Tunnel, Upper Charles Rail Trail, Holliston MA.jpg
John Phelan · CC BY-SA 4.0

Wenakeening Woods & Pleasure Point via Upper Charles Trail is a 4.5-mile out-and-back near East Holliston, MA. The route passes Pleasure Point before reaching Wenakeening Woods at the turnaround, 2.3 miles in. It is mostly level, with 121 ft of elevation gain, and mostly gravel. It scores 0/100 on the Ambleway Wildness scale: paved and peopled.

Elevation

0 mi157 – 256 ft4.8 mi

Getting there

Trailhead: connector 42.21750, -71.41322
Nearest town East Holliston, MA

Directions

AMBLEWAYwww.ambleway.com

Wenakeening Woods & Pleasure Point via Upper Charles Trail

4.5 mi · ▲ 121 ft · 1 hr 34 min

Elevation 159–255 ft

Out & Back

Trailhead: connector · 42.21750, -71.41322

Weather Sep 20: sunrise 6:32 AM · sunset 6:48 PM

  1. Start at the trailhead, heading SE.
  2. 150 ftBear right onto Upper Charles Trail, heading S.
  3. 1.7 miPass Pleasure Point.
  4. 0.6 miReach Wenakeening Woods, then turn around and head back the way you came.
  5. 2.3 miBear left, heading N.
  6. 50 ftArrive back at the trailhead.

Each distance is the walk from the previous step. Tap a step for a map of its junction.

Trail surface

95% gravel3% paved1% boardwalk1% unspecified

Weather

Sunrise 6:32 AMSunset 6:48 PM

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