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A big mountain backcountry ride with big rewards and world class singletrack.

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4,354' 1,327 m


1,642' 501 m


3,490' 1,064 m


3,452' 1,052 m



Avg Grade (4°)


Max Grade (16°)

Dogs Leashed

E-Bikes Unknown


This is a big mountain backcountry section of the Wild Oak N.R.T. (716). This ride includes a pavement section on FR 95, a gravel climb on Leading Ridge Road FR 95A and a gravel approach to Camp Todd on FR 95 It then features a singletrack climb up Horse Trough Hollow aka Camp Todd (part of Wild Oak N.R.T. (716) ) and a descent on Chestnut Ridge (part of Wild Oak N.R.T. (716). The final descent is on Grindstone Ridge (part of Wild Oak N.R.T. (716)).

Need to Know

Be prepared for a big day - there are no stores for miles once you start the ride.


Begin by parking at the Wild Oak N.R.T. (716) parking lot off FR 95 in Stokesville, across from Camp Mayflather. There is a trail register at the parking area if you are inclined to leave your name.

Take the Wild Oak N.R.T. (716) spur out of the parking lot, which intersects with the Grindstone Ridge section of TWOT, this will be the final intersection of the ride also. Continue on TWOT on the left towards FR 95. Hang a right on the pavement and continue on FR 95 until you reach the Todd Lake recreation area.

Turn right at Todd Lake, climb up to the next intersection and turn left on Leading Ridge Road FR 95A. Take this gravel climb all the way until it intersects with FR 95. Turn right and continue heading West on 95, continue past Camp Todd until you notice a trailhead marker on your right. This marker is for the Horse Trough Hollow section of the Wild Oak N.R.T. (716).

Climb Horse Trough Hollow, it's a long strenuous climb to the top of Little Bald Knob. At Little Bald, turn right onto the Chestnut Ridge section of Wild Oak N.R.T. (716). This beautiful big mountain descent has drops, jumps, berms, turns and big views. Continue on this trail past Grooms Ridge (on the left 2 miles down) to the Grindstone Mountain/Skidmore Fork intersection. Turn left on Grindstone mountain and continue on the trail back to the Wild Oak N.R.T. (716) parking lot.


Shared By:

Shenandoah Bicycle with improvements by Mark McCardell

Trail Ratings

  4.1 from 14 votes


  4.1 from 14 votes
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in Virginia


18 Views Last Month
6,478 Since Jan 29, 2015
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Snow covered Little Bald Knob before dropping into Chestnut Trail
Jan 6, 2020 near Bridgew…, VA
Getting a little spicy on the Wild Oak trail.
Jun 12, 2017 near Bridgew…, VA
Adventureseen video of Camp Todd and Chestnut
Jan 27, 2015 near Bridgew…, VA
Winter ride on the Wild Oak Trail.
Dec 27, 2016 near Bridgew…, VA
The calm traverse before the rowdy downhills later on the ride.
Jun 12, 2017 near Bridgew…, VA
The climbing sections are tough and nothing to joke about.
Jun 12, 2017 near Bridgew…, VA


Current Trail Conditions

Add Your Check-In


Jun 27, 2021
William Klick
Oct 18, 2020
Reid Bailey
Horse trough up was far more rideable than I expected. Amazing views near the top.
Aug 11, 2020
Chris Stein
Top half of Horse Trough Hollow climb (Wild Oak from FR95) is very overgrown with lots of berry and thorn bushes that'll tear up your arms and legs 19mi
Jul 19, 2020
Chas Semon
Jul 12, 2020
Eirik Tuna
Jun 14, 2019
Robert Rose
Jun 25, 2018
Keith Frank
Apr 21, 2018
Steven Adair
Too many downed trees. Easy road climb. Hike-a-bike. Could be a good descent if not for the trees. 18.5mi

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