more stats
4,140 ft
Distance
125 ft
Climb
-94 ft
Descent
00:18:25
Avg time
30 ft
Altitude change
41 ft
Altitude min
106 ft
Altitude max
50 ft
Altitude start
79 ft
Altitude end
0.7%
Grade
-11.1%
Grade max
18.4%
Grade min
1,736 ft
Distance climb
1,621 ft
Distance down
784 ft
Distance flat
00:18:25
Avg time

Upper Orange Circle Details

  • Activities
    • Mountain Bike
    • Hike
    • Trail Running
  • Riding Area
    Westwoods
    Guilford, Connecticut
  • Difficulty Rating
  • Local Popularity
    40 in Mountain Biking [+]
    • 5 in Trail Running
    • 70 in Hiking
  • Global Ranking
    #150549 in Mountain Biking [+]
    • #331532 in Trail Running
    • #86135 in Hiking
  • State Ranking
    #848 in Mountain Biking · Connecticut [+]
    • #4,156 in Trail Running
    • #1,815 in Hiking
  • Hiking SAC Scale
    T1 Hiking
  • Blaze Color
  • Trail Type
    Singletrack
  • Bike Type
    DH, AM
  • Direction
    Both Directions
  • Climb Difficulty
    Black Diamond
  • Physical Rating
    Moderate
  • Trail Visibility
    Sometimes hard to follow
  • Dogs Allowed
    Yes
  • eBike Allowed
  • TTFs on Trail
    Rock Garden
  • Land Owner
    Guilford Land Conservation Trust

This trail is absolutely grueling Relentless tech that borders on trials, and hike-a-bike galore. It is a very pretty trail though and has a huge turtle shaped rock in the north section worth checking out.

Tags
Faint trailHike-a-bikeRock gardens
Local Trail Association
Traditionally Indigenous Territory

Recent Activity on Trail

Past Week
  • 0 rides
  •  
6 Months
  • 1 rides
  • 5 miles avg distance
All
  • 28 rides
  • Last: Apr 15, 2026
c1c2c3c4
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Upper Orange Circle Trail Reports

no reports have been added for Upper Orange Circle yet, add a trail report.
Trail reports are used to indicate a trails current condition and inform builders and other users about any issues on a trail.
Status:
Avg: 3.84 (1 votes)
Your vote: 0

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      Directions to upper-orange-circle trailhead (41.291860, -72.718390)

      Photos

      3 more »
      mtb
      226 |
      Apr 28, 2021 @ 9:25am
      Apr 28, 2021
      mtb
      246 |
      Apr 28, 2021 @ 9:25am
      Apr 28, 2021
      mtb
      280 |
      Apr 28, 2021 @ 9:25am
      Apr 28, 2021

      Videos

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      3.0 ★★★★★
      1 Ratings
      5 ★
      4 ★
      3 ★ 100%
      2 ★
      1 ★

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      • By dviningTF Pro Saltonstall & contributors
      • #221269 - 799 views

      Frequently Asked Questions

      ▼ Where is Upper Orange Circle located?
      Upper Orange Circle is located in Westwoods, Guilford, Connecticut, United States. It is part of the Westwoods trail network. The trailhead is located at coordinates 41.29186, -72.71839.
      ▼ How hard is Upper Orange Circle?
      Upper Orange Circle is rated as Black Diamond difficulty. The physical rating is Moderate. The average grade is 0.7%. The climb difficulty is rated Black Diamond.
      ▼ What is the elevation gain for Upper Orange Circle?
      Upper Orange Circle has 125 ft of elevation gain. The trail has 94 ft of elevation descent. The elevation ranges from 41 ft to 106 ft.
      ▼ Is Upper Orange Circle a point to point trail?
      Upper Orange Circle is not a point to point trail. The direction is Both Directions. The trail type is singletrack.
      ▼ How long is Upper Orange Circle?
      Upper Orange Circle is 4,140 ft long. The trail type is singletrack.
      ▼ Are dogs allowed on Upper Orange Circle?
      Yes, dogs are allowed on Upper Orange Circle. Please keep dogs on a leash where required and clean up after them.
      ▼ When is the best time of year to ride Upper Orange Circle?
      Based on activity log data, the most popular months to ride Upper Orange Circle are:
      • March (3 activities)
      • June (2 activities)
      • November (2 activities)
      Check the reports page for current trail conditions.
      ▼ How do I access Upper Orange Circle? Where is the closest parking trailhead?
      The closest parking and trailhead locations to Upper Orange Circle are: View all parking locations in the area.
      ▼ How long does it take to ride Upper Orange Circle?
      Based on recorded activities, it takes an average of 18 minutes to ride Upper Orange Circle. The trail is 4,140 ft long. Actual times will vary based on fitness level, conditions, and pace. View recent activity logs for more details.
      ▼ How busy is Upper Orange Circle?
      Upper Orange Circle is a moderately popular trail. There have been 74 recorded activities on this trail. The trail has received 72 check-ins. View recent activity on this trail.

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