Ben's, Pinedrops and Phil's Trail Loop
Ben's, Pinedrops and Phil's Trail Loop
2.7
(7)
68
riders
02:18
24.7km
370m
Mountain biking
Get ready for a classic Central Oregon mountain biking adventure on the Ben's, Pinedrops and Phil's Trail Loop. This moderate route guides you through an open Ponderosa pine forest, offering 15.4 miles (24.7 km) of flowing singletrack. You will encounter mellow climbs, particularly on Ben's Trail, and fun, twisting descents, gaining 1203 feet (367 metres) of elevation over an estimated 2 hours and 18 minutes. Look forward to the smooth, downhill sections of Phil's Trail, known for its big berms and rolling bumps, often called 'whoops', that you can pump for extra speed.
Planning your ride is straightforward, as the Phil's trailhead is a popular and well-equipped starting point. You will find restrooms, ample parking, and helpful signs there. If you are coming from Bend, you can even access the trailhead directly via a dedicated bike path. The best time to enjoy this trail is generally from early spring through late fall, but always remember to check local conditions, especially for snowpack, with area bike shops before you head out.
This loop offers a true immersion into the high desert landscape, characterized by dense Ponderosa pines and Manzanita bushes. The combination of Ben's, Pinedrops, and Phil's Trails creates a dynamic and engaging ride that showcases the region's best singletrack. It is a prime example of why Central Oregon is a renowned destination for mountain biking, providing a memorable experience for riders seeking both flow and scenic beauty.
Last updated: April 23, 2026
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Waypoints
Start point
Parking
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24.7 km
End point
Way Types & Surfaces
Way Types
21.3 km
3.22 km
104 m
< 100 m
< 100 m
Surfaces
24.5 km
172 m
< 100 m
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Elevation
Highest point (1,530 m)
Lowest point (1,180 m)
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Weather
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Wednesday 6 May
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7°C
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Max wind speed: 11.0 km/h
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This route was planned by komoot.
The most popular and well-equipped starting point is the Phil's Trailhead, located conveniently close to Bend. It offers ample parking, restrooms, and helpful signage. You can also access the trailhead via a bike path directly from Bend.
Yes, the Ben's, Pinedrops and Phil's Trail Loop is generally considered an excellent introduction to mountain biking in the Bend area. It's rated as moderate overall, with Phil's Trail being particularly great for beginners to intermediates due to its smooth, flowing nature. It's also recommended for families looking for an enjoyable ride without overly strenuous climbs.
Based on average speeds, the loop generally takes around 2 hours and 18 minutes to complete. This can vary depending on your pace and how often you stop to enjoy the scenery.
The loop primarily consists of flowing singletrack trails winding through a beautiful Ponderosa pine forest. You'll experience a mix of gentle climbs, like on Ben's Trail, and fun, twisting descents, especially on Phil's Trail, which is known for its smooth sections, big berms, and largely rock-free surface. Some parts of Phil's can include 'whoops' for added fun.
The ideal time to ride is typically from early spring through late fall. Conditions are highly dependent on the year's snowpack, so it's always a good idea to check with local bike shops for current trail conditions before heading out.
The Ben's, Pinedrops and Phil's Trail Loop is located within the Deschutes National Forest. While there isn't a specific trail permit required for riding, some parking areas within the National Forest may require a recreation pass (such as a Northwest Forest Pass or America the Beautiful Pass). It's advisable to check signage at the trailhead for any current parking fee requirements.
As part of the Deschutes National Forest, dogs are generally allowed on the trail. However, they must be kept on a leash to protect wildlife and ensure a pleasant experience for all trail users. Please remember to pack out any waste.
Yes, the Phil's Trailhead serves as a central hub for the entire Bend mountain bike trail system. This loop itself incorporates sections of Ben's Trail and Phil's Trail. From this network, you can access numerous other trails of varying difficulties, including more advanced options like Voodoo Trail.
Absolutely! Phil's Trail is famous for its long, smooth, and incredibly flowing downhill sections, complete with ample berms that make for a thrilling ride. Ben's Trail offers a more mellow, consistent climb. The entire loop immerses you in a beautiful open Ponderosa pine forest, characteristic of Central Oregon's high desert landscape.
Phil's Trail is predominantly a one-way downhill trail, and Ben's Trail is mostly a one-way climbing trail. This design helps manage traffic flow and enhances the riding experience. To fully enjoy the flowing descents of Phil's, ensure you're riding the loop in the intended direction.
You'll be riding through a classic Central Oregon landscape, immersed in an open Ponderosa pine forest. The trails wind through dense stands of these majestic trees and Manzanita bushes, offering scenic views and the fresh scent of pine. It's a beautiful example of the high desert vegetation in the area.