15.0 miles
1,320 ft
-1,321 ft
5,047 ft
High Point

Get acquainted with Bend’s flavor of trails (and the elevation) with a spin from Phil’s trailhead. Easy climbing and fun, twisty descents will put you in the groove for the rest of the week.

Route Details
Phil’s Trailhead is a popular spot, and for good reason: close to town and appointed with restrooms, parking, and helpful signs, it drops you right into the fun. Not only is the trailhead just minutes from downtown but it has a bike path alongside the road so you don’t have to drive. Nothing quite beats the feeling of kitting up and rolling from your lodging straight to the trails.

The singletrack starts immediately as you climb up Ben’s Trail, a fun, twisting ramble up a moderate grade. Gentle climbing defines much of the Bend riding experience, which makes it an ideal place for families and those of us not graced with massive quads and low resting heart rates. With an open pine forest laid out before you, the first five miles let you take in the scenery and breathe in the fresh mountain air.

You’ll cross Forest Road NF-300 (and another trailhead on your right) and hop onto Forest Road NF-310 to continue your climbing for another 1.5 miles and then you’re almost at the top. Turn left onto Phil’s Trail and gear down for a quick, steep climb to the top. Grab a quick snack and drink, and prepare to enjoy the fruits of your labor. The first descent is the steepest, with a few rocky parts but it all flows nicely and allows you to get in the groove.

The descent stretches out over seven blissful miles, with microberms rising up to meet every turn. You can either coast it or lay down sprints the entire way, whatever your legs allow. There are several intersections along the way but you’ll stay on Phil’s Trail the whole time, so navigation is fairly easy thanks to the well-placed signposts, another benefit of the trails in Bend. Phil’s is also a one-way trail so you’ll be able to roll with the flow all the way back to the trailhead. If you rode in from town, it’s a fun spin back to the innumerable coffeeshops and brewpubs for a well-earned replenishment of your glycogen stores.

Riding Season
The best riding is early spring through late fall but is highly dependent on the year’s snowpack. Late-season snowfall may quickly disappear and turn the trails prime; freeze-thaw conditions can wreck havoc and should be avoided. Local bikeshops know the current conditions and are happy to share ideas about where best to ride on a given day.

Detailed Description
Ben's/Phil's easy loop is a 15 mile moderately popular intermediate route located near Bend Oregon. This mountain bike only route can be used one direction and has a moderate overall physical rating. This route includes 20 trails. This route climbs 1,320 ft with a max elevation of 5,047 ft then descends -1,321 ft.
Route Supporters
Local Trail Association
Local trail association
Central Oregon Trail Alliance (cotamtb.com)
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51 Reviews & Comments

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Trails in Route


  • Riding area
  • Primary Activity
    Mountain Bike
  • Difficulty rating
  • Route Type
  • eBike Allowed
  • Bike type
    AM, XC
  • Direction
    One Direction
  • Physical rating
  • Ridelogs
More Stats for Ben's/Phil's easy loop mountain bike route
  • Avg time
    2 hr 9 min
  • Altitude min
    3,867 ft
  • Altitude start
    3,885 ft
  • Altitude end
    3,885 ft
  • Grade
  • Grade max
  • Grade min
  • Distance climb
    7 miles
  • Distance down
    7 miles
  • Distance flat
    1 mile
Avg: 3.25 (4 votes)
Trail Conditions
  • Unknown
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  • Freeze/thaw Cycle
  • Icy
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Trail Riding in Bend, OR
Trail Riding in Bend, OR
3:33 | 61 | comments: 0 | favs:
Aug 2, 2023
2022 Bend OR Bens Phils Loop with Reynolds
2022 Bend OR Bens Phils Loop with Reynolds
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Recent Trail Reports Along Route

310 Road (Whoops Climb)
Nov 29, 2023 @ 6:17am
Nov 29, 2023
Perfect moisture in dirt for grippy climbing.
Phil's Trail
Oct 22, 2023 @ 8:16am
Oct 22, 2023
Ben's Trail
Sep 13, 2023 @ 9:24am
Sep 13, 2023
Some moderately sandy patches, but mostly riding great
more reports »
  • By jmahler TRAILFORKS & contributors
  • #722 - 3,469 views