Logo

Hunter S. Thompson Fear & Loathing

Midtown Terrace, United States • 7 Dec 2025

The Hunter S. Thompson Fear & Loathing is a unique, no-fee urban ultra running event held annually in San Francisco, CA, since 1985. Participants can choose between a 50K or 50-mile single-loop course that starts and finishes at Twin Peaks, offering stunning city vistas.

The route covers iconic tourist spots mostly on city streets, with the 50-mile distance including some parallel trail options. Runners face a total elevation gain and loss of 3,600 feet, with a high point at 847 feet. The event embraces a "no awards, no aid, no wimps" philosophy but provides several informal aid stations.

It encourages navigation skills and urban adventure, making it a challenging and scenic race through San Francisco. Visit the organization's website for the most recent information.

United States California Midtown Terrace

Race information

Website
50 mi
3600 m+
50m
50 km
3600 m+
50k
Visit the organization's website for the most recent information.
Trail runs nearby

Rodeo Valley Trail Run

Sausalito - 8 mi from Midtown Terrace

The Rodeo Valley Trail Run, held in the scenic Marin Headlands near Sausalito, California, offers trail races of 8K, Half Marathon, 30K, and 50K distances. Starting near historic Fort Cronkhite and Rodeo Beach, the course features challenging steep climbs and descents along coastal trails with stunn..

Skyline 50k Endurance Run

Castro Valley - 21 mi from Midtown Terrace

The Skyline 50K Endurance Run, held annually in August at Lake Chabot Marina in Castro Valley, California, is one of the longest-running 50K races in the state and among the oldest in the U.S. The course features a large loop through the scenic East Bay Regional Parks, reaching Skyline Gate. Known f..

UTMB Index

Bear Creek Run

Lafayette - 20 mi from Midtown Terrace

Bear Creek is a trail running event held in Lafayette, California, featuring a half marathon, 10K, and 5K distances. The courses are known for their challenging hills rather than being flat or fast, offering runners and hikers a scenic experience through Briones Regional Park. Participants receive c..

Tamalpa Headlands 50K

Mill Valley - 11 mi from Midtown Terrace

The Tamalpa Headlands 50K is a challenging ultramarathon held in Sausalito, California, featuring a single-loop course through Marin County's iconic trails such as Coastal, Miwok, Steep Ravine, Matt Davis, and Dipsea. The race covers 50 kilometers with approximately 6,500 feet of elevation gain, com..

Redwood (Summer) Trail Run

Oakland - 10 mi from Midtown Terrace

...

The Redwood (Summer) Trail Run, held in Oakland, California, offers a scenic race experience through Redwood Regional Park. Participants can choose from multiple distances including 5 miles, half marathon, 30K, marathon, 50K, and a free kids' 50-yard dash for children six and under. The course featu..

Envirosports - Angel Island Half Marathon

Belvedere Tiburon - 8 mi from Midtown Terrace

The Envirosports Angel Island Half Marathon & 10K is an annual event held at Angel Island State Park near Belvedere Tiburon, California. The race features a scenic, hilly loop trail that circumnavigates Angel Island, offering stunning panoramic views of the Golden Gate Bridge, San Francisco, Alcatra..