Trail Run Project Logo

Woodside

Area suggestions or local tips? Tell us!

Zoom in to see details
Map Key

Weather Averages


High
 
Low
 
Precip
 
Days w/
 
J F M A M J J A S O N D

109 mi 175 km of trail 10 Runs

Easy Trails 28 Trails Intermediate Trails 31 Trails Hard Trails 3 Trails
Area suggestions or local tips? Tell us!
Trail Run Project is built by runners like you.
Share what you know about this area with the community.

Runs in Woodside - 10

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

Favorite On course
Intermediate

BayTrailrunners Whiskey Hill Redwood Run - 10K

6.2 mi 9.9 km • Point to Point • 1,149 ft Ascent 350.27 m Ascent

(5) Woodside, CA
Favorite They're off!
Intermediate/Difficult

Whistle Punk - The Deuce Half Marathon

13.5 mi 21.7 km • Loop • 2,989 ft Ascent 911.14 m Ascent

(4) Woodside, CA
Favorite On course
Intermediate/Difficult

BayTrailrunners Whiskey Hill Redwood Run - 50k

30.1 mi 48.4 km • Loop • 4,680 ft Ascent 1426.34 m Ascent

(3) Woodside, CA
Favorite On course
Intermediate/Difficult

Whiskey Hill Redwood Run - Half Marathon

13.4 mi 21.6 km • Point to Point • 2,055 ft Ascent 626.38 m Ascent

(3) Woodside, CA
Favorite On course
Intermediate/Difficult

BayTrailrunners Whiskey Hill Redwood Run - Marathon

25.6 mi 41.1 km • Loop • 4,096 ft Ascent 1248.51 m Ascent

(3) Woodside, CA
Favorite They're off!
Intermediate/Difficult

Whistle Punk - The Deuce Marathon

27.3 mi 44.0 km • Loop • 6,611 ft Ascent 2015.09 m Ascent

(2) Woodside, CA
Favorite They're off!
Intermediate/Difficult

Mountain Brow House 50K

32.2 mi 51.9 km • Loop • 7,648 ft Ascent 2331.16 m Ascent

(1) Woodside, CA
Favorite Resolution Trail artifacts
Intermediate

El Corte de Madera Highlights

5.2 mi 8.3 km • Loop • 789 ft Ascent 240.35 m Ascent

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

Wunderlich Loop

10.3 mi 16.5 km • Loop • 1,875 ft Ascent 571.49 m Ascent

(12) Woodside, CA
Favorite Old stone barn
Intermediate

Alambique Loop Trail

1.8 mi 2.9 km • Loop • 343 ft Ascent 104.68 m Ascent

(1) Woodside, CA

Trails in Woodside - 52

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

2.1 mi 3.4 km #1Dean Trail
Easy/Intermediate
Emerald Lake Hills, CA
Easy/Intermediate
2.1 mi 3.4 km Emerald Lake Hills, CA
2.4 mi 3.9 km #2Whittemore Gulch Trail
Intermediate
Half Moon Bay, CA
Intermediate
2.4 mi 3.9 km Half Moon Bay, CA
3.8 mi 6.1 km #3Crystal Springs Trail
Intermediate
Emerald Lake Hills, CA
Intermediate
3.8 mi 6.1 km Emerald Lake Hills, CA
3.1 mi 5.0 km #4Harkins Ridge Trail
Intermediate
Half Moon Bay, CA
Intermediate
3.1 mi 5.0 km Half Moon Bay, CA
1.5 mi 2.4 km #5Chinquapin Trail
Intermediate
Woodside, CA
Intermediate
1.5 mi 2.4 km Woodside, CA
4.2 mi 6.8 km #6Purisima Creek Trail
Easy/Intermediate
Half Moon Bay, CA
Easy/Intermediate
4.2 mi 6.8 km Half Moon Bay, CA
3.9 mi 6.4 km #7Methuselah Trail
Intermediate
Woodside, CA
Intermediate
3.9 mi 6.4 km Woodside, CA
2.4 mi 3.8 km #8Bear Gulch Trail
Easy/Intermediate
Woodside, CA
Easy/Intermediate
2.4 mi 3.8 km Woodside, CA
4.8 mi 7.7 km #9Alambique Trail
Intermediate
Woodside, CA
Intermediate
4.8 mi 7.7 km Woodside, CA
1.2 mi 1.9 km #10Manzanita Trail
Difficult
Woodside, CA
Difficult
1.2 mi 1.9 km Woodside, CA
1.2 mi 1.9 km #11Fir Trail (Upper)
Easy/Intermediate
Woodside, CA
Easy/Intermediate
1.2 mi 1.9 km Woodside, CA
1.7 mi 2.7 km #12Sierra Morena Trail
Easy/Intermediate
Woodside, CA
Easy/Intermediate
1.7 mi 2.7 km Woodside, CA
2.7 mi 4.4 km #13Skyline Trail
Easy/Intermediate
Portola Valley, CA
Easy/Intermediate
2.7 mi 4.4 km Portola Valley, CA
1.0 mi 1.6 km #14Resolution Trail
Intermediate/Difficult
Woodside, CA
Intermediate/Difficult
1.0 mi 1.6 km Woodside, CA
1.6 mi 2.6 km #15Meadow Trail
Easy/Intermediate
Woodside, CA
Easy/Intermediate
1.6 mi 2.6 km Woodside, CA
1.5 mi 2.4 km #16South Leaf Trail
Extremely Difficult
Woodside, CA
Extremely Difficult
1.5 mi 2.4 km Woodside, CA
0.5 mi 0.8 km #17Oak Trail
Easy
Portola Valley, CA
Easy
0.5 mi 0.8 km Portola Valley, CA
1.0 mi 1.6 km #18Giant Salamander Trail
Intermediate/Difficult
Portola Valley, CA
Intermediate/Difficult
1.0 mi 1.6 km Portola Valley, CA
0.8 mi 1.3 km #19Schilling Lake Trail
Easy/Intermediate
Portola Valley, CA
Easy/Intermediate
0.8 mi 1.3 km Portola Valley, CA
6.4 mi 10.3 km #20Skyline Trail
Easy/Intermediate
Woodside, CA
Easy/Intermediate
6.4 mi 10.3 km Woodside, CA

Photos of Woodside - 75

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

Classes & Events Near You

Find More Classes and Events

Shop REI Adventures

Find More REI Adventures


Trail Run Project is part of the REI Co-op family,
where a life outdoors is a life well lived.

Shop REI Running