more stats
3,061 ft
Distance
27 ft
Climb
-16 ft
Descent
00:04:15
Avg time
13 ft
Altitude change
229 ft
Altitude min
250 ft
Altitude max
237 ft
Altitude start
249 ft
Altitude end
0.4%
Grade
-5.7%
Grade max
8.4%
Grade min
1,266 ft
Distance climb
696 ft
Distance down
1,099 ft
Distance flat
00:04:15
Avg time

Outer Loop 1 (Red) Details

  • Activities
    • Mountain Bike
    • Gravel Bike
    • Winter Fat Bike
    • Horse
    • Hike
    • Trail Running
    • Snowshoe
    • Nordic Ski
  • Riding Area
    Wenakeening Woods
    Holliston, Massachusetts
  • Difficulty Rating
    Green Rate
  • Local Popularity
    90 in Mountain Biking [+]
    • 85 in Trail Running
    • 95 in Hiking
    • 5 in Horseback
    • 95 in Snowshoeing
    • 5 in Nordic Skiing
    • 5 in Winter Fat Biking
    • 95 in Gravel Biking
  • Global Ranking
    #192349 in Mountain Biking [+]
    • #103650 in Trail Running
    • #100326 in Hiking
    • #25203 in Horseback
    • #2041 in Snowshoeing
    • #28260 in Nordic Skiing
    • #35089 in Winter Fat Biking
    • #6441 in Gravel Biking
  • State Ranking
    #3,805 in Mountain Biking · Massachusetts [+]
    • #3,183 in Trail Running
    • #3,478 in Hiking
    • #686 in Horseback
    • #235 in Snowshoeing
    • #1,433 in Nordic Skiing
    • #1,303 in Winter Fat Biking
    • #140 in Gravel Biking
  • Trail Type
    Singletrack
  • Bike Type
    XC, Fat, Gravel
  • Direction
    Both Directions[+]
    • Both Directions for Winter Fat Biking
  • Climb Difficulty
    Green
  • Physical Rating
    Easy
  • Trail Visibility
    Always easy to follow
  • Family Friendly
    Yes
  • Dogs Allowed
    Yes
  • eBike Allowed
    No
  • Land Owner
    Upper Charles Conservation Land Trust

All of the trails at Wenakeening Woods are easy and suitable for beginners and families. The trails are relatively flat and easy with no serious obstacles although, typical to New England, there are some roots and rocks.

Tags
Family friendly
Local Trail Association
Traditionally Indigenous Territory

Recent Activity on Trail

Past Week
  • 2 rides
  • 6 miles average
6 Months
  • 63 rides
  • 10 miles avg distance
All
  • 295 rides
  • Last: Oct 3, 2026
c1c2c3c4
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Outer Loop 1 (Red) Trail Reports

statusdatedescription
Oct 3, 2026 @ 2:45pm (America/New_York)
Oct 3, 2026
 reporter Tree cleared
Sep 29, 2026 @ 6:12pm (America/New_York)
Sep 29, 2026
 reporter Large tree down across trail, blocking trail
Apr 13, 2026 @ 10:24am (America/New_York)
Apr 13, 2026
 reporter
Mar 8, 2026 @ 8:36pm (America/New_York)
Mar 8, 2026
 reporter
Apr 29, 2025 @ 5:51pm
Apr 29, 2025
more »
Status:
on Oct 3, 2026
Variable
no votes yet
Your vote: 0

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      Directions to outer-loop-1-red trailhead (42.182380, -71.441900)
      View on Discover Map

      Photos

      2 more »
      report
      mtb
      6 |
      Sep 30, 2026 @ 3:24pm
      Sep 30, 2026
      report
      mtb
      48 |
      May 20, 2022 @ 5:41pm
      May 20, 2022
      report
      mtb
      48 |
      Nov 29, 2020 @ 11:06am
      Nov 29, 2020

      Videos

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      Routes with this trail

      22
      Wenakeening to Chaote Park Loop
      11 miles • 344 ft • 12 •
      This loop connects three trails. It starts at Wenankeening Woods trail head in Holliston Rail Trail,...

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      Nearby Trails

      Wenakeening Woods

      Frequently Asked Questions

      ▼ Where is Outer Loop 1 (Red) located?
      Outer Loop 1 (Red) is located in Wenakeening Woods, Holliston, Massachusetts, United States. It is part of the Wenakeening Woods trail network. The trailhead is located at coordinates 42.18238, -71.4419.
      ▼ How hard is Outer Loop 1 (Red)?
      Outer Loop 1 (Red) is rated as Green difficulty. The physical rating is Easy. The average grade is 0.4%. The climb difficulty is rated Green.
      ▼ What is the elevation gain for Outer Loop 1 (Red)?
      Outer Loop 1 (Red) has 27 ft of elevation gain. The trail has 16 ft of elevation descent. The elevation ranges from 229 ft to 250 ft.
      ▼ Is Outer Loop 1 (Red) a point to point trail?
      Outer Loop 1 (Red) is not a point to point trail. The direction is Both Directions. The trail type is singletrack.
      ▼ How long is Outer Loop 1 (Red)?
      Outer Loop 1 (Red) is 3,061 ft long. The trail type is singletrack.
      ▼ Are dogs allowed on Outer Loop 1 (Red)?
      Yes, dogs are allowed on Outer Loop 1 (Red). Please keep dogs on a leash where required and clean up after them.
      ▼ How do I access Outer Loop 1 (Red)? Where is the closest parking trailhead?
      The closest parking and trailhead locations to Outer Loop 1 (Red) are: View all parking locations in the area.
      ▼ How long does it take to ride Outer Loop 1 (Red)?
      Based on recorded activities, it takes an average of 4 minutes to ride Outer Loop 1 (Red). The trail is 3,061 ft long. Actual times will vary based on fitness level, conditions, and pace. View recent activity logs for more details.
      ▼ How busy is Outer Loop 1 (Red)?
      Outer Loop 1 (Red) is a very popular trail. There have been 894 recorded activities on this trail. The trail has received 918 check-ins. View recent activity on this trail.

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