more stats
3.1 miles
Distance
-1,341 ft
Descent
00:11:59
Avg time
-1,341 ft
Altitude change
1,691 ft
Altitude min
3,032 ft
Altitude max
3,032 ft
Altitude start
1,690 ft
Altitude end
-8.3%
Grade
-39.8%
Grade max
-0.3%
Grade min
3 miles
Distance down
135 ft
Distance flat
00:11:59
Avg time

Wilderness Roll Details

  • Activities
    • Mountain Bike
  • Riding Area
    Windham Mountain Bike Park
    Windham, New York
  • Difficulty Rating
  • Local Popularity
    5 in Mountain Biking
  • Global Ranking
    #81830 in Mountain Biking
  • Trail Type
    Singletrack
  • Season
    Summer
  • Dogs Allowed
    Yes

The Wilderness Roll (designation: Blue Square [Intermediate] is a Gravity Logic-designed-and-built jump trail that was built almost entirely by excavators. This trail is wide and features plenty of tabletops, rollers, switchbacks, and giant berms. The trail winds around off the summit, charges through the woods parallel to and above the top of Wraparound, then dives into the Wilderness Bowl, which is the wooded area between Windham Mountain Resort’s two peaks. It then winds and turns through the trees, crosses White Way, wraps through the White Way woods, and finishes into the base area.

Bike Park

Traditionally Indigenous Territory

Recent Activity on Trail

Past Week
  • 0 rides
  •  
6 Months
  • 0 rides
  •  
All
  • 135 rides
  • Last: Jun 11, 2017
c1c2c3c4
January
February
March
April
May
June
July
August
September
October
November
December
update trails status or condition

Wilderness Roll Trail Reports

statusdatedescription
Jun 29, 2025 @ 2:49pm
Jun 29, 2025
What “Windham Mountain Club” has done to this mountain and trail system is disgusting, shameful and should be an absolute embarrassment for...
Apr 3, 2024 @ 4:13am
Apr 3, 2024
windham bike park closed forever =(
Oct 14, 2023 @ 5:01pm
Oct 14, 2023
closed because Windham Mtn Club sucls
Jul 31, 2023 @ 3:53am
Jul 31, 2023
Jun 19, 2022 @ 7:32am
Jun 19, 2022
more »
Status:
on Jun 29, 2025
Avg: 4.57 (14 votes)
Your vote: 0

view (1,805)
close
3D
Trail Conditions
  • Unknown
  • Snow Groomed
  • Snow Packed
  • Snow Covered
  • Snow Cover Partial
  • Freeze/thaw Cycle
  • Icy
  • Prevalent Mud
  • Wet
  • Variable
  • Ideal
  • Dry
  • Very Dry
Trail Flow (Ridden Direction)
Trailforks scans users ridelogs to determine the most popular direction each trail is ridden. A good flowing trail network will have most trails flowing in a single direction according to their intension.
The colour categories are based on what percentage of riders are riding a trail in its intended direction.
  • > 96%
  • > 90%
  • > 80%
  • > 70%
  • > 50%
  • < 50%
  • bi-directional trail
  • no data
Trail Last Ridden
Trailforks scans ridelogs to determine the last time a trail was ridden.
  • < 2 days
  • < 1 week
  • < 2 weeks
  • < 1 month
  • < 6 months
  • > 6 months
Trail Ridden Direction
The intended direction a trail should be ridden.
  • Downhill Only
  • Downhill Primary
  • Both Directions
  • Uphill Primary
  • Uphill Only
  • One Direction
Contribute Details
Colors indicate trail is missing specified detail.
  • Description
  • Photos
  • Description & Photos
  • Videos
Trail Popularity ?
Trailforks scans ridelogs to determine which trails are ridden the most in the last 9 months. Trails are compared with nearby trails in the same city region with a possible 25 colour shades. Think of this as a heatmap, more rides = more kinetic energy = warmer colors.
  • most popular
  • popular
  • less popular
  • not popular
ATV/ORV/OHV Filter
Max Vehicle Width
inches
US Cell Coverage
Legend
cell carrier legend

Radar Time
Activity Recordings
Trailforks uses anonymized public activity data. ?
Activity Recordings
Trailforks uses anonymized public activity data. ?
Personal Heatmap
Activity Types
all / none
Options
2
Date range month
Winter Trails
Warning A routing network for winter maps does not exist. Selecting trails using the winter trails layer has been disabled.
Missing Trails
Most Popular
Least Popular
Trails are colored based on popularity. The more popular a trail is, the more red. Less popular trails trend towards green.
Jump Magnitude Heatmap
Heatmap of where riders jump on trails. Zoom in to see individual jumps, click circles to view jump details.
BC Backroad Status

Service Road Atlas is a free to use, community-driven service for viewing and creating reports on the numerous back-country service roads around B.C. and Alberta.

map legend
Slope Aspect
Direction the slope faces
Flat N NE E SE S SW W NW
Trails Deemphasized
Trails are shown in grey.
disable
Only show trails with no bike usage.
Enable
Suggested Layers
Based on selected activity type

    Save the current map location and zoom level as your default home location whenever this page is loaded.

    Save
        Directions to wilderness-roll trailhead (42.284470, -74.263820)

        Photos

        21 more »
        150 |
        Jul 21, 2020 @ 4:26pm
        Jul 21, 2020
        147 |
        Jun 13, 2017 @ 4:46am
        Jun 13, 2017
        235 |
        Oct 9, 2016 @ 10:08am
        Oct 9, 2016
        211 |
        Oct 9, 2016 @ 10:08am
        Oct 9, 2016

        Videos

        15 more »
        youtuber We're not even sure what happened | Wilderness...
        7:05 | 209 | Jul 19, 2023 , Windham
        youtuber R.I.P Windham Bike Park USA
        33:23 | 95 | Oct 21, 2023 , Windham
        Wilderness Roll with Son [4K] @ Windham Bike...
        10:06 | 234 | Sep 15, 2020 , Windham
        Short Clip of Wilderness Roll [4K] @ Windham...
        4:44 | 236 | Sep 15, 2020 , Windham

        1 Review & Comments


        We hope you've been enjoying Trailforks!

        Create a FREE account to view trail comments and much more.

        • By droppindown & contributors
        • #32424 - 3,207 views

        Frequently Asked Questions About Wilderness Roll

        Where is Wilderness Roll located?
        Wilderness Roll is located in Windham Mountain Bike Park, Windham, New York, United States. It is part of the Windham Mountain Bike Park trail network. The trailhead is located at coordinates 42.28447, -74.26382.
        How hard is Wilderness Roll?
        Wilderness Roll is rated as Blue difficulty. The average grade is 8.3%.
        What is the elevation gain for Wilderness Roll?
        The trail has 1,341 ft of elevation descent. The elevation ranges from 1,691 ft to 3,032 ft.
        How long is Wilderness Roll?
        Wilderness Roll is 3.1 miles long. The trail type is singletrack.

        Hit the Trail

        Open in App

        Get this trail on your phone instantly.
        open trail in app

        Download Trail

        Save to wishlist, Garmin & download.
        save the trail

        Find Related Routes

        Find routes and users activities that include this trail.
        find routes for this trail

        You must enter a description before submitting.