682 TAMPA ROAD, Oldsmar, FL

  4+ Interested
• Sun, 14 Dec, 2025 - 07:30 PM

  Sunday 9 ball Tournament!

  13918 W. Hillsborough Ave, Tampa, FL, United States, Florida 33635
• Sat, 20 Dec, 2025 - 08:00 AM

  D1 Westchase - Free Community Workout

  3161 Curlew Rd., Oldsmar, FL, United States, Florida 34677

  8+ Interested
• Fri, 26 Dec, 2025 - 07:00 PM

  Ugly Sweater After-Christmas Ice Skating

  Tampa Bay Skating Academy

  USD 40
• Wed, 24 Dec, 2025 - 07:00 PM

  Christmas Eve at Grace and Faith Church

  12749 W Hillsborough Ave, Tampa, FL, United States, Florida 33635

  10+ Interested
• Fri, 02 Jan, 2026 - 07:00 PM

  MAGIC returns to Whiskey Wings Oldsmar

  Whiskey Wings Oldsmar

  28+ Interested
• Sun, 14 Dec, 2025 - 09:30 AM

  Missy White's 100 Hour Master Yoga Teacher Training

  Studio 108 Yoga & Teacher Training Center
• Tue, 16 Dec, 2025 - 07:00 PM

  Trivia Nation at Beef 'O' Brady's - Oldsmar - $100 in prizes!

  3687 Tampa Rd, Oldsmar, FL 34677
• Wed, 17 Dec, 2025 - 06:30 PM

  Wednesday Bingo

  3687 Tampa Road, Oldsmar, FL, United States, Florida 34677
• Sun, 14 Dec, 2025 - 10:00 AM

  Things to do in Tampa Bay - Zip Line Adventure - Family Outdoor Activity

  423 Lafayette Blvd., Oldsmar, FL, United States, Florida 34677
• Sun, 11 Jan, 2026 - 12:30 PM

  YIN YOGA IMMERSION & 1 DAY TRAINING with Tymi Howard

  Studio 108 Yoga & Teacher Training Center
• Sat, 03 Jan, 2026 - 07:00 PM

  Flannel Riot Returns With Their First Show Of 2026!

  Whiskey Wings Oldsmar

  6+ Interested
• Sat, 10 Jan, 2026 - 08:00 PM

  Touch & Go Cars Tribute at Wild Rover in Tampa!

  Wild Rover Brewing Company

  41+ Interested
• Tue, 06 Jan, 2026 - 07:00 PM

  BALBOA I, 6-Week Course, Tuesdays Jan 6 - Feb 10 (2026), 7-8pm

  Swing Time House of Dance (Oldsmar, FL)
• Sat, 10 Jan, 2026 - 07:00 PM

  Flyte Band at Whiskey Wings Oldsmar

  Whiskey Wings Oldsmar

  13+ Interested
• Thu, 18 Dec, 2025 - 07:00 PM

  Carls, Candles & Sleigh-bells

  Holy Trinity Episcopal Church in Countryside
• Sat, 18 Apr, 2026 - 06:00 PM

  Tampa Bay Downs Corgi Derby

  Tampa Bay Downs, Inc.

  87+ Interested
• Tue, 23 Dec, 2025 - 07:00 PM

  Candles & Carols

  R.E. Olds Park

  106+ Interested
• Sat, 03 Jan, 2026 - 10:00 AM

  9 BALL TOURNAMENT AT STIX OLDSMAR! HAPPY NEW YEAR!

  13918 W. Hillsborough Ave, Tampa, FL, United States, Florida 33635

  4+ Interested
• Sat, 27 Dec, 2025 - 07:00 PM

  Firefly at Whiskey Wings Oldsmar

  Whiskey Wings Oldsmar

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

  Flyte Band returns to Whiskey Wings Oldsmar

  Whiskey Wings Oldsmar

  5+ Interested
• Sat, 14 Mar, 2026 - 07:15 AM

  45th Armadillo Run

  400 St Petersburg Dr E, Oldsmar, FL, United States, Florida 64677

  154+ Interested
• Thu, 18 Dec, 2025 - 12:00 PM

  Ribbon Cutting at LifeSouth Community Blood Centers

  13847 W. Hillsborough Ave Tampa, FL 33635
• Thu, 15 Jan, 2026 - 11:00 AM

  FIT4MOM Workout: New & Expecting Mamas Welcome

  13049 W. Linebaugh Ave. Unit 101, Tampa, FL, United States, Florida 33626
• Mon, 22 Dec, 2025 - 08:30 AM

  Holiday Kids Camp - Winter Break Adventure Camp

  423 Lafayette Blvd., Oldsmar, FL, United States, Florida 34677
• Sat, 17 Jan, 2026 - 09:00 PM

  THE HOGS ROCK OLDSMAR!

  Hennessys Bar Oldsmar

  8+ Interested
• Sat, 10 Jan, 2026 - 02:00 PM

  Make & Mingle: A Women’s Terrarium Social Oldsmar

  Cypress Forest Rec Center

  4+ Interested
• Mon, 15 Dec, 2025 - 06:00 PM

  Tampa Paint and Pour – Sunset Palm Holiday

  The Fountainhead Wine and Beer Bar

  11+ Interested
• Sat, 09 May, 2026 - 06:00 PM

  Jack Willie's Bar Grill & Tiki

  Jack Willie's Bar Grill & Tiki

  6+ Interested
• Wed, 24 Dec, 2025 - 05:00 PM

  Christmas Eve by Candlelight, with Community 💫

  207 Buckingham Ave E, Oldsmar, FL

  15+ Interested
• Sat, 10 Jan, 2026 - 09:30 AM

  Brew and Bond: Coffee Social for Women Oldsmar

  JGoody Cafe

  27+ Interested
• Sat, 02 May, 2026 - 10:00 AM

  Kentucky Derby Day At The Downs

  Tampa Bay Downs
• Fri, 23 Jan, 2026 - 02:00 PM

  Let'sCo! Oldsmar - Health & Wellness Fair

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

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

  Jack Willie's Tiki Bar

  Jack Willie's Bar Grill & Tiki

  7+ Interested
• Fri, 20 Feb, 2026 - 07:00 PM

  ❤️ The Last Chance Band, Whiskey 🎶 Wings Oldsmar

  Whiskey Wings Oldsmar

  6+ Interested
• Sat, 28 Mar, 2026 - 08:00 PM

  OPAL Beetlejuice Jr

  Re Olds Park

  17+ Interested
• Wed, 17 Dec, 2025 - 05:30 PM

  Christmas Party Mixer

  Tampa Bay Brewing Company (Westchase)
• Tue, 20 Jan, 2026 - 01:00 PM

  Bumps & Babies Support Group: Acupuncture for Pregnancy & Postpartum

  13049 W. Linebaugh Ave. Unit 101, Tampa, FL, United States, Florida 33626
• Fri, 06 Feb, 2026 - 03:00 PM

  PILATES CERTIFICATION COURSE: Core Mat I in Tampa,FL

  12613 Race Track Rd, Tampa, FL 33626-1331, United States
• Sun, 08 Mar, 2026 - 10:45 AM

  Agustina At the Races

  Skye Terrace Dining Room 11225 Race Track Rd, Tampa, FL 33626

  58+ Interested
• Mon, 15 Dec, 2025 - 09:00 AM

  Open House & Ribbon Cutting

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

  22+ Interested
• Tue, 16 Dec, 2025 - 01:00 PM

  Bumps & Babies Support Group: Pelvic Floor Health 🌱

  13049 W Linebaugh Ave, Suite 101, Tampa, FL 33626-4488, United States
• Sat, 11 Apr, 2026 - 02:00 PM

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

  R E Olds Park

  141+ Interested
• Fri, 26 Jun, 2026 - 07:00 PM

  ☀️ The Last Chance Band, Whiskey Wings Oldsmar

  Whiskey Wings Oldsmar

  12+ Interested
• Wed, 28 Jan, 2026 - 09:00 AM

  Innovations in Women's Health

  Ardea Country Club

  Free
• Tue, 17 Feb, 2026 - 01:00 PM

  Bumps & Babies Meet Up: Support Your Child's Growth 🌿

  13049 W. Linebaugh Ave. Unit 101, Tampa, FL, United States, Florida 33626
• Fri, 22 May, 2026 - 06:00 PM

  Hit Me Up! Brings the Sauce to Whiskey Wings OLDSMAR!

  Whiskey Wings Oldsmar

  9+ Interested
• Wed, 11 Feb, 2026 - 06:00 PM

  Beer Dinner: Cupid's Last Call - Til Death Do Us Pour

  Tampa Bay Brewing Company (Westchase)

  20+ Interested
• Sat, 14 Feb, 2026 - 11:00 AM

  Jockeys and Jeans (for the benefit of PDJF) 11th Annual Event

  Tampa Bay Downs
• Tue, 17 Feb, 2026 - 06:00 PM

  5th Annual Mardi Gras Gala 2026!!!

  Oldsmar Veterans Memorial Park

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

  Florida Cup Day

  Tampa Bay Downs
• Sun, 14 Dec, 2025 - 06:00 PM

  Jay Brown at Jack Willies

  Jack Willie's Bar Grill & Tiki
• Sat, 07 Feb, 2026 - 06:00 PM

  Jack Willie's Tiki Bar

  Jack Willie's Bar Grill & Tiki

  19+ Interested
• Mon, 19 Jan, 2026 - 10:00 AM

  Valentines Day

  Tampa Rd, Oldsmar, FL 34677, United States
• Sat, 07 Mar, 2026 - 06:00 PM

  Tangerine Creme back at Jack Willie's

  Jack Willie's Bar Grill & Tiki

  12+ Interested