4.7
(5728)
9,927
riders
04:07
48.0km
690m
Mountain biking
Get ready for a classic mountain biking adventure on Ben's and Phil's Trail Loop, a moderate route spanning 29.8 miles (48.0 km). You will climb 2278 feet (694 metres) over an estimated 4 hours and 7 minutes, immersing yourself in the open pine forest of Deschutes National Forest. The trail offers a quintessential cross-country experience, winding through Ponderosa pines and Manzanita bushes. Expect a mix of smooth, flowy singletrack, with Ben's Trail providing a fun, twisting uphill section. Make sure to pause at the Shooting Star Shelter View for expansive scenery and a moment of fresh mountain air.
Planning your ride on Ben's and Phil's Trail Loop is straightforward, as the trailhead is conveniently located just minutes from downtown Bend. You will find restrooms and ample parking available, making for an easy start to your mountain biking day. The best time to tackle this route is typically from early spring through late fall, but always check local conditions, especially regarding snowpack, which can affect trail access. Despite numerous intersections, the trails are well-maintained with clear signage, making navigation simple.
This loop is a prime example of the Bend mountain biking scene, offering a deep dive into the region's natural beauty. The open pine forest environment provides a refreshing atmosphere, perfect for a sustained ride. It is a popular choice for those seeking a solid cross-country experience without venturing too far from urban amenities. The trail system's accessibility and well-kept paths make it a standout option for mountain bikers in the area.
Last updated: April 23, 2026
Tips
Your route passes through a protected area
Please check local regulations for:
Deschutes National Forest
Waypoints
Start point
Parking
Get Directions
2.02 km
Highlight • Rest Area
Tip by
23.8 km
Highlight • Viewpoint
Tip by
46.8 km
Highlight • Pub
Tip by
48.0 km
End point
Parking
Way Types & Surfaces
Way Types
25.5 km
11.3 km
10.3 km
689 m
226 m
Surfaces
29.0 km
8.22 km
6.74 km
3.78 km
138 m
< 100 m
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Elevation
Highest point (1,700 m)
Lowest point (1,100 m)
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Weather
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Wednesday 6 May
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10°C
0 %
Additional weather tips
Max wind speed: 23.0 km/h
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This route was planned by komoot.
Yes, this loop is generally considered a moderately popular intermediate route, but it's also known for its easy climbing and fun, twisty descents, making it an ideal introduction to mountain biking in Central Oregon and suitable for families. While largely beginner-friendly, some challenging sections and occasional rock gardens exist, but these often have ride-arounds or bypasses. Advanced areas are well-marked for those seeking more technical riding.
You'll experience a mix of singletrack that is generally smooth and flowy. Ben's Trail, which is uphill-only, features a fun, twisting ramble with a moderate, gentle grade through pine trees. It includes some rocky sections and challenging rocky switchbacks, though optional features are available for advanced riders. Phil's Trail offers a seven-mile descent with microberms for a flowing experience, with lower sections being very mellow.
The loop is conveniently located just minutes from downtown Bend, with a trailhead that offers restrooms and ample parking. Its accessibility is one of the reasons for its popularity.
You'll be immersed in an open pine forest dense with Ponderosa pines and Manzanita bushes. Notable points of interest include the unique "Flaming Chicken" roundabout, an example of trail art. You might also pass by Shooting Star Shelter View, offering scenic vistas.
The best riding conditions typically span from early spring through late fall. However, this can vary with the year's snowpack, so it's always a good idea to check local conditions before you go.
Yes, the route is part of the vast Bend mountain biking trail system and intersects with numerous other trails. You'll ride sections of Ben's Trail, Phil's Trail, Pinedrops, Upper Whoops, and Kent's Trail, among many others within the network.
Yes, dogs are generally allowed on these trails within the Deschutes National Forest. However, they must be kept on a leash to protect wildlife and ensure a pleasant experience for all trail users. Always practice Leave No Trace principles and pack out any waste.
Generally, there are no specific permits or entrance fees required to access the Ben's and Phil's Trail Loop for day use. However, some areas within the Deschutes National Forest may require a Northwest Forest Pass or other recreation passes for parking at certain developed trailheads. It's always best to check the latest regulations with the U.S. Forest Service for the Deschutes National Forest before your visit.
This loop is considered a quintessential cross-country experience and a classic introduction to Bend's mountain biking scene due to its diverse terrain, convenient location just minutes from downtown, and well-maintained, clearly signed trails. The system's one-way sections, like Ben's being uphill-only and much of Phil's being downhill-only, contribute to a smooth and enjoyable flow.
Yes, given its proximity to downtown Bend, you'll find various options. The Bend Brewing Company is one popular spot nearby where you can refuel after your ride.