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Woodside

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109 mi 176 km of trail 10 Recommended Routes

Easy Trails 11 Trails Intermediate Trails 40 Trails Hard Trails 12 Trails
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Recommended Routes in Woodside - 10

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Favorite On course
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
Favorite They're off!
Difficult

Whistle Punk - The Deuce Half Marathon

13.5 mi 21.7 km 2,989' Up 911.14 m Up 2,984' Down 909.58 m Down

Woodside, CA
Favorite On course
Intermediate/Difficult

Whiskey Hill Redwood Run - Half Marathon

13.4 mi 21.6 km 2,055' Up 626.38 m Up 2,044' Down 623.12 m Down

Woodside, CA
Favorite On course
Difficult

BayTrailrunners Whiskey Hill Redwood Run - 50k

30.1 mi 48.4 km 4,680' Up 1426.34 m Up 4,679' Down 1426.28 m Down

Woodside, CA
Favorite On course
Intermediate/Difficult

BayTrailrunners Whiskey Hill Redwood Run - Marathon

25.6 mi 41.1 km 4,096' Up 1248.51 m Up 4,078' Down 1243.02 m Down

Woodside, CA
Favorite They're off!
Difficult

Whistle Punk - The Deuce Marathon

27.3 mi 44.0 km 6,611' Up 2015.09 m Up 6,605' Down 2013.06 m Down

Woodside, CA
Favorite They're off!
Difficult

Mountain Brow House 50K

32.2 mi 51.9 km 7,648' Up 2331.16 m Up 7,646' Down 2330.36 m Down

Woodside, CA
Favorite Resolution Trail artifacts
Intermediate

El Corte de Madera Highlights

5.2 mi 8.3 km 789' Up 240.35 m Up 783' Down 238.69 m Down

Woodside, CA
Favorite Coming out of the trees at The Meadows
Intermediate

Wunderlich Loop

10.3 mi 16.5 km 1,875' Up 571.49 m Up 1,874' Down 571.1 m Down

Woodside, CA
Favorite Old stone barn
Intermediate

Alambique Loop Trail

1.8 mi 2.9 km 343' Up 104.68 m Up 341' Down 104.07 m Down

Woodside, CA

Trails in Woodside - 53

Trail Run Project is built by runners like you. Add Your Trails

2.4 mi 3.9 km #1Whittemore Gulch Trail
Intermediate
Half Moon Bay, CA
Intermediate
Half Moon Bay, CA 11 
2.1 mi 3.4 km #2Dean Trail
Intermediate
Emerald Lake Hills, CA
Intermediate
Emerald Lake Hills, CA
3.1 mi 5.0 km #3Harkins Ridge Trail
Intermediate/Difficult
Half Moon Bay, CA
Intermediate/Difficult
Half Moon Bay, CA 10 
1.5 mi 2.4 km #4Chinquapin Trail
Intermediate
Woodside, CA
Intermediate
Woodside, CA
3.9 mi 6.4 km #5Methuselah Trail
Intermediate/Difficult
Woodside, CA
Intermediate/Difficult
Woodside, CA
4.2 mi 6.8 km #6Purisima Creek Trail
Intermediate
Half Moon Bay, CA
Intermediate
Half Moon Bay, CA
2.4 mi 3.8 km #7Bear Gulch Trail
Intermediate
Woodside, CA
Intermediate
Woodside, CA
4.8 mi 7.7 km #8Alambique Trail
Intermediate
Woodside, CA
Intermediate
Woodside, CA
1.2 mi 1.9 km #9Manzanita Trail
Difficult
Woodside, CA
Difficult
Woodside, CA
1.2 mi 1.9 km #10Fir Trail (Upper)
Intermediate
Woodside, CA
Intermediate
Woodside, CA
1.0 mi 1.6 km #11Resolution Trail
Difficult
Woodside, CA
Difficult
Woodside, CA
0.8 mi 1.3 km #12Schilling Lake Trail
Intermediate
Portola Valley, CA
Intermediate
Portola Valley, CA
1.7 mi 2.7 km #13Sierra Morena Trail
Intermediate
Woodside, CA
Intermediate
Woodside, CA
2.7 mi 4.4 km #14Skyline Trail
Intermediate
Portola Valley, CA
Intermediate
Portola Valley, CA
0.7 mi 1.1 km #15Bridle Trail
Easy/Intermediate
Portola Valley, CA
Easy/Intermediate
Portola Valley, CA
1.6 mi 2.6 km #16Meadow Trail
Intermediate
Woodside, CA
Intermediate
Woodside, CA
1.5 mi 2.4 km #17South Leaf Trail
Very Difficult
Woodside, CA
Very Difficult
Woodside, CA
0.5 mi 0.8 km #18Oak Trail
Easy
Portola Valley, CA
Easy
Portola Valley, CA
1.0 mi 1.6 km #19Giant Salamander Trail
Difficult
Portola Valley, CA
Difficult
Portola Valley, CA
2.3 mi 3.8 km #20North Ridge Trail
Intermediate
Emerald Lake Hills, CA
Intermediate
Emerald Lake Hills, CA

Photos of Woodside - 80

Trail Run Project is built by runners like you. Add Your Photos

They're off!
Jan 14, 2016 near Emerald…, CA
On course
Oct 12, 2015 near Woodside, CA
Climbing up Grabtown Gulch
Feb 25, 2019 near Woodside, CA
Coastal view
Feb 25, 2019 near Half Mo…, CA
Race briefing.
Jan 14, 2016 near Emerald…, CA
The sunset trail as it winds its way through the fields in the preserve.  Wildflowers bloom in the fields in the spring, and animals feed in the fields in the evenings.
Apr 27, 2016 near Emerald…, CA
Runners
Oct 12, 2015 near Emerald…, CA
Final stretch.
Jan 14, 2016 near Highlan…, CA