4.5
(2)
761
runners
54
runs
Jogging around Greenbriar offers a diverse range of running experiences, from flat, paved paths to more challenging routes with moderate elevation changes. The region features a mix of urban park trails and longer multi-use paths, providing varied scenery for runners. These routes often traverse residential areas, parks, and sometimes coastal sections, catering to different preferences and fitness levels.
Last updated: June 27, 2026
19
runners
16.7km
01:43
30m
30m
This 10.4-mile (16.7 km) jogging trail in Clearwater, Florida, offers varied scenery, bay views, and some challenging hilly sections.
53
runners
35.3km
03:42
70m
70m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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11
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
11
runners
7.09km
00:44
10m
10m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
7
runners
8.52km
00:53
10m
10m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Greenbriar
Kapok Park offers over 19 acres of a mix of large open spaces and wetlands. You can catch views of big live oaks along your ride through the park.
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Weaver Park is a waterfront park with a fishing pier, picnic pavilions, a playground, and public restrooms.
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This 95-acre park is sand beach on one side and overlooks saltwater marsh on the other. Heads up: Sea turtles nest here from April to October.
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Cliff Stephens Park is a 44 acre park that is popular for cycling, hiking, and boating. The centerpiece of the park is a lake. The Ream Wilson Clearwater Trail also passes through the park.
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The walking path along Belleair Beach is a great way to see the wonderful landscape along the Gulf. The path is paved and goes all the way to the end of the beach at Sand Key Park.
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Sand Key Park is a 95-acre park in Clearwater. There is a white sand beach and a nature area with a trail that takes you through a salt marsh area full of wildlife.
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The Sand Key Bridge is also named the Clearwater Pass Bridge. It goes over the Clearwater Pass, connecting Clearwater and Belleair Beach. It was built in 1995, replacing the original bascule bridge that had stood since the 1960s.
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The Beach Walk is a seaside promenade in Clearwater. The path passes by numerous restaurants, bars, shops and works of art.
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Greenbriar offers a wide selection of running routes, with over 50 trails available. These routes cater to various preferences, including easy, moderate, and difficult options.
Yes, Greenbriar has several easy running routes perfect for beginners or families. For instance, the Dunedin loop from Dunedin is a moderate option that offers a pleasant experience. The Greenbrier State Forest also features trails like the Old Field Road, an easy one-mile loop through mature woodlands, ideal for a gentle jog.
Absolutely. For those seeking a more rigorous experience, Greenbriar offers challenging trails, particularly within the Allegheny Mountains. The Ream Wilson Clearwater Trail — Clearwater, Florida is rated as difficult, covering 10.4 miles. Another demanding option is the Beachwalk – Sand Key Bridge loop from Dunedin, a 22.0-mile path with moderate elevation gain.
Yes, many of Greenbriar's running routes are designed as loops, offering varied scenery without retracing your steps. The Cliff Stephens Park – Live Oak Tree in Kapok Park loop from BayCare Ballpark is a popular 8.1-mile circular trail through parkland. The Blue Bend Recreation Area and Lake Sherwood also offer specific loop trails for running.
Many outdoor areas in Greenbriar are dog-friendly, especially trails like the Greenbrier River Trail, which is popular for activities with pets. It's always recommended to check specific trail regulations or park rules before heading out with your dog, ensuring they are leashed and you clean up after them.
Greenbriar's diverse landscapes offer stunning natural features. Along the Greenbrier River Trail, you'll find expansive river views, rocky ledges, and thickets of rhododendron. Wildlife, including deer, is commonly spotted. Greenbrier State Forest provides lush forests, rolling hills, and serene lakes, with trails winding through mature woodlands, wildflowers, and fern patches.
Yes, many popular running areas in Greenbriar, such as the Greenbrier State Forest and Chesapeake City Park, offer designated parking facilities. For specific routes, it's advisable to check the route details on komoot, as parking information is often included.
Beyond the trails, Greenbriar offers several points of interest. You can explore the Courtney Campbell Causeway Trail or the Clearwater Memorial Causeway Trail. For historical insights, visit the Tocobaga Temple Mound at Philippe Park. The historic Greenbrier Resort also has picturesque grounds and botanical trails.
Yes, Greenbriar's region includes coastal sections and beautiful lakes. The Beachwalk – Sand Key Bridge loop from Dunedin offers coastal views. For lakeside scenery, you can explore areas around Eagle Lake Park or Lake Tarpon at John Chestnut Park, which also features boardwalks and bridges.
The running routes in Greenbriar are highly rated by the komoot community, with an average score of 4.0 stars from over 2 reviews. More than 600 runners have used komoot to explore Greenbriar's varied terrain, often praising the diverse urban green spaces, multi-use paved paths, and scenic coastal sections.
While the region experiences winter, many trails, especially the well-maintained Greenbrier River Trail, can be suitable for winter running, weather permitting. It's always important to check local conditions and trail accessibility during colder months, as some higher elevation trails in the Allegheny Mountains might be more challenging.
Yes, particularly in and around the towns and resort areas. The Greenbrier Resort itself offers amenities, and routes near urban green spaces like Chesapeake City Park often have facilities or cafes within easy reach. For the more remote Greenbrier River Trail, you might find small towns along its 78-mile length with options for refreshments.
The Greenbrier River Trail is a fantastic option for running. This 78-mile rail-to-trail offers a wide, virtually flat path with a gentle one-percent grade, making it ideal for long-distance jogs. It provides expansive views of the Greenbrier River, rocky ledges, and opportunities for wildlife spotting. The well-maintained path features a smooth, crushed-limestone surface, offering a refreshing and remote experience.
Greenbrier State Forest, spanning over 5,100 acres, offers nearly 19 miles across 14 trails suitable for running. These trails vary in length and difficulty, winding through lush forests, rolling hills, and serene lakes. There's even a dedicated fitness trail near the picnic area, and trails like the Old Field Road provide an easy, scenic loop.


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