Lake Winthrop & Pleasure Point via Upper Charles Trail is a 7.9-mile out-and-back near Whitneys, MA. The route passes Pleasure Point and Lake Winthrop before reaching Pleasure Point at the turnaround, 3.9 miles in. It is mostly level, with 27 ft of elevation gain, and mostly gravel. It scores 7/100 on the Ambleway Wildness scale: paved and peopled.
Elevation
0 mi157 – 220 ft8.4 mi
Getting there
Trailhead: Upper Charles Trail 42.23968, -71.41638
Nearest town Whitneys, MA
Directions
AMBLEWAYwww.ambleway.com
Lake Winthrop & Pleasure Point via Upper Charles Trail
7.9 mi · ▲ 27 ft · 2 hr 39 min
Elevation 159–220 ft
Out & Back
Trailhead: Upper Charles Trail · 42.23968, -71.41638
Weather Aug 4: Overcast, high 82°F / low 62° · precip 0% · wind 5 mph · sunrise 5:42 AM · sunset 8:03 PM
Parking lot at the trailhead
- Start on Upper Charles Trail, heading E.
- 3.2 miPass Pleasure Point.
- 0.4 miSharp left onto Cemetery Run, heading SW.
- 0.2 miPass Lake Winthrop.
- 400 ftTurn left, heading SE.
- 50 ftBear left onto Pleasure Point Connector, heading SE.
- 400 ftPass Pleasure Point.
- 450 ftReach Lake Winthrop, then turn around and head back the way you came.
- 0.1 miBear right, heading NE.
- 50 ftTurn right onto Cemetery Run, heading NE.
- 0.3 miSharp right onto Upper Charles Trail, heading NW.
- 3.4 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
81% gravel11% dirt2% paved6% unspecified
Weather
OvercastTemperature 82°F62°
Precip0%Wind5 mphUV7Humidity80%
Rained 0.8″ yesterday (1.7″ 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
89°70°
31%
Fri
96°72°
29%
Sat
93°70°
35%
Sun
96°68°
15%
Mon
94°72°
16%
Good to know
- Parking lot at the trailhead
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