Find the top rated running trails in Winter Haven, whether you're looking for an easy short running trail or a long running trail, you'll find what you're looking for. Click on a running trail below to find trail descriptions, trail maps, photos, and reviews.
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I rode the southernmost 15 miles which starts in Owensboro, near Dade City. There’s a dirt parking lot there, but no restroom. The trail is smooth asphalt about six feet wide. Beyond that there are trees on both sides. At some points you can see thru the trees and see some ranch like land until you get into the Withlachoochee State forest. About 5 miles into the ride there is a restroom stop. At about 11.4 miles the asphalt gets older and a bit rougher but still is good- no tree roots or potholes. There is limited shade. At mile 15 we got off the trail and had lunch at Brees Riverside cafe. shade
The paved trail is wide and accommodates its users. My running app indicated the distance is a bit less than 4.5 miles (closer to 4.1) but it was a nice way to spend the morning.
I grew up driving over this bridge with my parents. It was great fun to ride my bicycle over it as an adult. We parked at Cooper’s Bayou just east of the bridge entryway—a good place to park and ride the entire trail. Whiskey Joe’s was a fun place to eat/drink. Be prepared for crowds there on good weather days. I will ride this trail again next year.
My brother in law and I rode this trail 2/23/26. We were in the area so hopped on the trail doing the loop from Bruce B Downs. Cold day but really enjoyed it. On our way back to Venice we stopped in Ybor and had lunch at the Columbia. Fun day.
Rode the path ,rode a gravel trail and grass trail . bogged out in the sand. Nature. Nice clean restrooms , water stations . Perfect day.
The wooden nature walkway is currently under construction for safety reasons (they completely removed it) and I’m not sure when/if it will be reinstalled but I hope so. It was a nice little, brief excursion through the woods. The rest of the path is paved and perfect for a walk, bike ride or skating. It’s nice to have in my backyard
We rode from Croom to the south end of this amazing trail. Smooth asphalt, shaded by a canopy of trees it was a quiet place to enjoy a Sunday afternoon.
We just finished the Courtney Campbell Trail and it was a blast! Our first trip here and we loved it!
The trail was about 10’ wide And definitely no bathrooms. Very desolate very very few people around we went on a Saturday afternoon. Cloudy it probably would’ve been hot if the sun was out it was 75 and cloudy if you like cows and trees you would enjoy it. We went about 7 miles and turned around. We sort of liked this path but other than that it was boring I thought and so did my wife. We started on the south end by Auburndale Trail and continued on to this trail about
¿. You can ride along The path and see the huge sports complex. Beautiful dog park fenced in and playgrounds - all types of stuff for people to do - benches for sitting on the sides of the trail. The trail is blacktop about 10 foot wide very smooth besides some spots. We started at the south end and went north to General James A. Vann Fleet State Trail and continued on that trail for another 15 miles then turned around and came back
I didn't care for this trail. Its all on uneven sidewalks in front of houses and you never know when someone pulls out and stops in the bike lane.Then you have to ride on route 98 which is also on sidewalks with busy *** traffic.
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