86
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8
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Road cycling routes around Oak Glen are situated in the foothills of the San Bernardino Mountains, offering diverse terrain for cyclists. The region is characterized by significant elevation changes, ranging from 4000 to 5000 feet, and features scenic landscapes with oak woodlands and mountain vistas. Cyclists can expect challenging ascents and descents through apple farms and mountainous areas, with routes often including segments of the notable Oak Glen Road.
Last updated: May 5, 2026
32
riders
101km
05:50
2,260m
2,260m
This difficult 62.6-mile road cycling route from Mill Creek Visitors Center to Onyx Summit offers a challenging climb and alpine views.
2
riders
64.3km
03:22
790m
790m
This moderate 40.0-mile road cycling loop from Yucaipa to Highland offers scenic views and a good workout in the San Bernardino Mountains.

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60.7km
03:29
1,010m
1,010m
This difficult 37.7-mile road cycling loop from Yucaipa Regional Park to Beaumont offers 3315 feet of elevation gain and mountain views.
13
riders
69.9km
03:43
1,210m
1,210m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
17
riders
172km
09:10
3,110m
3,110m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Oak Glen
A picturesque pond perfect for a little break. Duck Pond features a wooden platform and is surrounded by willow trees, providing habitat for small species of animals and insects.
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From this bridge, you can enjoy a privileged view of Big Bear Lake, nestled between mountains. You'll be treated to panoramic views of the sparkling lake, surrounded by pine forests and rugged peaks. You can refuel in Big Bear Village or pack a picnic to enjoy by the lakeshore.
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One of the streets in Yucaipa where you can enjoy a smooth ride with views of the mountains. The route is mostly flat and passes through a residential area, so it’s not so busy.
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If you're heading up to Onyx Summit, this stretch of CA 38 boasts the second longest bike climb in California. The ascent takes you through an alpine setting, one of the routes to the popular Bear Mountain Ski Resort. It's challenging, but the breathtaking views make it worthwhile. If you're coming from Onyx, enjoy the ride down from this scenic stretch as you descend.
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Jenks Lake is a wonderful retreat during a long ride. Its picturesque wooden pier and day-use picnic area make it a truly beautiful spot to visit.
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If you are coming from Big Bear Lake, you will ascend towards Onyx Summit. Conversely, if you are coming from Onyx Summit, you will descend. This stretch of CA 38 features alpine-covered roads, with a total elevation gain of 1,617 feet or descent if you are heading the other way. At 30.4 miles, Onyx Summit is the second longest ascent for cyclists in California and the eighth longest in the US.
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The Rim of the World Scenic Byway stretches 110 miles through the San Bernardino Mountains. This route, also known as North Shore Drive, hugs Big Bear Lake and offers stunning views along cliffs and rolling hills. It's a great road for cycling, featuring both challenging terrain and flat stretches suitable for cyclists of all skill levels.
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Yucaipa Regional Park, beyond a day at the beach, is a treasure trove of adventure, history, and natural wonders. With diverse terrain and breathtaking scenery, it promises an unforgettable biking adventure for all. Grab your bike, dust off your helmet, and experience the exhilarating world of Yucaipa's singletrack trails!
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Road cycling in Oak Glen is known for its challenging terrain, situated in the foothills of the San Bernardino Mountains. Routes feature significant elevation changes, often between 4000 and 5000 feet. The famous Oak Glen Road includes a challenging ascent of approximately 1,690 feet over 4.8 miles, with sections reaching up to 11.4% grade. While there are 4 moderate routes, 5 of the 9 routes listed in this guide are considered difficult, offering substantial climbs and descents.
Oak Glen offers breathtaking scenery, including lush meadows, ancient oak woodlands, and expansive mountain vistas. You'll cycle through picturesque apple farms and alongside riparian habitats. The routes provide views of prominent peaks like Wilshire Peak and Oak Glen Peak, set against the dramatic backdrop of the San Bernardino Mountains. In spring, wildflowers bloom abundantly, and autumn brings vibrant foliage.
While many routes in Oak Glen are challenging, there are options for cyclists seeking a more moderate experience. This guide features 4 moderate routes, such as the Yucaipa to Highland via Sunset Drive South loop, which covers 40 miles with around 2,600 feet of elevation gain. These routes still offer scenic beauty without the most extreme climbs.
Oak Glen experiences all four seasons, offering varied beauty throughout the year. Spring brings abundant wildflowers, while autumn boasts vibrant foliage. Summer provides cooler temperatures at higher elevations, making it pleasant for riding. Winters can offer a serene, snow-dusted landscape, but cyclists should be prepared for colder conditions and potential snow at higher altitudes during this time.
Yes, Oak Glen is home to several extensive road cycling routes. For instance, the Onyx Summit – Big Bear Lake loop from Yucaipa is a difficult 106.6-mile (171.5 km) path with over 10,000 feet of climbing. Another significant option is the Mill Creek Visitors Center to Onyx Summit, a 62.6-mile (100.7 km) route with over 7,400 feet of elevation gain.
Yes, many of the road cycling routes in Oak Glen are designed as loops, allowing you to start and finish at the same point. Examples include the Yucaipa to Highland via Sunset Drive South loop, the Yucaipa Regional Park to Beaumont loop, and the Duck Pond – Caroline Park loop from Crafton Hills College.
The Oak Glen Preserve and surrounding areas are rich in biodiversity. Cyclists might spot deer, foxes, and various bird species like hawks, owls, and hummingbirds. The region's montane habitats, including oak and pine forests, provide a home for a wide array of flora and fauna, representing about a quarter of all botanical species in California.
Beyond the natural beauty, you can find several points of interest. The Onyx Summit is a notable peak that many routes traverse or pass by. Other significant landmarks in the broader area include the San Bernardino East Peak and Mount San Gorgonio Summit, offering impressive views.
Oak Glen offers various amenities, particularly in the central village area around Oak Tree Mountain and Los Rios Rancho. You can find artisan shops, food stands, and cafes, especially popular during the apple picking season. These spots provide opportunities for refreshments and meals before or after your ride.
Oak Glen offers a variety of attractions that complement its outdoor appeal. The Oak Glen Preserve features hiking trails, a Botanic Garden, and a Children's Outdoor Discovery Center. Los Rios Rancho, a historic apple farm, is popular for apple picking, wagon rides, and cider pressing. Oak Tree Mountain provides family-friendly entertainment, including a petting zoo and mountain slide.
Yes, parking is generally available in Oak Glen, particularly at popular starting points for routes or near attractions like the Oak Glen Preserve and the village areas. It's advisable to check specific parking options for your chosen route's starting point, but you'll typically find convenient spots.
Road cyclists frequently praise Oak Glen for its challenging climbs and the stunning scenic beauty of the San Bernardino Mountains. The diverse terrain, from apple farms to oak woodlands, provides a picturesque backdrop for rides. The area's reputation for being part of events like the Redlands Classic also draws serious cyclists looking for a rewarding challenge.


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