Lake Winthrop & Pleasure Point via Upper Charles Trail is an 8.5-mile out-and-back near Whitneys, MA. The route passes Pleasure Point before reaching Lake Winthrop at the turnaround, 4.2 miles in. It is mostly level, with 107 ft of elevation gain, and mostly gravel. It scores 11/100 on the Ambleway Wildness scale: paved and peopled.
Elevation
0 mi157 – 253 ft9.1 mi
Getting there
Trailhead: Unnamed 42.23636, -71.41130
Nearest town Whitneys, MA
Directions
AMBLEWAYwww.ambleway.com
Lake Winthrop & Pleasure Point via Upper Charles Trail
8.5 mi · ▲ 107 ft · 2 hr 53 min
Elevation 159–254 ft
Out & Back
Trailhead: 42.23636, -71.41130
Weather Sep 20: sunrise 6:32 AM · sunset 6:48 PM
- Start at the trailhead, heading SE.
- 0.4 miTurn right, heading SW.
- 100 ftTurn right, heading NW.
- 0.4 miBear left onto Upper Charles Trail, heading S.
- 2.8 miPass Pleasure Point.
- 0.3 miSharp left onto Cemetery Run, heading SW.
- 0.3 miBear right, heading SE.
- 100 ftBear left, heading SE.
- 150 ftReach Lake Winthrop, then turn around and head back the way you came.
- 150 ftBear right, heading SE.
- 0.3 miSharp right onto Upper Charles Trail, heading NW.
- 3.1 miBear right, heading N.
- 0.4 miTurn left, heading N.
- 100 ftTurn left, heading N.
- 0.3 miArrive back at the trailhead.
Each distance is the walk from the previous step. Tap a step for a map of its junction.
Trail surface
72% gravel6% dirt1% paved21% unspecified
Weather
Sunrise 6:32 AMSunset 6:48 PM
Other ways to reach this destination
More from this trailhead
- Upper Charles Trail 2.6 mi · ▲ 56 ft
Get outside more
A wild hike near Whitneys, emailed to you once a week.
Hikes near Whitneys, Massachusetts