22
riders
5
rides
Touring cycling routes around Oak Glen are situated in the foothills of the San Bernardino Mountains, offering diverse landscapes for cyclists. The region features ancient oak woodlands, lush meadows, and riparian habitats, with elevations providing a distinct climate. Routes often include significant elevation gains, traversing montane habitats with views of peaks like Wilshire Peak and Galina Peak. This area provides challenging terrain and scenic backdrops for touring cyclists.
Last updated: May 2, 2026
5
riders
28.5km
01:50
370m
370m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
20.3km
01:52
430m
430m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4
riders
30.6km
02:20
780m
780m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
26.4km
02:02
670m
670m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
26.4km
02:17
560m
560m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Oak Glen
Caroline Park is a tiny hidden gem, nestled in the hills between large, attractive homes in Redlands, California. This scenic park is a local favorite and a great place to check out after work. There are hiking trails, native wildflowers and other plants in the spring, and plenty of wildlife (birds in particular!) viewing opportunities here.
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This is the only mountain bike trail on the northern side of the Crafton Hills Preserve. Discover this beautiful singletrack and enjoy the outstanding canyon vistas!
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It was built to provide drinking water for the city of Redlands and surrounding communities and was completed in 1933. The reservoir is home to a variety of fish and birds. In recent years, the reservoir has faced challenges due to drought. The reservoir was used as a filming location for the movie “The Terminator.”
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Caroline Park is a tiny hidden gem, nestled in the hills between large, attractive homes in Redlands, California. This scenic park is a local favorite and a great place to check out after work. There are hiking trails, native wildflowers and other plants in the spring, and plenty of wildlife (birds in particular!) viewing opportunities here.
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Caroline Park is a tiny hidden gem, nestled in the hills between large, attractive homes in Redlands, California. This scenic park is a local favorite and a great place to check out after work. There are hiking trails, native wildflowers and other plants in the spring, and plenty of wildlife (birds in particular!) viewing opportunities here.
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With an elevation of 3,543 feet Zanja Peak is the highest point in the Crafton Hills. You can expect stunning vistas!
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The trails in the Wildwood Canyon State Park are open to hikers, bikers and horseback riders. The park is open from 7:30 am to sunset. Click here for more information: http://www.parks.ca.gov/?page_id=22883
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Oak Glen offers a selection of touring cycling routes, with 5 options currently available on komoot. These routes cater to various skill levels, including 2 moderate and 3 difficult trails, providing diverse challenges and scenic experiences.
Touring cycling routes in Oak Glen traverse the foothills of the San Bernardino Mountains, featuring diverse landscapes. You'll encounter ancient oak woodlands, lush meadows, and riparian habitats. Expect significant elevation gains and challenging terrain, with routes often providing views of majestic peaks like Wilshire Peak and Galina Peak.
Yes, Oak Glen is known for its challenging terrain. For experienced touring cyclists, routes like the Crafton Hills Reservoir – Yucaipa Regional Park loop from Building A offer substantial elevation gain over 18.3 miles (29.4 km). Another difficult option is the Bike loop from Yucaipa, which covers 19.0 miles (30.6 km) through the foothills.
For a balanced challenge, consider moderate routes such as the Caroline Park loop from Crafton Hills College, which is 17.7 miles (28.5 km) long and offers scenic views. Another moderate choice is the Crafton Hills Reservoir – Yucaipa Regional Park loop from Yucaipa, a shorter 16.1-mile (25.9 km) route with less elevation gain.
Yes, all the touring cycling routes listed in this guide are circular loops. This includes routes like the Crafton Hills Reservoir – Yucaipa Regional Park loop from Building A and the Duck Pond loop from Cherry Valley Peak, allowing you to start and end at the same point.
Oak Glen's 'mile-high climate' provides a refreshing escape, especially outside of peak summer heat. The region experiences distinct seasonal changes, including vibrant autumn foliage and occasional winter snow. Autumn (August to November) is particularly popular due to the historic apple harvest season, offering pleasant riding conditions and local attractions.
The routes offer breathtaking vistas of the San Bernardino Mountains. You can find highlights such as Onyx Summit, known for its alpine views, and various peaks like San Bernardino East Peak and Mount San Gorgonio Summit. The Wildlands Conservancy Oak Glen Preserve also features diverse montane habitats, including ponds, streams, and forests.
Beyond natural beauty, Oak Glen is famous for its historic apple orchards. While cycling, you might pass by areas like Los Rios Rancho, Southern California's largest and oldest apple farm, or Snow-Line Orchard, which offer seasonal activities. You can also find landmarks such as Washington's Monument in the broader area.
The Wildlands Conservancy Oak Glen Preserve is a significant natural area spanning over 2,000 acres, featuring diverse montane habitats, ponds, streams, wetlands, and forests. While the preserve itself has hiking and nature trails, specific touring cycling access within the preserve's core trails may be limited. However, many touring routes in the region will offer views and access to the surrounding natural beauty that the preserve protects.
The touring cycling routes in Oak Glen vary in length, generally ranging from around 16 miles (25.9 km) to over 19 miles (30.6 km). For example, the Crafton Hills Reservoir – Yucaipa Regional Park loop from Yucaipa is 16.1 miles, while the Bike loop from Yucaipa is 19.0 miles.
While specific cafes directly on the routes are not detailed, Oak Glen is known for its apple orchards and related businesses. During the apple harvest season (August to November), places like Los Rios Rancho and Snow-Line Orchard offer fresh baked goods, cider, and other refreshments, which can be found in the general Oak Glen area.


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