The best cycling routes around Highlands
4.5
(96)
1,791
riders
129
rides
Touring cycling around Highlands offers a diverse landscape characterized by rolling hills, scenic reservoirs, and established recreational trails. The region features routes that navigate through varied terrain, from gentle paths alongside water bodies to more challenging ascents. This area provides a range of environments suitable for different touring cycling experiences.
Best touring cycling routes around Highlands
- The most popular touring cycling route is Jepson Laurel – San Andreas Lake loop from Highlands-Baywood Park, a 16.4 miles (26.4 km) trail…
Last updated: May 13, 2026
4.5
(2)
57
riders
15.4km
00:57
160m
150m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
33
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5.0
(3)
72
riders
39.8km
02:45
680m
680m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
12
riders
7.52km
00:27
60m
60m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
7
riders
18.3km
01:18
360m
360m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Tips from the Community
A fun, pretty place to stop while riding Cañada road. I has water and an air pump and bathrooms. Take a photo with friends.
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Lower Crystal Springs Reservoir is part of the Crystal Springs Reservoir system, and provides water to the San Francisco Bay Area. The area surrounding the reservoir is rich in biodiversity, home to rare and endangered species like the San Mateo thornmint and the Marin Dwarf Flax. While recreational activities on the water are restricted to protect the watershed, the adjacent Crystal Springs Regional Trail offers scenic views for hikers and cyclists.
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You're not hallucinating: This monument was deliberately built in the style of ancient Greek and Roman architecture, to commemorate the Great Depression-era Hetchy Hetchy Project that brought water down from the mountains to the Bay Area. The frieze says, “I give waters in the wilderness and rivers in the desert, to give drink to my people.”
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Woodside Store was built back in the 1850s by two pioneers who came to California for the gold rush. At the time it was the only stagecoach stop between San Francisco and Santa Clara, and it carried all the essential items that travelers riding between cities might need. The store has been restored, inside and out, to look exactly as it did centuries ago. You can call the museum ahead of your trip to book tours.
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There are a handful of trails here which treat you to views of the foothills across the reservoir. Upper Crystal Springs Reservoir provides water to the San Francisco Peninsula, and you can bike along its entire eastern shoreline.
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scenic bike ride along the san andreas reservoir
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Crystal Springs Reservoir, nestled in the northern Santa Cruz Mountains, consists of two artificial lakes formed along the San Andreas Fault and is ideal for hiking and wildlife viewing. Originally named Laguna Grande, the southern lake was submerged to create Upper Crystal Springs Reservoir in 1877, while Lower Crystal Springs Reservoir was formed by the construction of Crystal Springs Dam in 1888. Although no water activities are allowed, visitors can enjoy the reservoir’s natural setting and spot local wildlife, including bald eagles.
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Purisima Creek Trailhead features a fence separating the trail from the road and a small pit toilet at the base. Parking is available just 250 feet southeast along Skyline Boulevard. This trail offers everything, from stunning views to towering redwoods, fern-filled canyons, and creeks. Riding through the redwoods is a unique experience.
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Frequently Asked Questions
How many touring cycling routes are available in Highlands?
Highlands offers a wide selection of touring cycling routes, with over 110 options available. These routes cater to various skill levels, including easy, moderate, and challenging rides.
What do other touring cyclists say about the routes in Highlands?
The touring cycling routes in Highlands are highly regarded by the komoot community, boasting an average rating of 4.75 stars from over 110 reviews. More than 2,000 touring cyclists have used komoot to explore the diverse terrain of the region.
Are there easy touring cycling routes suitable for beginners in Highlands?
Yes, Highlands features over 40 easy touring cycling routes perfect for beginners or those seeking a relaxed ride. An excellent option is the Sawyer Camp Recreation Trail – Jepson Laurel loop from Highlands-Baywood Park, which is 7.3 miles (11.8 km) long and offers gentle paths.
Where can I find challenging touring cycling routes in Highlands?
For experienced touring cyclists looking for a challenge, Highlands has over 25 difficult routes. Consider the Kings Mountain Road – Crystal Springs Reservoir dam loop from Highlands-Baywood Park, a 45.3 km (28.2 miles) route with significant elevation changes.
What kind of terrain can I expect on touring cycling routes in Highlands?
The touring cycling routes in Highlands are characterized by rolling hills, scenic reservoirs, and well-maintained recreational trails. You'll encounter varied terrain, from gentle paths alongside water bodies to more demanding ascents, providing a diverse cycling experience.
Are there any circular touring cycling routes in Highlands?
Many routes in Highlands are designed as loops, offering convenient circular tours. A popular choice is the Jepson Laurel – San Andreas Lake loop from Highlands-Baywood Park, a 16.4 miles (26.4 km) moderate route with scenic views.
What scenic viewpoints or attractions can I see along the touring cycling routes in Highlands?
Several routes offer stunning views and pass by notable attractions. You can cycle past the Lower Crystal Springs Reservoir, the picturesque San Andreas Lake, or the historic Pulgas Water Temple. The Pulgas Water Temple – Woodside loop from San Mateo County is a great option for this.
Are there any historical sites or landmarks to explore while cycling?
Yes, you can incorporate historical exploration into your cycling trips. The Ralston Bike Trail – Woodside Store Historic Site loop from College of San Mateo will take you past the Woodside Store (Historic Site), offering a glimpse into the region's past.
Are the touring cycling routes in Highlands suitable for families?
Many of the easy and moderate routes in Highlands are suitable for families, especially those on well-maintained recreational trails with less traffic. Look for routes with lower elevation gain and shorter distances for a comfortable family outing.
What is the best season for touring cycling in Highlands?
While specific conditions vary, the spring and fall months generally offer pleasant temperatures and beautiful scenery for touring cycling in Highlands. Summer can also be enjoyable, though it might be warmer, and winter can bring cooler, wetter conditions.
Are there any routes that pass by water bodies or reservoirs?
Absolutely. Many routes in Highlands feature stunning views of water bodies. The Jepson Laurel – San Andreas Lake loop circles San Andreas Lake, and the Kings Mountain Road – Crystal Springs Reservoir dam loop offers views of the Crystal Springs Reservoir.
Where can I park when visiting touring cycling routes in Highlands?
Parking availability varies by trailhead. Many popular recreational trails and parks in the Highlands region offer designated parking areas. It's advisable to check specific route details or local park information for the most accurate parking options before your ride.
Most popular attractions around Highlands
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