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Winchester

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  2. VA
  3. Shenandoah Valley
  4. Winchester
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Recommended Routes in Winchester - 1

MTB Project is built by riders like you. Add Your Recommended Routes

RECOMMENDED ROUTE
Favorite Challenging rock garden on the way down the hill.
Difficult Difficult

Rolling Ridge

11.5 mi 18.5 km • 1,309' Up 399.04 m Up • 1,308' Down 398.68 m Down

Berryville, VA
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Winchester Biking

  • 4 Miles 7 Kilometers of Trail
  • 1 Recommended Route
  • 1 Easy Trail Easy Trails
  • 2 Intermediate Trails Intermediate Trails
  • 1 Difficult Trail Difficult Trails
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Areas Within Winchester

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Trails in Winchester - 3

MTB Project is built by riders like you. Add Your Trails

1.5 mi 2.5 km #1Ridge to River Trail
Intermediate Intermediate
Berryville, VA
Intermediate Intermediate
Berryville, VA 0 
1.7 mi 2.8 km #2Cart Path
Easy Easy
Berryville, VA
Easy Easy
Berryville, VA 0 
0.9 mi 1.4 km #3Cart Path
Intermediate/Difficult Intermediate/Difficult
Berryville, VA
Intermediate/Difficult Intermediate/Difficult
Berryville, VA 0 

Photos of Winchester - 12

MTB Project is built by riders like you. Add Your Photos

This is the turnoff from the Cart Path Connector onto the Ridge to River Trail. If you start going up a big hill, you went too far!
Mar 12, 2017 near Berryville, VA
This stream crossing is rideable and a fun challenge because it is steep and slick.
Mar 12, 2017 near Berryville, VA
A waterfall cascades above the crossing over Rocky Branch. There is a trail that goes upstream to explore more.
Mar 12, 2017 near Berryville, VA
Building at the park entrance
Mar 30, 2021 near Berryville, VA
University Campus.
Jul 21, 2021 near Berryville, VA
Parking lot.
Jul 21, 2021 near Berryville, VA
Paved path towards the entrance of the trail. You can go left or right, but not on the gravel road.
Jul 21, 2021 near Berryville, VA
Turn off the paved path to the trail. Follow the sign.
Jul 21, 2021 near Berryville, VA
Info booth and bridge.
Jul 21, 2021 near Berryville, VA
Info Booth & Map.
Jul 21, 2021 near Berryville, VA
'Walk Your Bike' creek crossing
Jul 21, 2021 near Berryville, VA
Rolling Ridge Entrance.
Jul 21, 2021 near Berryville, VA
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