Thousand Oaks, California

Looking for the best cycling in Thousand Oaks? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Thousand Oaks. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Cycling Spots in and near Thousand Oaks

  • Ventura, California

    Bike the Ventura Promenade

    0.5 mi / 0 ft gain
    The Ventura Promenade is a .5 mile long biking and walking trail that runs from the Ventura Pier to Sufer's Point, eventually connecting to the Ventura River & Ojai Bike Trail. It is also part of the the larger "Omer Rains Trail" which runs some 3.5 miles to the south through Buenaventura Sta...
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  • Ventura, California

    Bike the Ventura, Santa Paula, and Ojai Loop

    48.8 mi / 2081 ft gain
    The Ventura - Ojai - Santa Paul loop is a classic half-century loop throughs some of the most beautiful cycling roads on the Central Coast. Beginning in Ventura and heading on the off-road (but paved) Ventura / Ojai trails, this loop then heads into downtown Ojai before following Ojai Valley Road...
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  • Ventura, California

    Bike the Rincon Trail

    5.0
    28.4 mi / 720 ft gain
    The Rincon Trail between Ventura and Santa Barbara is part of the wonderful Pacific Coast Bike Route, and features two-wave paved cycling lanes with beautiful views up and down the central coast. There are numerous places to stop along the way for food and relaxing, including the great seaside to...
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  • Ventura, California

    Bike the Lake Casitas Loop

    1.0
    48.9 mi / 3635 ft gain
    The Lake Casitas Loop s a fantastic cycling trail leading from Ventura, California through Ventura Canyon, around Lake Casitas and up over Casitas Pass, down through Rincon Canyon to the ocean and south on Rincon Trail back to Ventura. It covers almost all of the ecological zones and topographica...
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  • Ventura, California

    Bike the Ventura River and Ojai Bike Trails

    32.6 mi / 1030 ft gain
    The Ventura River and Ojai Valley Trail, effectively the same trail, is a gorgeous 32 mile trail that runs from Seaside Park in Ventura to downtown Ojai. It runs along and across the Ventura River and through the Ventura Canyon, with views up and down numerous side canyons and ravines. The trail ...
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  • Ventura, California

    Cycle Santa Ana Road

    6.5 mi / 500 ft gain
    The Santa Ana to Lake Casitas via Foster Park segment of Santa Ana Road is a gorgeous, 6.5 mile road that cuts through the heart of Ventura Canyon. Santa Ana Road eventually ends at Casitas Road and the Lake Casitas Recreation Area. From there you can go west over over the pass and down to the Ri...
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  • Ventura, California

    Bike the Sulphur Mountain Loop

    28.6 mi / 2884 ft gain
    The Sulphur Mountain Loop is a 28 mile cycling and mountain biking loop that begins in Ventura Canyon at the Sulphur Mountain Trailhead and loops through Ojai Valley. Beginning at the Sulphur Mountain Road trailhead off Highway 33, follow the road up and over Sulphur Mountain and down until it co...
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  • Long Beach, California

    Red Car Greenbelt

    5.0
    0.63 mi / 0 ft gain
    The Greenbelt used to be the right-of-way for the long lost Pacific Electric Red Car, an amazing system of public transportation that connected Long Beach, LA, Orange Coutny, and even San Bernardino. The pathways are landscaped with plants typical of the area and plenty of native flowers for the...
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