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Best trails in Portola Valley

2,869 Reviews
Looking for a great trail near Portola Valley, California? AllTrails has 23 great hiking trails, trail running trails, views trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Castle Rock State Park or Wilder Ranch State Park, we've got you covered. You'll also find some great local park options, like West Waddell Creek State Wilderness or Almaden Quicksilver County Park. Ready for some activity? There are 16 moderate trails in Portola Valley ranging from 1.9 to 9.5 miles and from 492 to 2,217 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Portola Valley
Top trails (23)
#1 - Hamms Gulch to Spring Ridge Trail Loop
Windy Hill Open Space
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(522)
Length: 6.8 mi • Est. 3 h 43 m
Steady climb and open pasture up to Windy HillShow more
#2 - Windy Hill Loop
Windy Hill Open Space
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(370)
Length: 6.2 mi • Est. 2 h 30 m
Note: Users have reported that the parking for this trail is currently closed due to COVID-19. You can find parking almost immediately after you take a turn on to Willowbrook Dr from Alpine Rd.Show more
#3 - Redwood and Salamander Flat
Wunderlich County Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(288)
Length: 4.3 mi • Est. 2 h 23 m
Note: Dogs and bikes are NOT allowed on this trail. Hike to the Redwood Flat and Salamander Flat junctions on this pleasant loop trail through the beautiful redwoods of Wunderlich County Park. Take Show more
#4 - Hamms Gulch Trail
Windy Hill Open Space
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(221)
Length: 6.7 mi • Est. 3 h 41 m
NOTE: As of May 2020, restrooms are closed at Midpen preserves. Parking is closed on streets adjacent to Windy Hill Preserve (includes: Portola, Alpine, and Willowbrook Roads). Hamms Gulch is a populShow more
#5 - Spring Ridge Trail to Windy Hill
Windy Hill Open Space
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(217)
Length: 5.4 mi • Est. 3 h 7 m
NOTE: There is limited parking at the trailhead and some street parking. Check the signs before parking your car. Show more
#6 - Arroyo, Old Spanish and Toyon Trail
Coal Mine Ridge Park
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(154)
Length: 4.6 mi • Est. 2 h 28 m
Arroyo, Old Spanish and Toyon Trail is a 4.6 mile moderately trafficked loop trail located near Portola Valley, California that features beautiful wild flowers and is good for all skill levels. The trShow more
#7 - Hamms Gulch, Eagle Trail, and Lost Trail Loop
Windy Hill Open Space
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(89)
Length: 7.6 mi • Est. 4 h 5 m
Note: As of April 2020, parking to this trailhead is closed due to COVID-19. A nice quick escape for Peninsula hikers in need of a fix and a good workout. This is a good hike to knock out if you're Show more
#8 - Hamms Gulch Trail
Windy Hill Open Space
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(127)
Length: 7.6 mi • Est. 4 h 5 m
Hamms Gulch Trail is a 7.6 mile out and back trail located near Portola Valley, California that features a great forest setting. The trail is rated as moderate and is primarily used for hiking, walkinShow more
#9 - Toyon Trail, Old Spanish Trail and Coal Mine Ridge Loop
Coal Mine Ridge Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(147)
Length: 4.5 mi • Est. 2 h 19 m
Toyon Trail, Old Spanish Trail and Coal Mine Ridge Loop is a 4.5 mile moderately trafficked loop trail located near Portola Valley, California that features beautiful wild flowers and is rated as modeShow more
#10 - Herb Grench Trail
Windy Hill Open Space
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(56)
Length: 0.9 mi • Est. 26 m
Herb Grench Trail is a 0.9 mile moderately trafficked out and back trail located near Portola Valley, California that features beautiful wild flowers and is good for all skill levels. The trail is priShow more
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