5.0
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52
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14
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Touring cycling around Calimesa offers access to diverse landscapes, from local parks to the foothills of the San Bernardino Mountains. The region features varied terrain, including ridgelines, canyons, and paved roads, providing options for different cycling preferences. Local parks within Calimesa also offer well-maintained pathways suitable for cycling. This area serves as a gateway to more expansive wilderness, with routes that include significant elevation gains.
Last updated: June 29, 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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7
riders
26.5km
01:42
340m
340m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
riders
21.7km
01:27
350m
350m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
16.7km
01:09
260m
260m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Prospect Park is a scenic and historic park featuring an amphitheater nestled amidst orange groves and offering great views of the mountains. There are plenty of walking paths and picnic areas. It is perfect for cyclists looking to take a break and enjoy the views.
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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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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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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!
2
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Crafton Fire Road is a smooth gravel road that slopes gradually uphill from the college towards Zanja Peak.
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This is a beautiful singletrack that leads through a canyon and ends at the Crafton Fire Road.
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Komoot features 11 touring cycling routes around Calimesa. These routes offer a variety of experiences, from moderate rides through local parks to more challenging ascents into the foothills of the San Bernardino Mountains.
The region around Calimesa offers diverse terrain for touring cyclists. You can expect a mix of ridgelines, canyons, and well-maintained paved roads. Routes often traverse local park areas and extend into the foothills of the San Bernardino Mountains, providing varied landscapes.
Calimesa's pleasant climate allows for outdoor activities like cycling to be enjoyed year-round. However, for optimal conditions, spring and fall generally offer milder temperatures, making longer rides more comfortable. Summer can be warm, especially at lower elevations, while winter brings cooler, but often still rideable, weather.
While there are no routes explicitly classified as 'easy' in the current selection, there are 7 moderate routes that can be suitable for beginners with some cycling experience or those seeking a steady ride. For example, the Caroline Park loop from Crafton Hills College is a moderate 17.7-mile path that passes through local park areas.
Yes, Calimesa offers challenging touring cycling routes, with 4 routes classified as 'difficult'. These routes often feature significant elevation gain as they venture into the foothills of the San Bernardino Mountains. A notable example is the Crafton Hills Reservoir – Yucaipa Regional Park loop from Building A, which includes substantial climbing through varied terrain.
For breathtaking scenery, consider routes that pass by Panorama Point. This viewpoint, located a short distance from Calimesa, offers amazing vistas of the Southern California mountains and the town of Redlands, making it an ideal stop during a ride, especially at sunset. The Panorama Point loop from University of Redlands is a great option to include this highlight.
Absolutely. Several touring cycling routes incorporate local parks and natural areas. You can cycle through Yucaipa Regional Park, known for its diverse terrain, or explore routes that pass through Caroline Park. Within Calimesa, parks like 4th Street Park, Calimesa Community Park, and Creekside Park also offer well-maintained pathways suitable for cycling.
While the listed routes are primarily loops around Calimesa, the region's proximity to wider trail networks offers potential for longer rides. Calimesa is close to portions of the Pacific Electric Bike Trail and the Santa Ana River Trail, which can provide additional options for extended touring adventures beyond the immediate area.
Yes, all the touring cycling routes listed for Calimesa are loop routes, meaning you will start and finish at the same point. This makes planning your ride and parking more convenient. Examples include the Prospect Park – Caroline Park loop from Herngt Aki Reserve and the Bike loop from Yucaipa.
Beyond the local parks, touring cyclists can explore routes that offer views towards significant natural features. The San Bernardino National Forest is a prominent backdrop, and routes can lead towards areas like Onyx Summit or the scenic Hwy 38 - Valley of the Falls Climb, which provide challenging ascents and stunning vistas into the mountains.
Cyclists exploring Calimesa often appreciate the diverse landscapes, which range from local park pathways to the more challenging foothills of the San Bernardino Mountains. The variety of terrain, including ridgelines and canyons, provides options for different preferences, and the pleasant climate allows for year-round enjoyment of the routes.


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