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Routes
Road cycling routes
United States
California
San Bernardino County
Yucaipa

Yucaipa to Highland via Sunset Drive South loop

Moderate

4.7

(9268)

9,269

riders

Yucaipa to Highland via Sunset Drive South loop

03:22

64.3km

790m

Road cycling

This moderate 40.0-mile road cycling loop from Yucaipa to Highland offers scenic views and a good workout in the San Bernardino Mountains.

Last updated: February 26, 2026

Waypoints

A

Start point

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1

73 m

Yucaipa Regional Park

Highlight • Lake

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 …

Tip by

2

50.7 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 …

Tip by

B

64.3 km

End point

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Way Types & Surfaces

Way Types

42.7 km

16.1 km

3.08 km

2.51 km

Surfaces

61.2 km

1.67 km

1.55 km

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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 (870 m)

Lowest point (340 m)

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Weather

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Today

Monday 25 May

24°C

9°C

0 %

Additional weather tips

Max wind speed: 14.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the difficulty level of the Yucaipa to Highland via Sunset Drive South loop?

This loop is classified as moderate for racebike cycling. It requires good fitness due to its length and elevation gain. While generally well-paved, some segments in the area may be unpaved and more challenging.

What are the road conditions like on this cycling loop?

The route is primarily a road cycling route, suggesting mostly well-paved surfaces. However, be aware that some segments on moderate rides in the San Bernardino Mountains area can occasionally be unpaved and more difficult to ride. Specific details for the Sunset Drive South loop indicate sustained ascents, with related routes in Yucaipa having maximum grades of 8.0%.

What scenic views or landmarks can I expect along the route?

Cyclists can enjoy picturesque landscapes and breathtaking views of the San Bernardino Mountains. The route offers an immersive connection with nature. You'll pass by Yucaipa Regional Park and Caroline Park, which are notable highlights in the area.

What is the best time of year to cycle this loop?

The San Bernardino Mountains offer diverse terrain, so seasonal conditions can vary. Generally, spring and fall provide pleasant temperatures for cycling. Summer can be hot, especially at lower elevations, while winter may bring colder temperatures or even snow at higher points, though this specific road cycling route is likely more accessible year-round than mountain trails.

Where can I park to access the Yucaipa to Highland via Sunset Drive South loop?

The tour starts and ends in Yucaipa. While specific parking areas for this exact loop are not detailed, Yucaipa is known for offering various cycling routes, suggesting public parking options are available within the city or near popular access points for cyclists. Consider starting near Yucaipa Regional Park for potential parking.

Do I need any permits or pay fees to cycle this route?

For individual road cycling on public roads in the San Bernardino Mountains, permits are generally not required. However, if you plan to enter specific parks or recreational areas along the route, such as Yucaipa Regional Park, there might be entrance fees. It's always best to check with local park authorities if you intend to stop at specific facilities.

Is the Yucaipa to Highland via Sunset Drive South loop dog-friendly?

As a racebike route primarily on public roads, this loop is not typically considered dog-friendly for accompanying pets during the ride itself. While dogs might be allowed in certain parks along the way (like Yucaipa Regional Park) on a leash, the nature of road cycling makes it unsuitable for pets to join you on the bike.

Are there any cafes, restaurants, or bike shops near the route?

The loop connects Yucaipa and Highland, both of which are established communities. You can expect to find various amenities, including cafes, restaurants, and potentially bike shops, within these towns. It's advisable to plan your stops in advance, especially for specific cyclist-friendly establishments.

Does the route intersect other well-known paths?

Yes, the route briefly passes through sections of several other paths, including Oak Glen Road Trail, Crafton Hill Trails, Teddy's Trail, Sunset Canyon, Greenspot Road, Newport Avenue, Demonstration Garden, Edison Easement Trail, Orange Blossom Trail, Red Hill Trail, Trees of Our Valley, Florida Street, Regional Park Trail, and Santa Ana Canyon Road.

What kind of bike is best suited for this loop?

This route is designated for a racebike, indicating it's best suited for road bikes designed for speed and efficiency on paved surfaces. While some segments might be unpaved, a racebike is the recommended choice for the majority of the 64.3 km distance.

How long does it typically take to complete this cycling loop?

The estimated duration for completing the Yucaipa to Highland via Sunset Drive South loop is approximately 3 hours and 22 minutes. This duration is an estimate for a racebike and can vary based on your fitness level, speed, and any stops you make along the way.

Nearby routes

Moderate

109

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

01:43h

33.3km

480m

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