more stats
138 ft
Distance
00:00:18
Avg time
200 ft
Altitude min
200 ft
Altitude max
200 ft
Altitude start
200 ft
Altitude end
00:00:18
Avg time

Dipsydo Details

  • Activities
    • Mountain Bike
    • Hike
    • Trail Running
  • Riding Area
    Blue Hills Reservation
    Milton, Massachusetts
  • Difficulty Rating
  • Local Popularity
    25 in Mountain Biking [+]
    • 5 in Trail Running
    • 25 in Hiking
  • Hiking SAC Scale
    T1 Hiking
  • Trail Type
    Singletrack
  • Bike Type
    XC
  • Direction
    Both Directions
  • Dogs Allowed
    Yes
  • eBike Allowed
  • Land Owner
    MA DCR

No community description for Dipsydo trail has been added yet!

AI Generated Description

Dipsydo is a 138 ft less popular blue difficulty singletrack trail located near Milton Massachusetts. This multi-use trail can be used both directions. On average it takes minutes to complete this trail.

Tags

Local Trail Association

Recent Activity on Trail

Past Week
  • 0 rides
  •  
6 Months
  • 2 rides
  • 4 miles avg distance
All
  • 19 rides
  • Last: Sep 24, 2026
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Dipsydo Trail Reports

statusdatedescription
Apr 6, 2025 @ 7:46pm
Apr 6, 2025
reporter
Apr 1, 2025 @ 1:03am
Apr 1, 2025
Mar 3, 2025 @ 8:00am
Mar 3, 2025
reporter Blue Hills Closed to Mountain Bikes for Month of March per DCR
Mar 3, 2025 @ 5:11am
Mar 3, 2025
reporter Trails closed month of March due to mud per DCR
Mar 31, 2024 @ 11:04pm
Mar 31, 2024
more »
Status:
on Apr 6, 2025
no votes yet
Your vote: 0

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      Directions to dipsydo-280978 trailhead (42.191180, -71.074660)

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      • By TrailGruntTF Pro & contributors
      • #280978 - 459 views

      Frequently Asked Questions

      ▼ Where is Dipsydo located?
      Dipsydo is located in Blue Hills Reservation, Milton, Massachusetts, United States. It is part of the Blue Hills Reservation trail network. The trailhead is located at coordinates 42.19118, -71.07466.
      ▼ How hard is Dipsydo?
      Dipsydo is rated as Blue difficulty.
      ▼ Is Dipsydo a point to point trail?
      Dipsydo is not a point to point trail. The direction is Both Directions. The trail type is singletrack.
      ▼ How long is Dipsydo?
      Dipsydo is 138 ft long. The trail type is singletrack.
      ▼ Are dogs allowed on Dipsydo?
      Yes, dogs are allowed on Dipsydo. Please keep dogs on a leash where required and clean up after them.
      ▼ How do I access Dipsydo? Where is the closest parking trailhead?
      The closest parking and trailhead locations to Dipsydo are: View all parking locations in the area.
      ▼ How long does it take to ride Dipsydo?
      Based on recorded activities, it takes an average of 0 minute to ride Dipsydo. The trail is 138 ft long. Actual times will vary based on fitness level, conditions, and pace. View recent activity logs for more details.
      ▼ How busy is Dipsydo?
      Dipsydo is a less popular trail with lighter traffic. There have been 136 recorded activities on this trail. The trail has received 181 check-ins. View recent activity on this trail.

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