Crosswinds Trail–Pilgrim Loop, 4 sights
11.5 mi · ▲ 504 ft · 4 hr 5 min
Crosswinds Trail–Pilgrim Loop, 4 sights is an 11.5-mile out-and-back in Myles Standish State Forest near South Pond, MA. It climbs 504 ft. It scores 47/100 on the Ambleway Wildness scale: green fringe.
Elevation
Getting there
Directions
Crosswinds Trail–Pilgrim Loop, 4 sights
11.5 mi · ▲ 504 ft · 4 hr 5 min
Elevation 97–233 ft
Out & Back · Myles Standish State Forest
Trailhead: 41.90352, -70.62291
Weather Aug 3: Light rain, high 79°F / low 72° · precip 61% · wind 6 mph · sunrise 5:39 AM · sunset 8:00 PM
Parking lot at the trailhead
- Start at the trailhead, heading NW.
- 0.1 miBear left onto Pilgrim Loop, heading N.
- 0.2 miSharp right, heading N.
- 500 ftTurn left, heading NW.
- 0.6 miContinue straight onto Crosswinds Trail, heading S.
- 0.9 miTurn left, heading S.
- 50 ftSharp right, heading S.
- 1.9 miTurn left onto Wayont Road, heading W.
- 0.9 miTurn right onto Federal Pond Road, heading S.
- 0.3 miTurn left onto Sabbatia Road, heading W.
- 0.5 miTurn left onto Torrey Pond Road, heading S.
- 0.3 miReach Pilgrim Loop, then turn around and head back the way you came.
- 0.3 miTurn right onto Sabbatia Road, heading SW.
- 0.5 miTurn right onto Federal Pond Road, heading N.
- 0.3 miTurn left onto Wayont Road, heading NW.
- 0.9 miTurn right, heading N.
- 1.9 miSharp left, heading NE.
- 50 ftTurn right, heading NE.
- 0.8 miContinue straight onto Crosswinds Trail, heading N.
- 0.7 miTurn right, heading N.
- 500 ftSharp left onto Pilgrim Loop, heading N.
- 0.2 miBear right, heading E.
- 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
Weather
Sunset
The best sunset spot on this hike is 3.9 mi in (~102 min). Leave by 5:58 PM for the 8:00 PM sunset. Back at your car by 9:54 PM, after dark — bring a headlamp.
Good to know
- Parking lot at the trailhead
Other ways to reach this destination
More from this trailhead
- Russell Millpond 2.2 mi · ▲ 83 ft
- Crosswinds Trail & Pilgrim Loop 3 mi · ▲ 112 ft
- Gunners Exchange Pond–Crooked Pond, 3 lakes 5 mi · ▲ 302 ft
- Gunners Exchange Pond–Crooked Pond, 3 lakes 5.5 mi · ▲ 342 ft
- Crosswinds Trail & Howland Road 8.6 mi · ▲ 489 ft
- Three Cornered Pond–Crosswinds Trail, 5 sights 12.2 mi · ▲ 504 ft
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