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Routes
Road cycling routes
United States
California
Riverside County
Riverside

Oak Glen loop

Hard

4.7

(7062)

9,250

riders

Oak Glen loop

05:18

103km

1,600m

Road cycling

Challenge yourself on the Oak Glen loop, a difficult 64.1-mile road cycling route with 5258 feet of elevation gain through scenic orchards a

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

77.0 km

Caroline Park

Highlight • Natural

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 …

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B

103 km

End point

Parking

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Way Types & Surfaces

Way Types

67.8 km

16.9 km

12.8 km

5.76 km

Surfaces

89.8 km

13.2 km

237 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (1,490 m)

Lowest point (290 m)

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Weather

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Wednesday 6 May

24°C

9°C

0 %

Additional weather tips

Max wind speed: 15.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Oak Glen loop for cycling?

Parking for the Oak Glen loop is typically found in areas near Yucaipa or Beaumont, which serve as common starting points for this challenging road cycling route. Specific parking areas can vary depending on your chosen starting point for the loop.

Is the Oak Glen loop suitable for beginner road cyclists?

No, the Oak Glen loop is generally not suitable for beginners. It is characterized by substantial elevation gains and sustained gradients, making it a demanding ride best suited for cyclists with good to very good fitness levels. There are sections with average grades of 6.7% and maximum grades reaching 11.4%.

What is the terrain like on this cycling route?

The terrain primarily consists of well-paved roads, ideal for race bikes. However, some longer or more varied loops in the area might incorporate short unpaved segments. Expect significant climbs and descents throughout the route, with the main climb up Oak Glen Road being particularly challenging.

What kind of views can I expect along the way?

As you ascend, you'll be treated to picturesque views of apple orchards and the charming mountain village of Oak Glen. The route passes through the San Bernardino Mountains, offering landscapes of green hills, oak trees, and rolling terrain, with potential distant views of prominent peaks like San Jacinto and San Gorgonio. You will also pass by Caroline Park.

What is the best time of year to cycle the Oak Glen loop?

The Oak Glen loop can be enjoyed across various seasons, with each offering a unique experience. Spring and fall are often ideal for comfortable temperatures and vibrant scenery, especially with the apple orchards. Winter cycling is possible but be prepared for colder conditions at higher elevations.

Are there any permits or entrance fees required for this route?

No, there are typically no specific permits or entrance fees required to cycle the Oak Glen loop, as it primarily utilizes public roads through the San Bernardino Mountains foothills. However, always check local regulations if you plan to stop at specific parks or attractions along the way.

Does the route intersect with other trails?

Yes, while primarily a road cycling route, sections of the loop may briefly intersect or run parallel to other local paths. These can include short segments of trails like Olive Ave, Brookside, Nature Trail, Loma Linda Wash Path, and Sunset Canyon.

Is the Oak Glen loop dog-friendly?

As this is primarily a road cycling route, it's not designed for dogs to accompany cyclists on the road itself. If you plan to visit any parks or natural areas along the route, check their specific dog policies regarding leashes and access.

What is the typical duration for completing the Oak Glen loop?

The full Oak Glen loop, which is approximately 103 kilometers (64 miles) long with over 1,600 meters (5,200 feet) of elevation gain, typically takes around 5 to 6 hours to complete for a fit road cyclist. This duration can vary significantly based on your fitness level, pace, and any stops you make.

Are there cafes or places to refuel near the Oak Glen loop?

Yes, the charming mountain village of Oak Glen, which the loop passes through, offers several options for cafes and places to refuel. You'll find spots to grab a coffee, a meal, or snacks, especially in the main village area, which is known for its apple orchards and related businesses.

What should I bring for a ride on the Oak Glen loop?

Given the challenging nature and length of the loop, it's essential to bring plenty of water, nutrition (energy bars, gels), spare tubes/repair kit, appropriate cycling gear for varying temperatures, and a fully charged phone. A bike computer with GPS is also highly recommended for navigation.

Nearby routes

Moderate

109

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

01:43h

33.3km

480m

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