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Routes
Road cycling routes
United States
California
Riverside County

Calimesa

The best road cycling routes around Calimesa

2.0

(1)

408

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24

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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.

Best road cycling routes around Calimesa

  • The most popular road cycling route is Yucaipa to Highland via Sunset Drive South loop, a 40.0 miles (64.3 km) trail that takes 3 hours 22 minutes to complete. This moderate route offers varied terrain between Yucaipa and Highland.
  • Another top favourite among local road cyclists is Yucaipa Regional Park to Beaumont loop, a difficult 37.7 miles (60.7 km) path. This route features substantial elevation gain as it connects Yucaipa Regional Park with Beaumont.
  • Local road cyclists also love the Panorama Point – Caroline Park loop from Valley Preparatory School, a 18.7 miles (30.1 km) trail leading through Redlands hills and offering scenic viewpoints, often completed in about 1 hour 40 minutes.
  • Road cycling around Calimesa is defined by diverse terrain, significant elevation changes, and open spaces. The network offers options for easy, moderate, and difficult ability levels.
  • The routes in Calimesa have an average rating score of 2.0 stars from 1 review. More than 300 road cyclists have used komoot to explore Calimesa's varied terrain.

Last updated: August 9, 2026

2

riders

#1.

Yucaipa to Highland via Sunset Drive South loop

64.3km

03:22

790m

790m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard
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Tips from the Community

maniboyflex
January 17, 2025, Duck Pond

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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maniboyflex
January 16, 2025, Bryant Street

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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Alexandra P
July 23, 2024, CA 38

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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Scott
January 25, 2024, Yucaipa Regional Park

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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Jamie S.
December 31, 2023, Panorama Point

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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Frequently Asked Questions

How many road cycling routes can I find around Calimesa?

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.

What types of terrain can I expect on road cycling routes in Calimesa?

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.

Are there any challenging road cycling routes for experienced riders?

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.

Are there any easy or beginner-friendly road cycling routes in Calimesa?

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.

What are some scenic viewpoints or attractions I can visit along the road cycling routes?

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.

Are there any loop routes available for road cycling in Calimesa?

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.

What is the best time of year for road cycling in Calimesa?

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.

Are there any parks or natural areas accessible by road bike near Calimesa?

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.

Where can I find parking for road cycling routes in the Calimesa area?

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.

Are there any cafes or places to stop for refreshments along the road cycling routes?

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.

What do other road cyclists think about the routes in Calimesa?

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.

Is public transport available to access road cycling routes in Calimesa?

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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