Trail Running calendar near Osprey 2024-2025

We have found 22 Trailruns within 80 miles of Osprey. See below where and when you can find the races.

The Colt 45 Trail Run is an exciting running event taking place in Hernando, Florida, featuring four challenging distances: a 60-mile "Colt Double Malt," a 45-mile "Original Colt 45," a 45K "Colt Silver," and a 14-mile "Colt Mini." Due to recent weather conditions, the race has been relocated to the..

The Legacy Trail Ultra is a free 60K ultramarathon taking place in Sarasota, FL, organized by the Manasota Track Club. This event features an out-and-back course that starts at Payne Park and runs 18.6 miles south before returning. Participants have 10 hours to complete the race, with limited aid st..

The 13th Annual FGCU XC Gobbler 5K Event is a community-focused running event held at Florida Gulf Coast University. It features a 5K run/walk, a 1 Mile Fun Run, and a Tot Trot for children, all designed to support the FGCU Cross Country Program. The 5K course takes participants on a scenic loop aro..

December 2024

The Trail Hog Half Marathon is a running event taking place in Venice, Florida, featuring a half marathon, 10k, and 5k races. Scheduled for December 1, 2024, the event will be held at the Carlton Reserve, providing a scenic trail running experience. Participants are encouraged to carpool due to limi..

The Caloosahatchee Ultra, now known as Caloosa Fest Ultra, features 50K and 25K trail races set in the scenic Caloosahatchee Regional Park in Alva, Florida. This annual event, scheduled for December 7, 2024, includes a variety of activities such as shoe demos, food trucks, and an adventure race clin..

The Long Haul Training Run in Lakeland, FL, is a training event designed for runners looking to prepare for upcoming races. Participants can choose to run a loop of 16.8 miles or more, with the course well-marked and several water stops provided. The event will take place at Colt Creek State Park, a..

The Peace River 50k is an exciting running event taking place in Bartow, Florida, at Mosaic Peace River Park. Scheduled for December 21, 2024, this race serves as a preview for the upcoming 100-mile event in 2025. Participants can compete for a total prize purse of $5,000, awarded to the top three o..

January 2025

The Hooters River, Roots & Ruts Trail Run is a unique trail running event taking place in Alva, Florida, on January 5, 2025. This 10-mile race is designed for both experienced and novice trail runners, offering a scenic experience through the Caloosahatchee Regional Park. Participants will navigate ..

The Pine Island Calusa Trail 5K Run and Walk is a family-friendly event scheduled for January 11, 2025, in Bokeelia, Florida. Participants can enjoy a scenic course that includes a mile of the Calusa Heritage Trail, featuring hard-packed gravel and beautiful views from the Randell mound. The event o..

The Long Haul 100 is a premier running event held in Colt Creek State Park, Lakeland, FL, featuring a challenging 100-mile race and a 100-furlong (12.5 miles) option. This Western States Qualifying Race is designed for both novice and experienced runners, showcasing the natural beauty of Florida's w..

The Coo-Wah-Chobee 50k is a running event taking place in Venice, Florida, featuring a single loop course through the scenic Carlton Preserve. Participants can choose from three distances: 50k, 25k, and 5k, all set on a mix of single track and dual track trails. The event promises unique swag and im..

The Scrub Jay Races, celebrating its 25th annual event, will take place at Oscar Scherer State Park in Osprey, Florida. Participants can choose between a 5K and a Scramble 10K, each featuring unique courses designed for different running styles. The 5K is primarily on prepared surfaces with some tra..

February 2025

The Hunt for Sasquatch is an exciting running event taking place at Bone Valley ATV Park in Mulberry, Florida. Participants can choose from various distances, including a 10K, 5K, and a 1-mile fun run, along with special challenges like the Sasquatch Revenge and Sasquatch Trifecta. This outdoor trai..

Swan's Song Urban Run is a unique urban adventure run taking place in Lakeland, FL, featuring a scenic route that showcases painted swan statues as part of the Swansation public art project. This self-supported event is not a race but rather a leisurely exploration, allowing participants to navigate..

March 2025

Save the Daylight is an exciting running event taking place at Ann & Chuck Dever Regional Park in Englewood, FL, from March 7 to 9, 2025. Organized by Apex Promoz and Trialhead Ultras, the event features multiple race options, including 6-hour, 12-hour, 24-hour, and 48-hour races, catering to runner..

April 2025

The Turtle Trot Trail Race is an annual running event taking place at Anclote Gulf Park in Holiday, Florida. Scheduled for April 12, 2025, the race features a 10K and two 5K options, one with timing and one without. The course includes a mix of paved trails, boardwalks, and hiking paths, offering sc..

The Florida Run at Colt Creek State Park offers an exciting trail running experience featuring three distances: a 5K, 10K, and half-marathon. Set against the stunning backdrop of Florida's natural beauty, participants will navigate through lush pine forests, serene lakeshores, and open meadows. The ..

UTMB Index

The Funest 50K at Carter Rd is an exciting and challenging running event held at Loyce E. Harpe Park in Mulberry, FL. Participants can choose from multiple distances, including 50K, 30K, 10K, and a limited 5K course.The race features rugged trails through an old phosphate mine area, offering rolling..

The Gator Wilderness Camp Trail Run offers a variety of running events including 5k, 10k, and 15k races, along with a Kids Fun Dash and a virtual option. Set in the scenic 250-acre grounds of Gator Wilderness Camp School in Punta Gorda, Florida, participants can enjoy a beautiful natural environment..

August 2025

The Pinellas Trail Challenge is an ultramarathon event that takes place along the scenic Pinellas Trail in Florida. Participants will embark on an out-and-back course starting in St. Petersburg, running to Tarpon Springs and returning to Dunedin, covering a distance of just over 46 miles.This challe..