Upcoming Oldsmar Events

Check out what's happening all around Oldsmar, FL

Live Music with Alito Abad

 Sat, 20 Dec at 07:00 pm Cuban Foodies

Survey Says (Opinionated, Survey Based Game) HEN

 Fri, 19 Dec at 07:00 pm Hennessys Bar Oldsmar

ML Crisis @ Jack Willie's

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

UTB Saturday Market

 Sat, 20 Dec at 10:00 am 101 State St E, Oldsmar, FL 34677, United States

Whiskey Wings Oldsmar - Jorge Valentine Band

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

MALA'S, MANTRA MEDITATION & MUDRAS with Tymi Howard

 Sat, 10 Jan at 03:00 pm Studio 108 Yoga & Teacher Training Center

🎄✨ UGLY SWEATER CHRISTMAS BINGO! ✨🎄

 Thu, 18 Dec at 05:30 pm 3682 TAMPA ROAD, Oldsmar, FL

D1 Westchase - Free Community Workout

 Sat, 20 Dec at 08:00 am 3161 Curlew Rd., Oldsmar, FL, United States, Florida 34677

Ugly Sweater After-Christmas Ice Skating

 Fri, 26 Dec at 07:00 pm Tampa Bay Skating Academy USD 40

Christmas Eve at Grace and Faith Church

 Wed, 24 Dec at 07:00 pm 12749 W Hillsborough Ave, Tampa, FL, United States, Florida 33635

MAGIC returns to Whiskey Wings Oldsmar

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

Winter Workshop Intensive Dance Camp at Ovations Dance Academy of Tampa

 Sat, 27 Dec at 09:00 am Ovations Dance Academy of Tampa

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

 Tue, 16 Dec at 07:00 pm 3687 Tampa Rd, Oldsmar, FL 34677

Wednesday Bingo

 Wed, 17 Dec at 06:30 pm 3687 Tampa Road, Oldsmar, FL, United States, Florida 34677

YIN YOGA IMMERSION & 1 DAY TRAINING with Tymi Howard

 Sun, 11 Jan at 12:30 pm Studio 108 Yoga & Teacher Training Center

Flannel Riot Returns With Their First Show Of 2026!

 Sat, 03 Jan at 07:00 pm Whiskey Wings Oldsmar

Missy White's 100 Hour Master Yoga Teacher Training

 Sat, 24 Jan at 09:30 am Studio 108 Yoga & Teacher Training Center

Touch & Go Cars Tribute at Wild Rover in Tampa!

 Sat, 10 Jan at 08:00 pm Wild Rover Brewing Company

Flyte Band at Whiskey Wings Oldsmar

 Sat, 10 Jan at 07:00 pm Whiskey Wings Oldsmar

Firefly at Whiskey Wings Oldsmar

 Sat, 27 Dec at 07:00 pm Whiskey Wings Oldsmar

Carls, Candles & Sleigh-bells

 Thu, 18 Dec at 07:00 pm Holy Trinity Episcopal Church in Countryside

Tampa Bay Downs Corgi Derby

 Sat, 18 Apr at 06:00 pm Tampa Bay Downs, Inc.

Candles & Carols

 Tue, 23 Dec at 07:00 pm R.E. Olds Park

9 BALL TOURNAMENT AT STIX OLDSMAR! HAPPY NEW YEAR!

 Sat, 03 Jan at 10:00 am 13918 W. Hillsborough Ave, Tampa, FL, United States, Florida 33635

45th Armadillo Run

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

FIT4MOM Workout: New & Expecting Mamas Welcome

 Thu, 15 Jan at 11:00 am 13049 W. Linebaugh Ave. Unit 101, Tampa, FL, United States, Florida 33626

Phlebotomy Technician Training

 Sat, 14 Mar at 10:00 am 11351 Countryway Blvd, Tampa, FL 33626-2610, United States

Ribbon Cutting at LifeSouth Community Blood Centers

 Thu, 18 Dec at 12:00 pm 13847 W. Hillsborough Ave Tampa, FL 33635

Holiday Kids Camp - Winter Break Adventure Camp

 Mon, 22 Dec at 08:30 am 423 Lafayette Blvd., Oldsmar, FL, United States, Florida 34677

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

 Mon, 15 Dec at 10:00 am 423 Lafayette Blvd., Oldsmar, FL, United States, Florida 34677

THE HOGS ROCK OLDSMAR!

 Sat, 17 Jan at 09:00 pm Hennessys Bar Oldsmar

Make & Mingle: A Women’s Terrarium Social Oldsmar

 Sat, 10 Jan at 02:00 pm Cypress Forest Rec Center

Tampa Paint and Pour – Sunset Palm Holiday

 Mon, 15 Dec at 06:00 pm The Fountainhead Wine and Beer Bar

Jack Willie's Bar Grill & Tiki

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

Christmas Eve by Candlelight, with Community 💫

 Wed, 24 Dec at 05:00 pm 207 Buckingham Ave E, Oldsmar, FL

Brew and Bond: Coffee Social for Women Oldsmar

 Sat, 10 Jan at 09:30 am JGoody Cafe

Kentucky Derby Day At The Downs

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

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

 Tue, 06 Jan at 07:00 pm Swing Time House of Dance (Oldsmar, FL)

Let'sCo! Oldsmar - Health & Wellness Fair

 Fri, 23 Jan at 02:00 pm 301 Woodlands Pkwy, Suite 3, Oldsmar, FL, United States, Florida 34677

Jack Willie's Tiki Bar

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

❤️ The Last Chance Band, Whiskey 🎶 Wings Oldsmar

 Fri, 20 Feb at 07:00 pm Whiskey Wings Oldsmar

OPAL Beetlejuice Jr

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

Christmas Party Mixer

 Wed, 17 Dec at 05:30 pm Tampa Bay Brewing Company (Westchase)

Bumps & Babies Support Group: Acupuncture for Pregnancy & Postpartum

 Tue, 20 Jan at 01:00 pm 13049 W. Linebaugh Ave. Unit 101, Tampa, FL, United States, Florida 33626

PILATES CERTIFICATION COURSE: Core Mat I in Tampa,FL

 Fri, 06 Feb at 03:00 pm 12613 Race Track Rd, Tampa, FL 33626-1331, United States

Agustina At the Races

 Sun, 08 Mar at 10:45 am Skye Terrace Dining Room 11225 Race Track Rd, Tampa, FL 33626

Open House & Ribbon Cutting

 Mon, 15 Dec at 09:00 am 301 Woodlands Pkwy, Suite 3, Oldsmar, FL, United States, Florida 34677

Bumps & Babies Support Group: Pelvic Floor Health 🌱

 Tue, 16 Dec at 01:00 pm 13049 W Linebaugh Ave, Suite 101, Tampa, FL 33626-4488, United States

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

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

Innovations in Women's Health

 Wed, 28 Jan at 09:00 am Ardea Country Club Free

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

 Tue, 17 Feb at 01:00 pm 13049 W. Linebaugh Ave. Unit 101, Tampa, FL, United States, Florida 33626

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

 Fri, 22 May at 06:00 pm Whiskey Wings Oldsmar

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

 Wed, 11 Feb at 06:00 pm Tampa Bay Brewing Company (Westchase)

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

Sat, 14 Feb at 11:00 am Tampa Bay Downs

5th Annual Mardi Gras Gala 2026!!!

 Tue, 17 Feb at 06:00 pm Oldsmar Veterans Memorial Park

Florida Cup Day

 Sun, 29 Mar at 11:00 am Tampa Bay Downs

Jack Willie's Tiki Bar

 Sat, 07 Feb at 06:00 pm Jack Willie's Bar Grill & Tiki

Valentines Day

Mon, 19 Jan at 10:00 am Tampa Rd, Oldsmar, FL 34677, United States

Tangerine Creme back at Jack Willie's

Sat, 07 Mar at 06:00 pm Jack Willie's Bar Grill & Tiki

Unlock Your Communication Potential – 1-Day Workshop in Oldsmar, FL

 Wed, 08 Oct at 09:00 am For venue details, Reach us at: [email protected] USD 551 to 884

Ignite Your Leadership: Lead Teams to Success Workshop in Oldsmar, FL

 Mon, 27 Oct at 09:00 am For venue address, reach us at [email protected] USD 551 to 884