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Road cycling routes
United States
California
San Bernardino County

Redlands

The best road cycling routes around Redlands

By Fede from komoot

·

Updated May 11, 2026

If you've ever tried to plan road cycling around Redlands, you know how overwhelming the options can be. Sifting through countless routes to find the ones genuinely worth your time and effort can feel like a ride in itself. That's where we come in. Our komoot community has mapped, ridden, and reviewed these routes, so you don't have to guess which ones deliver the best experience.

Redlands offers a fantastic mix for road cyclists, from the rolling hills and historic orange groves to the challenging foothills of the San Bernardino Mountains. You'll find everything from moderate loops through charming Victorian neighborhoods to demanding climbs with significant elevation changes. The landscape transitions from urban and suburban areas to stunning mountain views, with key areas like Caroline Park and Panorama Point offering distinct experiences.

If you only do one ride, we'd point you to the popular Redlands, Caroline Park, Panorama Point, and Sunset Park loops. At 20.7 miles (33.3 km), it’s a moderate route that delivers a significant climb to Panorama Point for those expansive views. For a more demanding day, the Prospect Park loop from Redlands–University offers a substantial 60.8 miles (97.8 km) with nearly 6,466 feet (1,970 m) of climbing, perfect for experienced riders. Ready to roll? Let's explore Redlands.

If you only do 3 of these routes

  1. 1

    Redlands, Caroline Park, Panorama Point, and Sunset Park loops
  2. 2

    Caroline Park – Panorama Point loop from Redlands–University
  3. 3

    Panorama Point – Caroline Park loop from Valley Preparatory School

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Redlands, Caroline Park, Panorama Point, and Sunset Park loops

33.3 km

480 m

Moderate

Caroline Park – Panorama Point loop from Redlands–University

47.0 km

650 m

Moderate

Panorama Point – Caroline Park loop from Valley Preparatory School

30.1 km

470 m

Moderate

Prospect Park loop from Redlands–University

97.9 km

1,970 m

Hard

Duck Pond loop from Redlands–University

63.5 km

1,200 m

Hard

Caroline Park – Prospect Park loop from Redlands–Downtown

42.1 km

570 m

Moderate

Caroline Park loop from Redlands Country Club

16.5 km

270 m

Easy

Duck Pond – Three Hawks Trail loop from Redlands–University

71.9 km

1,330 m

Hard

Caroline Park loop from Redlands–University

54.5 km

740 m

Moderate

Prospect Park – Middle Control Road Trailhead loop from Redlands–University

72.9 km

1,520 m

Hard

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1.

Redlands, Caroline Park, Panorama Point, and Sunset Park loops

33.3km

01:43

480m

480m

If you're seeking a road cycling adventure that truly showcases Redlands' diverse landscape, the Redlands, Caroline Park, Panorama Point, and Sunset Park loops deliver. You'll navigate through the peaceful botanical gardens of Caroline Park, climb towards the stunning vistas at Panorama Point, and tackle the challenging ascents and descents of the Sunset Loop. This moderate route, spanning 20.7 miles (33.3 km) with 1560 feet (475 metres) of elevation gain, offers a rich blend of natural beauty and urban charm, typically completed in about 1 hour and 43 minutes.

To make the most of this rewarding ride, plan your visit during the cooler parts of the day, as the route involves considerable climbs and varied terrain. While specific parking information isn't detailed, the route connects several popular Redlands parks, so checking local park access for Caroline Park or Sunset Park is a good starting point. This route is best for cyclists with good fitness who are ready for a substantial workout.

This comprehensive route is highly regarded among local cyclists for its unique blend of varied landscapes, from the foothills of the San Bernardino Mountains to charming Victorian neighborhoods. It strategically combines several popular cycling trails within Redlands, San Bernardino County, offering a cohesive and appealing adventure for those looking for advanced road cycling loops in the area.

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2.

Caroline Park – Panorama Point loop from Redlands–University

47.0km

02:25

650m

650m

The Caroline Park – Panorama Point loop offers a captivating road cycling journey through Redlands, blending natural beauty with urban landscapes. You'll pedal through the peaceful botanical gardens of Caroline Park, a local favorite known for its native plants, before tackling climbs that lead to the breathtaking vistas at Panorama Point. From there, you'll soak in dramatic 180-degree mountain views and sweeping 360-degree perspectives of the San Bernardino Valley, making it a truly scenic ride.

This moderate 29.2-mile (47.0 km) route involves 2141 feet (652 metres) of elevation gain, typically taking around 2 hours and 25 minutes to complete. The terrain is varied, with well-paved sections and some potentially unpaved segments, featuring demanding climbs and descents. It's a great option for intermediate to experienced cyclists looking for a rewarding challenge and diverse scenery.

What makes this route stand out is its unique combination of natural and urban elements, showcasing charming Victorian neighborhoods alongside areas like the San Timoteo Nature Sanctuary. Panorama Point is consistently highlighted as a must-stop viewpoint, offering excellent photo opportunities, especially at sunset. This comprehensive loop ties together several popular Redlands cycling routes, providing a rich and varied experience.

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3.

Panorama Point – Caroline Park loop from Valley Preparatory School

30.1km

01:41

470m

470m

The Panorama Point – Caroline Park loop from Valley Preparatory School offers a diverse road cycling experience, blending urban landscapes with natural beauty. You'll pedal through the tranquil botanical gardens of Caroline Park, home to native plants and woodlands, before ascending to Panorama Point for sweeping 180-degree views of Redlands and the surrounding mountains. This route provides a dynamic ride with varied terrain, making it a standout option for cyclists seeking both a workout and scenic rewards.

This moderate road cycling route covers 18.7 miles (30.1 km) with 1554 feet (474 metres) of elevation gain, typically taking around 1 hour and 40 minutes. Starting from Valley Preparatory School, ensure you're prepared for demanding climbs and descents. While specific parking information for the school isn't detailed, street parking in the area is usually accessible. Consider riding during cooler times of day, especially if you want to catch a sunset from Panorama Point.

What makes this route particularly appealing is its combination of several popular cycling trails in Redlands, offering a unique blend of environments. Caroline Park is considered a hidden gem, providing not just cycling paths but also opportunities for hiking and wildlife viewing. The panoramic views from Panorama Point are a major highlight, making it a popular spot for photos and a rewarding destination after the climb.

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4.

Prospect Park loop from Redlands–University

97.9km

05:24

1,970m

1,970m

The Prospect Park loop from Redlands–University offers a challenging road cycling experience, taking you through the varied landscapes of Redlands, California. You'll navigate significant elevation changes, enjoying panoramic views of the Southern California mountains and the city itself, with highlights including charming Victorian neighborhoods and undulating paths through canyons and past orange groves. This difficult 60.8-mile (97.9 km) route, with its 6466 feet (1971 metres) of elevation gain, is designed for cyclists with very good fitness, promising a rewarding journey that typically takes around 5 hours and 24 minutes.

To make the most of this demanding ride, plan to start early, especially during warmer seasons, to avoid the midday heat. The route begins near the Redlands–University area, offering convenient access and parking. While Redlands boasts a strong cycling culture and good infrastructure, always ensure you carry ample water and nutrition for the duration of this substantial loop.

Redlands is known for its vibrant cycling community and commitment to biking infrastructure, including dedicated bike paths and marked lanes. This route provides an excellent opportunity to explore the region's diverse scenery, from the foothills of the San Bernardino Mountains to the historic urban fabric, and includes a pass through the well-maintained paths of Prospect Park itself.

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7.

Caroline Park loop from Redlands Country Club

16.5km

00:54

270m

270m

The Caroline Park loop offers a delightful road cycling experience, blending natural beauty with urban scenery in Redlands. You'll pedal through the peaceful botanical gardens of Caroline Park, a local favorite showcasing native plants and woodlands, before enjoying dramatic 180-degree mountain views from Sunset Drive and picturesque vistas at Panorama Point. This easy 10.3-mile (16.5 km) route features 880 feet (268 metres) of elevation gain and typically takes about 53 minutes, making it ideal for a refreshing ride.

For a comfortable outing, plan your visit during the cooler parts of the day, especially if you're cycling in the summer heat. Parking is conveniently located near the Redlands Country Club, providing easy access to the start of this scenic loop. This route is well-suited for cyclists of all levels looking for an enjoyable and accessible ride.

Caroline Park itself is a significant highlight, an approximately 16.8-acre botanical nature garden dedicated to Southern California's Coastal Sage Scrub habitat and native oak species. It's considered a hidden gem in Redlands, offering a tranquil atmosphere and opportunities for wildlife viewing. The route provides a unique blend of natural serenity and glimpses of Redlands' suburban charm.

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9.

Caroline Park loop from Redlands–University

54.5km

03:14

740m

740m

The Caroline Park loop from Redlands–University offers a varied road cycling experience, blending natural beauty with urban charm. You'll pedal through areas showcasing Southern California's Coastal Sage Scrub habitat, pass the serene Caroline Park botanical garden, and be rewarded with dramatic 180-degree mountain views from the overlook terrace off Sunset Drive, as well as picturesque vistas at Panorama Point.

This moderate route covers 33.9 miles (54.5 km) with a significant 2419 feet (737 metres) of elevation gain, typically taking around 3 hours and 14 minutes to complete. While mostly well-paved, be prepared for demanding climbs and descents, and potentially some unpaved sections that add an extra layer of challenge. Redlands is a bike-friendly city, so finding a starting point and parking is generally convenient, though specific details for this exact loop are best checked locally.

Redlands is known for its vibrant cycling community and diverse terrain, making it a popular destination for road cyclists. This loop is a great example of the region's offerings, combining natural features like the botanical garden and scenic overlooks with glimpses of historic urban areas and orange groves. It's a rewarding ride for those with good fitness looking for a dynamic route.

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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.

1

0

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.

0

0

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.

0

0

Jamie S.
December 26, 2023, Caroline Park

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.

2

0

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

1

0

Frequently Asked Questions

How many road cycling routes are available around Redlands?

Redlands offers a wide variety of road cycling routes, with over 20 routes available on komoot. These routes cater to different skill levels, including easy, moderate, and difficult options, ensuring there's something for every cyclist.

What kind of terrain can I expect on road cycling routes in Redlands?

The terrain around Redlands is quite diverse. You'll find routes that traverse the foothills of the San Bernardino Mountains, offering significant elevation changes for challenging climbs. There are also undulating paths through canyons, rolling hills, and charming rides through historic Victorian neighborhoods and past orange groves. This variety provides a dynamic cycling experience.

Are there any challenging road cycling routes for experienced riders?

Yes, Redlands is known for its challenging climbs, especially those leading into the San Bernardino Mountains. For instance, the Panorama Point – Caroline Park loop from Redlands–University is a difficult route covering over 42 miles with significant elevation gain, perfect for experienced cyclists seeking a rigorous workout and stunning views.

Where can I find scenic viewpoints along the road cycling routes?

Many routes in Redlands offer breathtaking scenic viewpoints. Panorama Point is a particularly favored stop for cyclists, providing impressive views of the Southern California mountains and the city. Routes like Redlands, Caroline Park, Panorama Point, and Sunset Park loops and Caroline Park – Panorama Point loop from Redlands–University both feature climbs to this iconic viewpoint.

Are there any family-friendly or easy road cycling routes in Redlands?

Yes, Redlands offers several easy routes suitable for families or those looking for a more relaxed ride. For example, the Caroline Park loop from Redlands–Downtown is an easy route that provides a pleasant ride through scenic areas without excessive climbs, perfect for a leisurely outing.

What attractions or landmarks can I see near the cycling routes?

Beyond the natural beauty, you can explore several interesting landmarks and attractions. Caroline Park itself is a local favorite with native wildflowers. Cyclists can also pass through historic Victorian neighborhoods and remnants of the city's citrus industry, such as orange groves. For those interested in mountain peaks, Onyx Summit and Box Springs Mountain Peak are notable nearby features.

What is the best season for road biking in Redlands, California?

Redlands generally offers good cycling conditions throughout much of the year. Spring and fall provide pleasant temperatures, ideal for longer rides. While summers can be hot, early morning rides are still popular. Winters are typically mild, allowing for year-round cycling, though mountain routes may experience cooler temperatures.

Are there many loop road cycling routes in Redlands?

Loop routes are very common and popular in Redlands, allowing cyclists to start and end in the same location while experiencing diverse scenery. Many of the top-rated routes, such as the Panorama Point – Caroline Park loop from Valley Preparatory School, are designed as loops, making navigation convenient and enjoyable.

What do other road cyclists enjoy most about cycling in Redlands?

The komoot community highly rates the road cycling experience in Redlands. Cyclists often praise the region's diverse terrain, which offers a mix of challenging climbs and scenic, undulating paths. The stunning panoramic views from points like Panorama Point and the charm of riding through historic areas and orange groves are frequently highlighted as favorite aspects.

Is Redlands a bike-friendly city with good cycling infrastructure?

Yes, Redlands is recognized as a bike-friendly city. It boasts dedicated bike paths (Class I), marked bike lanes on roadways (Class II), and shared bike routes (Class III). This infrastructure contributes to a safe and welcoming environment for cyclists, making it easier to navigate both urban and natural landscapes.

Can I access the Santa Ana River Trail from Redlands for longer rides?

Yes, for those seeking flatter or longer distances, the Santa Ana River Trail can be accessed from Redlands. This trail offers a route that extends towards the coast, providing an excellent option for endurance rides or a change of scenery from the hilly local terrain.

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