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Particularly Special Place
Top Trail Running Routes
near Healdsburg, California
Healdsburg, California 
Recommended Routes, Photos, & More
Intermediate/Difficult
Steep Ravine - Matt Davis Loop
7.1 mi 11.4 km • 1,556' Up 474.2 m Up • 1,589' Down 484.37 m Down
Bolinas, CA
Intermediate
Tomales Point Trail
9.8 mi 15.7 km • 996' Up 303.54 m Up • 996' Down 303.53 m Down
Inverness, CA
Intermediate
Coastal Trail: Lands End
2.9 mi 4.6 km • 192' Up 58.44 m Up • 192' Down 58.4 m Down
San Fra…, CA
Intermediate
Palomarin to Alamere Falls Out and Back
8.3 mi 13.3 km • 991' Up 302.15 m Up • 991' Down 302.09 m Down
Bolinas, CA
Easy/Intermediate
Hillside Loop
2.5 mi 3.9 km • 255' Up 77.77 m Up • 255' Down 77.75 m Down
Tamalpa…, CA
Intermediate/Difficult
Muir Beach Loop
5.8 mi 9.4 km • 1,164' Up 354.88 m Up • 1,164' Down 354.8 m Down
Tamalpa…, CA
Intermediate
Redwood Regional Loop
7.3 mi 11.8 km • 1,089' Up 331.82 m Up • 1,088' Down 331.74 m Down
Piedmont, CA
Intermediate
Panoramic Loop
4.5 mi 7.3 km • 943' Up 287.4 m Up • 941' Down 286.79 m Down
Tamalpa…, CA
Difficult
Mount Tamalpais from Muir Woods
8.7 mi 13.9 km • 2,416' Up 736.37 m Up • 2,416' Down 736.36 m Down
Tamalpa…, CA
Difficult
Stebbins Cold Canyon Loop
5.1 mi 8.2 km • 1,413' Up 430.73 m Up • 1,409' Down 429.51 m Down
Winters, CA
Intermediate/Difficult
Montara Mountain from Gray Whale Cove
9.9 mi 16.0 km • 1,758' Up 535.69 m Up • 1,758' Down 535.78 m Down
Montara, CA
Intermediate/Difficult
Mount Wittenberg and Bear Valley Loop
13.8 mi 22.2 km • 1,648' Up 502.38 m Up • 1,653' Down 503.91 m Down
Inverness, CA
Intermediate
Peace Circle: Wildcat Peak from Little Farm
4.0 mi 6.4 km • 666' Up 202.96 m Up • 664' Down 202.39 m Down
Kensington, CA
Intermediate
Mt. Livermore Summit - North Ridge Trail
4.3 mi 6.9 km • 784' Up 239.03 m Up • 783' Down 238.68 m Down
Tiburon, CA
Intermediate/Difficult
Mount Diablo Falls Loop
5.4 mi 8.7 km • 1,108' Up 337.87 m Up • 1,106' Down 337.13 m Down
Clayton, CA
Intermediate/Difficult
South Headlands Loop (Coast-Miwok-Alta)
7.8 mi 12.6 km • 1,243' Up 378.86 m Up • 1,239' Down 377.52 m Down
Sausalito, CA
Intermediate
Mori Point
2.4 mi 3.9 km • 331' Up 100.76 m Up • 330' Down 100.73 m Down
Pacifica, CA
Difficult
Mount Diablo Four Peaks Loop
15.4 mi 24.8 km • 4,300' Up 1310.69 m Up • 4,298' Down 1309.94 m Down
Clayton, CA
Intermediate/Difficult
Pedro Point Headlands Loop
2.3 mi 3.7 km • 481' Up 146.73 m Up • 481' Down 146.51 m Down
Pacifica, CA
Intermediate/Difficult
Tennessee Valley Lollipop
4.1 mi 6.7 km • 761' Up 231.89 m Up • 761' Down 232 m Down
Tamalpa…, CA
Intermediate
Tilden Park Loop
4.4 mi 7.1 km • 864' Up 263.36 m Up • 864' Down 263.34 m Down
Kensington, CA
Intermediate
Golden Gate Bridge Overlook Out-and-Back
5.3 mi 8.5 km • 1,000' Up 304.86 m Up • 999' Down 304.44 m Down
Sausalito, CA
Intermediate
Tennessee Valley: Ridge Trail to Coast Loop
5.4 mi 8.7 km • 924' Up 281.5 m Up • 936' Down 285.36 m Down
Tamalpa…, CA
Difficult
Eagle Peak Out and Back
4.2 mi 6.8 km • 1,435' Up 437.34 m Up • 1,434' Down 437.22 m Down
Alamo, CA
Intermediate/Difficult
BayTrailrunners Whiskey Hill Redwood Run - 10K
6.2 mi 9.9 km • 1,149' Up 350.27 m Up • 1,122' Down 341.95 m Down
Woodside, CA
Difficult
Mt. Diablo Summit Loop - South
16.0 mi 25.8 km • 3,679' Up 1121.47 m Up • 3,678' Down 1121.12 m Down
Diablo, CA
Intermediate/Difficult
Wildcat Canyon Loop
9.4 mi 15.2 km • 889' Up 270.83 m Up • 892' Down 272.02 m Down
East Ri…, CA
Intermediate/Difficult
Table Rock 27k
17.2 mi 27.7 km • 3,330' Up 1015.01 m Up • 3,325' Down 1013.52 m Down
Bolinas, CA
