Oldsmar, FL

Oldsmar, Florida sits just north of Largo in Pinellas County. It’s not a huge place, but it’s got a lot of energy. The city started back in 1916, when Ransom E. Olds—yeah, the Oldsmobile guy—bought up more than 37,000 acres. He dreamed up “Oldsmar-on-the-Bay,” hoping to build a big, planned city along the water. Things didn’t quite pan out the way he envisioned, but Oldsmar still found its footing and grew into a laid-back suburb with a friendly, close-knit vibe.

Today, about 14,000 people call Oldsmar home, and it keeps growing. The location helps—right between Largo and Clearwater—so it’s perfect for families and commuters who want easy access to both cities. Don’t forget to check out Palm Harbor, FL too.

If you like being outdoors, Oldsmar’s got you covered. The Oldsmar Trail snakes through town, connecting parks and green spaces. Walkers, joggers, and cyclists love it. The city’s pride and joy is R.E. Olds Park, named after the founder. It’s right on the water, with beautiful views, playgrounds, picnic spots, a fishing pier, and a boat ramp. Locals hang out here for festivals and events all year, especially during Oldsmar Days and Nights, a big annual bash with live music, food, and carnival rides.

Bicentennial Park is another favorite. It’s got sports fields, a dog park, playgrounds—basically, a go-to spot for games, family gatherings, and community events.

Oldsmar isn’t just about parks, though. Over the years, the city has put more energy into arts and culture. There are live performances, art exhibits, and festivals—mostly organized by the Cultural Affairs Department. Events like Art on the Bay and Movies in the Park give everyone a chance to get together and enjoy something creative, usually with a family-friendly twist.

Downtown Oldsmar is getting a facelift, too. New shops, restaurants, and places to hang out are popping up, but the city still keeps that small-town feel.

If you’re around during one of Oldsmar’s big annual events, you’ll see what the community is all about. Oldsmar Days and Nights is the headliner, with a parade, car show, food trucks, and live music. Oktoberfest is another crowd-pleaser—lots of bratwurst, beer, and traditional music. People from all over the Largo area come out for these.

In the end, Oldsmar feels like one of those places where history, nature, and a sense of community all mix together. Whether you’re kicking back at R.E. Olds Park, wandering the trails, or joining a festival, you can tell people here really care about their city. It’s got just the right mix of old-school charm and modern fun—definitely a spot worth checking out if you’re in the Largo area. If you are looking for a HVAC contractor, click here.