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Woodside

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Recommended Routes in Woodside - 9

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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 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 Climbing up Grabtown Gulch
Intermediate

Grabtown Gulch - Borden Hatch Mill Loop Trail

4.8 mi 7.7 km 1,240' Up 378.07 m Up 1,238' Down 377.2 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

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 Bear Gulch Trail in early May
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 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 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

Woodside Running

  • 247 Miles 398 Kilometers of Trail
  • 9 Recommended Routes
  • 18 Easy Trails Easy Trails
  • 41 Intermediate Trails Intermediate Trails
  • 9 Difficult Trails Difficult Trails
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Areas Within Woodside

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Trails in Woodside - 59

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2.4 mi 3.9 km #1Whittemore Gulch Trail
Intermediate
Half Moon Bay, CA
Intermediate
Half Moon Bay, CA 13 
2.1 mi 3.4 km #2Dean Trail
Intermediate
Emerald Lake Hills, CA
Intermediate
Emerald Lake Hills, CA
0.5 mi 0.8 km #3Coho Vista Trail
Easy/Intermediate
Portola Valley, CA
Easy/Intermediate
Portola Valley, CA
3.1 mi 5.0 km #4Harkins Ridge Trail
Intermediate/Difficult
Half Moon Bay, CA
Intermediate/Difficult
Half Moon Bay, CA 12 
4.2 mi 6.8 km #5Purisima Creek Trail
Intermediate
Half Moon Bay, CA
Intermediate
Half Moon Bay, CA 11 
1.5 mi 2.4 km #6Chinquapin Trail
Intermediate
Woodside, CA
Intermediate
Woodside, CA
3.9 mi 6.4 km #7Methuselah Trail
Intermediate/Difficult
Woodside, CA
Intermediate/Difficult
Woodside, CA
1.4 mi 2.3 km #8Bald Knob Trail
Intermediate
Woodside, CA
Intermediate
Woodside, CA
2.4 mi 3.8 km #9Bear Gulch Trail
Intermediate
Woodside, CA
Intermediate
Woodside, CA
4.8 mi 7.7 km #10Alambique Trail
Intermediate
Woodside, CA
Intermediate
Woodside, CA

Photos of Woodside - 96

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
Bear Gulch Trail in early May
May 7, 2021 near Woodside, 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