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Top Rated Trails
near Healdsburg, California
Healdsburg, California 
Recommended Routes, Photos, & More
0.7
mi
1.1
km
#1Cinderella Trail
Intermediate/Difficult
Oakland, CA
|
Intermediate/Difficult
|
Oakland, CA |
36
|
|
2.8
mi
4.6
km
#2Coast View Trail
Intermediate
Mill Valley, CA
|
Intermediate
|
Mill Valley, CA |
25
|
|
1.1
mi
1.8
km
#3Tenderfoot
Difficult
Mill Valley, CA
|
Difficult
|
Mill Valley, CA |
23
|
|
|
2.2
mi
3.6
km
#4Whittemore Gulch Trail
Intermediate
Half Moon Bay, CA
|
Intermediate
|
Half Moon Bay, CA |
17
|
|
|
1.0
mi
1.6
km
#5Big Trees Trail
Intermediate
Oakland, CA
|
Intermediate
|
Oakland, CA |
21
|
|
|
1.6
mi
2.6
km
#6Stump Beach Trail
Intermediate
Sea Ranch, CA
|
Intermediate
|
Sea Ranch, CA |
11
|
|
|
2.3
mi
3.6
km
#7Buckeye Trail
Intermediate/Difficult
Napa, CA
|
Intermediate/Difficult
|
Napa, CA |
16
|
|
|
6.4
mi
10.4
km
#8Old Pedro Mountain Road
Intermediate
Pacifica, CA
|
Intermediate
|
Pacifica, CA |
30
|
|
|
0.6
mi
1.0
km
#9Endor
Intermediate
Woodacre, CA
|
Intermediate
|
Woodacre, CA |
16
|
|
0.6
mi
0.9
km
#10The Mile Trail
Very Difficult
Pacifica, CA
|
Very Difficult
|
Pacifica, CA |
13
|
|
|
0.3
mi
0.5
km
#11Chaparral Trail
Difficult
Oakland, CA
|
Difficult
|
Oakland, CA |
18
|
|
|
11.4
mi
18.4
km
#12Bolinas Ridge
Intermediate
Lagunitas-Forest Knolls, CA
|
Intermediate
|
Lagunitas-Forest Knolls, CA |
29
|
|
|
1.6
mi
2.5
km
#13Sugar City Trail
Intermediate/Difficult
Crockett, CA
|
Intermediate/Difficult
|
Crockett, CA |
25
|
|
|
2.8
mi
4.5
km
#14Ponti Flow Trail
Intermediate
Lucas Valley-Marinwood, CA
|
Intermediate
|
Lucas Valley-Marinwood, CA |
17
|
|
|
2.4
mi
3.9
km
#15Tree Frog Loop
Intermediate
Crockett, CA
|
Intermediate
|
Crockett, CA |
19
|
|
|
3.7
mi
5.9
km
#16Oyster Point Trail
Difficult
Blackhawk, CA
|
Difficult
|
Blackhawk, CA |
16
|
|
|
0.5
mi
0.8
km
#17Marie Creek Trail
Difficult
Green Valley, CA
|
Difficult
|
Green Valley, CA |
3
|
|
|
0.3
mi
0.5
km
#18Manzanita
Difficult
Green Valley, CA
|
Difficult
|
Green Valley, CA |
3
|
|
|
1.1
mi
1.8
km
#19Diablo Ranch Road
Intermediate/Difficult
Diablo, CA
|
Intermediate/Difficult
|
Diablo, CA |
2
|
|
0.9
mi
1.5
km
#20Chimney Rock
Easy
Inverness, CA
|
Easy
|
Inverness, CA |
1
|
|
|
1.7
mi
2.7
km
#21Manzanita Trail
Difficult
Napa, CA
|
Difficult
|
Napa, CA |
5
|
|
0.4
mi
0.7
km
#22East Shore Trail
Easy/Intermediate
Oakland, CA
|
Easy/Intermediate
|
Oakland, CA |
1
|
|
|
0.3
mi
0.4
km
#23Blue Oak Shortcut
Difficult
Lafayette, CA
|
Difficult
|
Lafayette, CA |
1
|
|
|
1.3
mi
2.0
km
#24Cook's Point Trail
Easy/Intermediate
Montalvin, CA
|
Easy/Intermediate
|
Montalvin, CA |
1
|
|
|
0.9
mi
1.5
km
#25Owl Alley Trail
Easy
Montalvin, CA
|
Easy
|
Montalvin, CA |
1
|
|
|
0.3
mi
0.5
km
#26Fern Falls
Difficult
Green Valley, CA
|
Difficult
|
Green Valley, CA |
1
|
|
|
0.5
mi
0.9
km
#27Bon Tempe Road: Sky Oaks Road - Bon Tempe Lake connector
Easy/Intermediate
Fairfax, CA
|
Easy/Intermediate
|
Fairfax, CA |
1
|
|
|
0.7
mi
1.2
km
#28Marsh Trail
Easy/Intermediate
Montalvin, CA
|
Easy/Intermediate
|
Montalvin, CA |
1
|
|
|
0.6
mi
1.0
km
#29Pickleweed Trail
Easy
Martinez, CA
|
Easy
|
Martinez, CA |
1
|
|
|
0.1
mi
0.2
km
#30Orchard Trail
Intermediate/Difficult
Piedmont, CA
|
Intermediate/Difficult
|
Piedmont, CA |
1
|
