more stats
764 ft
Distance
40 ft
Climb
00:01:30
Avg time
40 ft
Altitude change
747 ft
Altitude min
788 ft
Altitude max
747 ft
Altitude start
787 ft
Altitude end
5.3%
Grade
-0.5%
Grade max
21.6%
Grade min
433 ft
Distance climb
75 ft
Distance down
174 ft
Distance flat
00:01:30
Avg time

Upper Overlook Details

  • Activities
    • Nordic Ski
    • Mountain Bike
    • E-Bike
    • Gravel Bike
    • Winter Fat Bike
    • Hike
    • Trail Running
  • Riding Area
    Mount Peg Trails
    Woodstock, Vermont
  • Difficulty Rating
    Secondary Access Road/Trail Rate
  • Local Popularity
    70 in Nordic Skiing [+]
    • 35 in Mountain Biking
    • 20 in E-Biking
    • 65 in Trail Running
    • 60 in Hiking
    • 5 in Winter Fat Biking
    • 5 in Gravel Biking
  • Trail Type
    Ski Run (Off-Piste)
  • Snow Grooming
    Classic / Skating
  • Bike Type
    XC, Fat, Gravel
  • Direction
    Both Directions[+]
    Popular Direction Shown
    • Both Directions for Gravel Biking
  • Climb Difficulty
    Green
  • Physical Rating
    Easy
  • Family Friendly
    Yes
  • Dogs Allowed
    Yes
  • eBike Allowed
    Yes up to Class 1
  • Land Owner
    Woodstock Inn and Resort

No community description for Upper Overlook trail has been added yet!

AI Generated Description

Upper Overlook is a 764 ft popular family friendly ski run (off-piste) trail located near Woodstock Vermont. This nordic ski primary trail can be used both directions and has a easy overall physical rating with a 40 ft green climb. Winter use: Classic / Skating snow grooming. On average it takes 1 minutes to complete this trail.

Tags
Family friendly
Traditionally Indigenous Territory

Recent Activity on Trail

Past Week
  • 0 rides
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6 Months
  • 0 rides
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All
  • 0 rides
  • Last: Aug 2, 2026
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Upper Overlook Trail Reports

statusdatedescription
May 11, 2026 @ 1:09pm (America/New_York)
May 11, 2026
 reporter closed for golf season
Mar 27, 2026 @ 8:22am (America/New_York)
Mar 27, 2026
 reporter It's mud season. Trails are closed. We will let you know when they are reopened.
Dec 19, 2025 @ 11:03am (America/New_York)
Dec 19, 2025
 reporter
Dec 19, 2025 @ 10:59am (America/New_York)
Dec 19, 2025
 reporter
Dec 3, 2025 @ 9:27am (America/New_York)
Dec 3, 2025
 reporter
more »
Status:
on May 11, 2026
Freeze/thaw Cycle
no votes yet
Your vote: 0

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      Directions to upper-overlook trailhead (43.616610, -72.512710)
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      Routes with this trail

      OctoberFast Enduro 2018 Archived
      ★ 4.4 • 12 miles • 2,530 ft • 99 • Race •
      5 Stage Enduro Course 1. Cloud Drop Sir Bermsalot 2. Rolling Rock Pegway 3. Upper Trap Line Middle Trap...

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      Nearby Trails

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      Frequently Asked Questions

      ▼ Where is Upper Overlook located?
      Upper Overlook is located in Mount Peg Trails, Woodstock, Vermont, United States. It is part of the Mount Peg Trails trail network. The trailhead is located at coordinates 43.61661, -72.51271.
      ▼ What is the elevation gain for Upper Overlook?
      Upper Overlook has 40 ft of elevation gain. The elevation ranges from 747 ft to 788 ft.
      ▼ Is Upper Overlook a point to point trail?
      Upper Overlook is not a point to point trail. The direction is Both Directions. The trail type is ski run (off-piste).
      ▼ How long is Upper Overlook?
      Upper Overlook is 764 ft long. The trail type is ski run (off-piste).
      ▼ Are dogs allowed on Upper Overlook?
      Yes, dogs are allowed on Upper Overlook. Please keep dogs on a leash where required and clean up after them.
      ▼ How do I access Upper Overlook? Where is the closest parking trailhead?
      The closest parking and trailhead locations to Upper Overlook are: View all parking locations in the area.
      ▼ How long does it take to ski Upper Overlook?
      Based on recorded activities, it takes an average of 2 minutes to ski Upper Overlook. The trail is 764 ft long. Actual times will vary based on fitness level, conditions, and pace. View recent activity logs for more details.
      ▼ How busy is Upper Overlook?
      Upper Overlook is a very popular trail. There have been 232 recorded activities on this trail. The trail has received 324 check-ins. View recent activity on this trail.

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