4.8
(62)
1,360
riders
85
rides
Road cycling routes around Oakland offer a diverse landscape, ranging from flat urban paths to challenging climbs in the rolling hills. The region features significant elevation gains in areas like the Oakland Hills, alongside tranquil redwood forests and panoramic views of the San Francisco Bay. This varied terrain provides options for different cycling preferences, from leisurely rides around Lake Merritt to demanding ascents on roads such as Tunnel Road and Skyline Boulevard.
Last updated: July 7, 2026
4.5
(4)
72
riders
35.8km
01:33
160m
160m
The Gravois Greenway and River des Peres Greenway Loop offers a delightful road cycling experience, weaving through a mix of tree-lined paths and urban landscapes. You'll find yourself cruising along…
5.0
(7)
81
riders
54.3km
02:19
250m
250m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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5.0
(1)
54
riders
24.0km
00:58
120m
120m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
18
riders
64.8km
02:55
470m
470m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
13
riders
105km
04:54
1,130m
1,130m
The Kirkwood Train Station – Woods Avenue Scenic Road loop is a demanding road cycling adventure that will test your limits. You'll navigate a varied terrain, with mostly well-paved surfaces…
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Popular around Oakland
Scenic ride on Woods Avenue through the woods. Moderate climb if you’re going Eastbound, downhill otherwise.
0
0
Scenic stretch of Grant’s Trail. Also, there are way fewer roads crossing here than on the parts further up to the Northwest.
0
0
Oakland offers a wide selection of road cycling routes, with over 80 tours available. These routes cater to various preferences, from leisurely rides to challenging climbs.
Oakland's road cycling terrain is incredibly diverse. You'll find everything from flat, urban paths around areas like Lake Merritt and the Bay Trail, to significant climbs and descents in the Oakland Hills. The region also features tranquil redwood forests and routes with panoramic views of the San Francisco Bay.
Yes, the Oakland Hills are a major draw for experienced cyclists seeking challenging climbs. Roads like Tunnel Road, Skyline Boulevard, Joaquin Miller Road, Redwood Road, and Pinehurst Road offer substantial elevation gains, sometimes over 800 feet on a single climb, providing both a demanding workout and rewarding views.
Absolutely. For those seeking a more relaxed experience, Oakland offers many easy, flat routes. The 3.4-mile path around Lake Merritt is perfect for a gentle ride, as are sections of the Bay Trail and routes along the Oakland Estuary and Jack London Square. Over 35 easy routes are available in the region.
Many routes, particularly those along Skyline Boulevard and the Bay Trail, offer panoramic vistas of the San Francisco Bay, including the city skyline. Cycling through areas like Redwood Regional Park provides unique views of ancient coast redwoods, while routes in Joaquin Miller Park offer views of downtown Oakland.
The road cycling routes in Oakland are highly rated by the komoot community, with an average score of 4.7 stars from over 70 reviews. Cyclists often praise the varied terrain, from challenging hills to scenic bay views, and the opportunity to ride through redwood forests.
Yes, several routes pass by or near interesting landmarks. You can cycle past the urban estuary of Lake Merritt, a National Historic Landmark, or explore areas like Joaquin Miller Park, known as the 'jewel of the hills'. Some routes also offer views of the Emerson Grand Basin or the Laumeier Sculpture Garden. The River des Peres Greenway is also a popular cycling highlight.
Yes, Oakland features numerous loop trails for road cycling. Many routes in the Oakland Hills, such as the Pinehurst Loop (often starting from Tunnel Road and following Skyline and Redwood Roads), are designed as loops, allowing you to experience diverse scenery without retracing your path.
Oakland generally offers good cycling conditions year-round due to its mild climate. Spring and fall often provide the most pleasant temperatures. Summers are typically warm and dry, while winters are mild but can bring rain. Always check local weather forecasts for current conditions.
Yes, Oakland has several family-friendly road cycling options. The flat, paved path around Lake Merritt is ideal for families, as are many sections of the Bay Trail which offer scenic, car-free riding along the waterfront. These routes provide a safe and enjoyable experience for all ages.
Parking availability varies by location. For routes in the Oakland Hills, designated parking areas can often be found near park entrances or trailheads, such as those for Redwood Regional Park or Joaquin Miller Park. For urban routes like Lake Merritt or the Bay Trail, street parking or public garages in nearby commercial areas are typically available.
Yes, you can experience the unique tranquility of redwood forests on your road bike in Oakland. Redwood Regional Park, located within the Oakland Hills, features impressive stands of coast redwoods. Cycling through these dense groves offers a serene experience, feeling far removed from the city.


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