Trail atop Holliston viaduct, May 2017.JPG
Pi.1415926535 · CC BY-SA 3.0

Lake Winthrop & Pleasure Point via Upper Charles Trail is a 7.3-mile out-and-back near Whitneys, MA. The route passes Pleasure Point before reaching Lake Winthrop at the turnaround, 3.4 miles in. It is mostly level, with 27 ft of elevation gain, and mostly gravel. It scores 6/100 on the Ambleway Wildness scale: paved and peopled.

Elevation

0 mi157 – 220 ft7.8 mi

Getting there

Trailhead: Unnamed 42.23445, -71.41504
Nearest town Whitneys, MA

Directions

AMBLEWAYwww.ambleway.com

Lake Winthrop & Pleasure Point via Upper Charles Trail

7.3 mi · ▲ 27 ft · 2 hr 27 min

Elevation 159–220 ft

Out & Back

Trailhead: 42.23445, -71.41504

Weather Sep 20: Drizzle, high 62°F / low 49° · precip 49% · wind 4 mph · sunrise 6:32 AM · sunset 6:48 PM

  1. Start at the trailhead, heading S.
  2. 50 ftSharp right onto Upper Charles Trail, heading S.
  3. 2.9 miPass Pleasure Point.
  4. 0.3 miSharp left onto Cemetery Run, heading SW.
  5. 0.2 miPass Lake Winthrop.
  6. 300 ftBear right, heading SE.
  7. 150 ftBear left, heading SE.
  8. 150 ftSharp right onto Cemetery Road, heading S.
  9. 250 ftTurn left, heading SE.
  10. 0.1 miTurn left, heading W.
  11. 50 ftReach Lake Winthrop, then turn around and head back the way you came.
  12. 50 ftTurn right, heading SW.
  13. 0.2 miSharp left, heading S.
  14. 150 ftBear right, heading S.
  15. 100 ftBear left onto Cemetery Run, heading NW.
  16. 0.3 miSharp right onto Upper Charles Trail, heading NW.
  17. 3.2 miSharp left, heading N.
  18. 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

83% gravel7% dirt2% paved8% unspecified

Weather

DrizzleTemperature 62°F49°
Precip49%Wind4 mphUV1Humidity91%
Rained 1.2″ 7 days ago
Hourly temperatureRain chance
65°45° 3 AM: 7% rain4 AM: 1% rain5 AM: 1% rain6 AM: 4% rain7 AM: 2% rain8 AM: 4% rain9 AM: 6% rain10 AM: 5% rain11 AM: 17% rain12 PM: 32% rain1 PM: 43% rain2 PM: 49% rain3 PM: 47% rain4 PM: 38% rain5 PM: 27% rain6 PM: 32% rain7 PM: 28% rain8 PM: 28% rain9 PM: 18% rain10 PM: 26% rain11 PM: 43% rain
Sunrise 6:32 AM12 AM3 AM9 AM12 PM3 PM9 PMSunset 6:48 PM
Mon 67°56° 53%
Tue 61°50°
Wed 62°51°
Thu 63°45° 17%
Fri 62°49° 36%
Sat 59°52° 46%

Other ways to reach this destination