Lake Winthrop & Pleasure Point via Upper Charles Trail is a 4.9-mile out-and-back near East Holliston, MA. The route passes Pleasure Point before reaching Lake Winthrop at the turnaround, 2.2 miles in. It is mostly level, with 54 ft of elevation gain, and mostly gravel. It scores 0/100 on the Ambleway Wildness scale: paved and peopled.
Elevation
0 mi157 – 230 ft5.4 mi
Getting there
Trailhead: connector 42.21750, -71.41322
Nearest town East Holliston, MA
Directions
AMBLEWAYwww.ambleway.com
Lake Winthrop & Pleasure Point via Upper Charles Trail
4.9 mi · ▲ 54 ft · 1 hr 40 min
Elevation 159–231 ft
Out & Back
Trailhead: connector · 42.21750, -71.41322
Weather Aug 4: Overcast, high 83°F / low 63° · precip 0% · wind 5 mph · sunrise 5:42 AM · sunset 8:03 PM
- Start at the trailhead, heading SE.
- 150 ftBear right onto Upper Charles Trail, heading S.
- 1.7 miPass Pleasure Point.
- 0.3 miSharp left onto Cemetery Run, heading SW.
- 0.2 miPass Lake Winthrop.
- 250 ftBear right, heading SE.
- 100 ftBear left, heading SE.
- 150 ftSharp right onto Cemetery Road, heading S.
- 350 ftTurn left, heading SE.
- 500 ftReach Lake Winthrop, then turn around and head back the way you came.
- 0.2 miSharp left, heading S.
- 100 ftBear right, heading S.
- 150 ftBear left onto Cemetery Run, heading SE.
- 0.3 miSharp right onto Upper Charles Trail, heading NW.
- 2 miBear left, heading NE.
- 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
77% gravel11% dirt2% paved10% unspecified
Weather
OvercastTemperature 83°F63°
Precip0%Wind5 mphUV7Humidity80%
Rained 1″ yesterday (1.5″ over the last week) · trails may be muddy
Hourly temperature
85°60°
Sunrise 5:42 AM12 AM3 AM9 AM12 PM3 PM6 PMSunset 8:03 PM
Wed
84°63°
Thu
85°69°
32%
Fri
96°71°
29%
Sat
93°71°
35%
Sun
96°70°
15%
Mon
96°73°
16%
Other ways to reach this destination
More from connector Trailhead
- Upper Charles Trail 3.1 mi · ▲ 0 ft
- Wenakeening Woods & Pleasure Point via Upper Charles Trail 4.5 mi · ▲ 121 ft
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