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5.1 mi 8.2 km #1John Nicholas Trail
Intermediate Intermediate
Monte Sereno, CA
Intermediate Intermediate
Monte Sereno, CA 153 
1.2 mi 1.9 km #2Manzanita Trail
Difficult Difficult
Woodside, CA
Difficult Difficult
Woodside, CA 41 
1.8 mi 2.9 km #3Rocky Ridge Trail
Difficult Difficult
Seven Trees, CA
Difficult Difficult
Seven Trees, CA 41 
0.7 mi 1.1 km #4Cinderella Trail
Intermediate/Difficult Intermediate/Difficult
Oakland, CA
Intermediate/Difficult Intermediate/Difficult
Oakland, CA 36 
6.1 mi 9.8 km #5Skyline Trail
Intermediate Intermediate
Monte Sereno, CA
Intermediate Intermediate
Monte Sereno, CA 40 
5.0 mi 8.0 km #6Lisa Killough Trail
Easy/Intermediate Easy/Intermediate
Almaden Valley, CA
Easy/Intermediate Easy/Intermediate
Almaden Valley, CA 22 
1.9 mi 3.0 km #7Saratoga Gap Trail
Intermediate Intermediate
Saratoga, CA
Intermediate Intermediate
Saratoga, CA 28 
2.8 mi 4.6 km #8Coast View Trail
Intermediate Intermediate
Mill Valley, CA
Intermediate Intermediate
Mill Valley, CA 25 
1.1 mi 1.8 km #9Tenderfoot
Intermediate/Difficult Intermediate/Difficult
Mill Valley, CA
Intermediate/Difficult Intermediate/Difficult
Mill Valley, CA 23 
1.0 mi 1.6 km #10Resolution Trail
Difficult Difficult
Woodside, CA
Difficult Difficult
Woodside, CA 22 
1.3 mi 2.0 km #11Blue Blossom
Intermediate Intermediate
Portola Valley, CA
Intermediate Intermediate
Portola Valley, CA 22 
1.0 mi 1.6 km #12Giant Salamander
Intermediate Intermediate
Portola Valley, CA
Intermediate Intermediate
Portola Valley, CA 19 
2.2 mi 3.6 km #13Whittemore Gulch Trail
Intermediate Intermediate
Half Moon Bay, CA
Intermediate Intermediate
Half Moon Bay, CA 17 
1.0 mi 1.6 km #14Big Trees Trail
Intermediate Intermediate
Oakland, CA
Intermediate Intermediate
Oakland, CA 21 
1.6 mi 2.6 km #15Stump Beach Trail
Intermediate Intermediate
Sea Ranch, CA
Intermediate Intermediate
Sea Ranch, CA 11 
1.5 mi 2.5 km #16Stile Ranch Trail
Difficult Difficult
Seven Trees, CA
Difficult Difficult
Seven Trees, CA 26 
1.9 mi 3.0 km #17White Oak
Intermediate Intermediate
Los Altos Hills, CA
Intermediate Intermediate
Los Altos Hills, CA 17 
2.3 mi 3.6 km #18Buckeye Trail
Intermediate/Difficult Intermediate/Difficult
Napa, CA
Intermediate/Difficult Intermediate/Difficult
Napa, CA 15 
6.4 mi 10.4 km #19Old Pedro Mountain Road
Intermediate Intermediate
Pacifica, CA
Intermediate Intermediate
Pacifica, CA 30 
0.6 mi 0.9 km #20The Mile Trail
Very Difficult Very Difficult
Pacifica, CA
Very Difficult Very Difficult
Pacifica, CA 13 
0.6 mi 1.0 km #21Endor
Intermediate Intermediate
Woodacre, CA
Intermediate Intermediate
Woodacre, CA 16 
0.3 mi 0.5 km #22Chaparral Trail
Difficult Difficult
Oakland, CA
Difficult Difficult
Oakland, CA 18 
11.4 mi 18.4 km #23Bolinas Ridge
Intermediate Intermediate
Lagunitas-Forest Knolls, CA
Intermediate Intermediate
Lagunitas-Forest Knolls, CA 29 
1.6 mi 2.5 km #24Sugar City Trail
Intermediate/Difficult Intermediate/Difficult
Crockett, CA
Intermediate/Difficult Intermediate/Difficult
Crockett, CA 25 
2.8 mi 4.5 km #25Ponti Flow Trail
Intermediate Intermediate
Lucas Valley-Marinwood, CA
Intermediate Intermediate
Lucas Valley-Marinwood, CA 17 
2.4 mi 3.9 km #26Tree Frog Loop
Intermediate Intermediate
Crockett, CA
Intermediate Intermediate
Crockett, CA 19 
3.7 mi 5.9 km #27Oyster Point Trail
Difficult Difficult
Blackhawk, CA
Difficult Difficult
Blackhawk, CA 16 
1.6 mi 2.6 km #28Oljon Trail
Intermediate Intermediate
Woodside, CA
Intermediate Intermediate
Woodside, CA 18 
0.5 mi 0.8 km #29Marie Creek Trail
Difficult Difficult
Green Valley, CA
Difficult Difficult
Green Valley, CA
0.3 mi 0.5 km #30Manzanita
Difficult Difficult
Green Valley, CA
Difficult Difficult
Green Valley, CA
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