more stats
3.2 miles
Distance
140 ft
Climb
-180 ft
Descent
00:06:56
Avg time
-41 ft
Altitude change
127 ft
Altitude min
248 ft
Altitude max
191 ft
Altitude start
150 ft
Altitude end
-0.239%
Grade
-10.952%
Grade max
12.328%
Grade min
2 miles
Distance climb
1 mile
Distance down
1,951 ft
Distance flat
00:06:56
Avg time

Hillside St Details

  • Activities
    • Mountain Bike
    • Gravel Bike
    • Hike
    • Trail Running
  • Riding Area
    Blue Hills Reservation
    Milton, Massachusetts
  • Difficulty Rating
    Access Trail or Doubletrack Rate
  • Local Popularity
    45 in Mountain Biking [+]
    • 60 in Trail Running
    • 5 in Hiking
  • Trail Type
    Paved Path
  • Bike Type
    XC, Gravel
  • Direction
    Both Directions
    Popular In Reverse
  • Dogs Allowed
    Yes
  • eBike Allowed
    No
  • Land Owner
    Mass DCR

Hillside St is the main public road that passes through the park, splitting it in and East and West Sections.

Local Trail Association
Traditionally Indigenous Territory

Recent Activity on Trail

Past Week
  • 0 rides
  •  
6 Months
  • 3 rides
  • 30 miles avg distance
All
  • 7 rides
  • Last: Aug 23, 2026
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Hillside St 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 @ 11:05pm
Mar 31, 2024
more »
Status:
on Apr 6, 2025
no votes yet
Your vote: 0

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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)
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  • > 90%
  • > 80%
  • > 70%
  • > 50%
  • < 50%
  • bi-directional trail
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  • < 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
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  • Photos
  • Description & Photos
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Trail Popularity ?
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BC Backroad Status

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Slope Aspect
Direction the slope faces
Flat N NE E SE S SW W NW
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        Directions to hillside-st trailhead (42.208300, -71.119800)
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        Nearby Trails

        Blue Hills Reservation

        Frequently Asked Questions About Hillside St

        ▼ Where is Hillside St located?
        Hillside St 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 42.2083, -71.1198.
        ▼ What is the elevation gain for Hillside St?
        Hillside St has 140 ft of elevation gain. The trail has 180 ft of elevation descent. The elevation ranges from 127 ft to 248 ft.
        ▼ Is Hillside St a point to point trail?
        Hillside St is not a point to point trail. The direction is Both Directions. The trail type is paved path.
        ▼ How long is Hillside St?
        Hillside St is 3.2 miles long. The trail type is paved path.
        ▼ Are dogs allowed on Hillside St?
        Yes, dogs are allowed on Hillside St. Please keep dogs on a leash where required and clean up after them.
        ▼ When is the best time of year to ride Hillside St?
        Based on activity log data, the most popular months to ride Hillside St are:
        • October (1 activities)
        Check the reports page for current trail conditions.
        ▼ How do I access Hillside St? Where is the closest parking trailhead?
        The closest parking and trailhead locations to Hillside St are: View all parking locations in the area.
        ▼ How long does it take to ride Hillside St?
        Based on recorded activities, it takes an average of 8 minutes to ride Hillside St. The trail is 3.2 miles long. Actual times will vary based on fitness level, conditions, and pace. View recent activity logs for more details.
        ▼ How busy is Hillside St?
        Hillside St is a moderately popular trail. There have been 734 recorded activities on this trail. The trail has received 731 check-ins. View recent activity on this trail.

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