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Top Rated Trails
near Windsor, California
Windsor, California 
Recommended Routes, Photos, & More
1.2
mi
1.9
km
#1Manzanita Trail
Difficult
Woodside, CA
|
Difficult
|
Woodside, CA |
41
|
|
0.7
mi
1.1
km
#2Cinderella Trail
Intermediate/Difficult
Oakland, CA
|
Intermediate/Difficult
|
Oakland, CA |
36
|
|
2.8
mi
4.6
km
#3Coast View Trail
Intermediate
Mill Valley, CA
|
Intermediate
|
Mill Valley, CA |
25
|
|
|
1.1
mi
1.8
km
#4Tenderfoot
Intermediate/Difficult
Mill Valley, CA
|
Intermediate/Difficult
|
Mill Valley, CA |
23
|
|
|
1.0
mi
1.6
km
#5Resolution Trail
Difficult
Woodside, CA
|
Difficult
|
Woodside, CA |
22
|
|
|
1.3
mi
2.0
km
#6Blue Blossom
Intermediate
Portola Valley, CA
|
Intermediate
|
Portola Valley, CA |
22
|
|
|
1.0
mi
1.6
km
#7Giant Salamander
Intermediate
Portola Valley, CA
|
Intermediate
|
Portola Valley, CA |
19
|
|
|
2.2
mi
3.6
km
#8Whittemore Gulch Trail
Intermediate
Half Moon Bay, CA
|
Intermediate
|
Half Moon Bay, CA |
17
|
|
|
1.0
mi
1.6
km
#9Big Trees Trail
Intermediate
Oakland, CA
|
Intermediate
|
Oakland, CA |
21
|
|
|
1.6
mi
2.6
km
#10Stump Beach Trail
Intermediate
Sea Ranch, CA
|
Intermediate
|
Sea Ranch, CA |
11
|
|
|
2.3
mi
3.6
km
#11Buckeye Trail
Intermediate/Difficult
Napa, CA
|
Intermediate/Difficult
|
Napa, CA |
15
|
|
|
6.4
mi
10.4
km
#12Old Pedro Mountain Road
Intermediate
Pacifica, CA
|
Intermediate
|
Pacifica, CA |
30
|
|
|
0.6
mi
1.0
km
#13Endor
Intermediate
Woodacre, CA
|
Intermediate
|
Woodacre, CA |
16
|
|
0.6
mi
0.9
km
#14The Mile Trail
Very Difficult
Pacifica, CA
|
Very Difficult
|
Pacifica, CA |
13
|
|
|
0.3
mi
0.5
km
#15Chaparral Trail
Difficult
Oakland, CA
|
Difficult
|
Oakland, CA |
18
|
|
|
11.4
mi
18.4
km
#16Bolinas Ridge
Intermediate
Lagunitas-Forest Knolls, CA
|
Intermediate
|
Lagunitas-Forest Knolls, CA |
29
|
|
|
1.6
mi
2.5
km
#17Sugar City Trail
Intermediate/Difficult
Crockett, CA
|
Intermediate/Difficult
|
Crockett, CA |
25
|
|
|
2.8
mi
4.5
km
#18Ponti Flow Trail
Intermediate
Lucas Valley-Marinwood, CA
|
Intermediate
|
Lucas Valley-Marinwood, CA |
17
|
|
|
2.4
mi
3.9
km
#19Tree Frog Loop
Intermediate
Crockett, CA
|
Intermediate
|
Crockett, CA |
19
|
|
|
3.7
mi
5.9
km
#20Oyster Point Trail
Difficult
Blackhawk, CA
|
Difficult
|
Blackhawk, CA |
16
|
|
|
1.6
mi
2.6
km
#21Oljon Trail
Intermediate
Woodside, CA
|
Intermediate
|
Woodside, CA |
19
|
|
|
0.5
mi
0.8
km
#22Marie Creek Trail
Difficult
Green Valley, CA
|
Difficult
|
Green Valley, CA |
3
|
|
|
0.3
mi
0.5
km
#23Manzanita
Difficult
Green Valley, CA
|
Difficult
|
Green Valley, CA |
3
|
|
|
1.1
mi
1.8
km
#24Diablo Ranch Road
Intermediate/Difficult
Diablo, CA
|
Intermediate/Difficult
|
Diablo, CA |
2
|
|
|
1.7
mi
2.7
km
#25Sierra Morena Trail
Intermediate
Woodside, CA
|
Intermediate
|
Woodside, CA |
15
|
|
0.9
mi
1.5
km
#26Chimney Rock
Easy
Inverness, CA
|
Easy
|
Inverness, CA |
1
|
|
|
1.7
mi
2.7
km
#27Manzanita Trail
Difficult
Napa, CA
|
Difficult
|
Napa, CA |
5
|
|
0.4
mi
0.7
km
#28East Shore Trail
Easy/Intermediate
Oakland, CA
|
Easy/Intermediate
|
Oakland, CA |
1
|
|
|
0.3
mi
0.4
km
#29Blue Oak Shortcut
Difficult
Lafayette, CA
|
Difficult
|
Lafayette, CA |
1
|
|
|
1.3
mi
2.0
km
#30Cook's Point Trail
Easy/Intermediate
Montalvin, CA
|
Easy/Intermediate
|
Montalvin, CA |
1
|
