Looking for the best trails around Oldsmar?

Explore the best rated trails in Oldsmar, FL. Whether you're looking for an easy walking trail or a bike trail like the Coastal Anclote Trail and Fort Fraser Trail. With more than 31 trails covering 379 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Withlacoochee State Trail

Great Trail

January, 2023 by smock2

Enjoyed our ride. Will definitely do it again!

Fred Marquis Pinellas Trail

I bought a condo a fifth of a mile off the trail so I can ride everyday without using my car.

January, 2023 by grimmster1352

I bought a condo a fifth of a mile off the trail so I can ride everyday without using my car.

Oldsmar Trail

Unexpectedly great ride-did 2 days in a row and will do again

January, 2023 by barbscondo

We rode this on our Ebikes Jan 7&8,2023
Day#1 Parked at Oldsmar Sports Complex and easily picked up the trail. First part along water and then through and by parks. Lots of shade. Really a great trail. A few boardwalks over swampy areas. We took the leg of the trail down to Mobbly Bayou wilderness. You do wind through two neighborhoods as part of the trail but very enjoyable and no traffic. The Mobbly part is about 1.5 miles of super hard packed sand and nature. Along the way there is a zipline that was busy both days. Total miles 14.5

Day#2 Again parked at Oldsmar Sports Complex. This time at R.E Olds Park on the map we turned north to the Cypress Lakes Preserve. First part is on sidewalk along streets with 2 signal crossings. Some won't like this but did not bother us. Worth it to ride through the Preserve. Saw an alligator in the pond. (From AZ so we are still excited to see these guys). Then when the trail ended instead of turning around and retracing our path we rode down the sidewalk on Race Track Road to pick up the trail again and repeat the Mobbly Park section and then back to the Sports Complex. Race Track Rd took us right past the Oldsmar Flea Mkt which is open S&S.. Total miles 19.5


Duke Energy Trail

Used this trail on our route to Clearwater beach

January, 2023 by jfloweresq

Good trail - well marked and wide enough for pedestrians and cyclists- it was really fun exploring these trails during our visit to Tampa - a great way to see Tampa

Druid Road Trail

Safe sidewalk trail - connector to downtown Clearwater

January, 2023 by jfloweresq

We felt very safe on this trail during our ride from Courtney Campbell Trail to downtown Clearwater and onto the beach. It was well marked.

Courtney Campbell Trail

So Beautiful I Rode it Twice

January, 2023 by jfloweresq

This trail provides a beautiful view of the ocean for nearly 10 miles - loved it!!

Fred Marquis Pinellas Trail

Dangerous walking

January, 2023 by atmurty

It has been getting really bad for a while now, people on bikes are traveling to fast. Now electric bikes are making this a very dangerous place to walk

Unfortunately I think that they only way to resolve this is by adding cameras and banning electric bikes

Thank you concerned resident of Dunedin

Pinellas Loop Trail

Not what it seems

December, 2022 by jadsmith001

At the time of writing - December 2022 - the trail actually runs from downtown St Petersburg on 1st Avenue and 1st Street to just beyond East Lake Road beyond Tarpon Springs. At this point the marked trail ends, but cycle lanes are available albeit on the edge of multi lane roads.  In total about 45 marked miles from St Pete to East Lake Road.  Do not believe any of the other numbers put out there on the web - and no, this is not a 75 mile marked trail today.

From downtown St Pete the trail goes past the stadium, through the warehouse district, St Pete suburbs, through Seminole, Largo, Belleair, Clearwater, Dunedin, Palm Harbor and onto Tarpon Springs. Downtown St Pete has well marked (and separated) cycle lanes, Seminole has lots of bridges - and yes, these add quite a lot of effort to the ride.  Water fountains are plentiful along the way at this end of the trail, less so as you head north.  The best bits are through Dunedin with breweries and restaurants on the trail and up on to Tarpon Springs where the trail runs down the center of the street.

The trail can be ridden on road bikes or anything more durable and has a 20 mph speed limit for ebikes.

Fred Marquis Pinellas Trail

Great diversity

December, 2022 by marthaharris55

We rode this trail in sections over 3 days. Stayed in Palm Harbor Airbnb Cheerful Coastal Cottage, very close to trail. Not crowded. Breweries and restaurants and wildlife and old Florida scenery. Nice and flat. Leaving St Pete were several overpasses requiring effort from this 67 year old. I drive a Trident Fat Trike, no power assist! 5 stars!

Withlacoochee State Trail

Great Biking Trail!!

December, 2022 by blthomas411

I live near the middle of this trail and can bike to it. Well maintained with benches and an occasional restroom. Lots of wildlife. One of my favorites!!

Pinellas Loop Trail

Do y'all know what a loop is? It's where the beginning and end meet back together. No where in this trail can a person complete a loop.Is there a different kind when it comes to trails?

December, 2022 by alreilly13

Do y'all know what a loop is? It's where the beginning and end meet back together. No where in this trail can a person complete a loop.Is there a different kind when it comes to trails?

Suncoast Trail

Suncoast Trail Full

November, 2022 by stevecycles200

The trail varies from south to north. The southern end from the Upper Tampa Bay Trailhead is flat, with open space, woods to the west, and the toll road to the east. In this section, the toll road is not buffered, so it is noisier and in places very close to the trail. As you go north there are more trees and a larger gap to the toll road quieting down the ride. Once you are north of Anderson Snow Park, the trail has a rolling terrain. From SpringHill drive to the end at 98 and back, I had 1,200 feet of gain. From Anderson Snow to the southern end in back, much less.

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