2.0
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408
riders
24
rides
Road cycling routes around Calimesa traverse a diverse landscape characterized by significant elevation changes, open spaces, and access to the foothills of the San Bernardino Mountains. The region features varied terrain, including forested canyons and views of surrounding peaks. Calimesa's commitment to preserving open spaces contributes to a network of routes that cater to different cycling preferences.
Last updated: August 9, 2026
2
riders
64.3km
03:22
790m
790m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
60.7km
03:29
1,010m
1,010m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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44
riders
30.1km
01:41
470m
470m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
11
riders
69.9km
03:43
1,210m
1,210m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
15
riders
172km
09:45
3,490m
3,490m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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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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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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Panorama Point in Redlands is a truly amazing viewpoint to take in the SoCal mountains and the town of Redlands. This spot is a must-stop if on a ride in the area, especially at sunset; it's a great place to stop and sip some water and admire the views.
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There are over 20 road cycling routes available around Calimesa on komoot, offering a diverse range of experiences for cyclists. These routes vary in difficulty and length, traversing the region's varied terrain.
Road cycling routes around Calimesa feature diverse terrain, from open spaces and rolling hills to significant elevation changes as you approach the foothills of the San Bernardino Mountains. You can expect forested canyons and scenic views of surrounding peaks, providing a varied and engaging ride.
Yes, Calimesa offers several challenging routes. For instance, the Yucaipa Regional Park to Beaumont loop is a difficult 37.7-mile path with substantial elevation gain. The Highway 38 ascent towards the San Bernardino Mountains is also known for its steady grade and challenging climb, leading towards areas like the Valley of the Falls.
Yes, Calimesa has options for less experienced riders. Out of the over 20 routes, 4 are classified as easy, providing a gentler introduction to road cycling in the area. These routes typically feature less elevation gain and shorter distances.
Many routes offer scenic vistas. For example, the Panorama Point – Caroline Park loop from Valley Preparatory School takes you through the Redlands hills and offers scenic viewpoints. Panorama Point itself provides amazing views of the Southern California mountains and Redlands. You might also pass by Caroline Park, known for its native wildflowers in spring.
Yes, several popular road cycling routes in the Calimesa area are loops. Examples include the Yucaipa to Highland via Sunset Drive South loop, which is a moderate 40-mile ride, and the Yucaipa Regional Park to Beaumont loop for a more difficult option.
Calimesa generally offers good cycling conditions for much of the year. Spring and fall provide pleasant temperatures, ideal for longer rides. While summers can be warm, early mornings are often suitable. Winters are typically mild, allowing for year-round cycling, though checking local weather forecasts is always recommended.
Yes, the region provides access to several natural areas. Yucaipa Regional Park is recognized for its diverse terrain and scenery, making it a great spot for biking. The San Bernardino National Forest is also a short drive away, offering extensive natural beauty and challenging climbs like the ascent to Onyx Summit.
Parking is generally available at various starting points for routes in the area. For example, the Panorama Point – Caroline Park loop has a starting point from Yucaipa Park And Ride, which typically offers parking facilities. Local parks like Calimesa Community Park also provide parking for visitors.
While specific cafes directly on every route can vary, many routes pass through or near towns like Yucaipa, Beaumont, and Redlands, where you can find various establishments for refreshments. Planning your route with komoot allows you to identify potential stops along the way.
Over 300 road cyclists have used komoot to explore Calimesa's varied terrain. While the average rating score is 2.0 stars from 1 review, the high number of visitors indicates a strong interest in the area's diverse cycling opportunities and scenic landscapes.
Public transport options directly to specific trailheads might be limited in some areas around Calimesa. It's advisable to check local transit authority websites for routes and schedules if you plan to use public transport to reach your starting point. Many cyclists prefer to drive and park at designated trail access points.


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