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Sachem Head–Highland Pond, 3 summits is a 6.6-mile out-and-back in Rocky Mountain Park near Cheapside, MA. The route passes Sachem Head and Highland Pond. It climbs 777 ft, with sections as steep as 18% grade. It scores 0/100 on the Ambleway Wildness scale: paved and peopled.

Elevation

0 mi128 – 453 ft · steepest grade: 18%7.0 mi

Getting there

Trailhead: Bears Den Road 42.58011, -72.59101
Nearest town Cheapside, MA

Directions

AMBLEWAYwww.ambleway.com

Sachem Head–Highland Pond, 3 summits

6.6 mi · ▲ 777 ft · 2 hr 35 min

Elevation 128–454 ft

Out & Back · Rocky Mountain Park

Trailhead: Bears Den Road · 42.58011, -72.59101

Weather Aug 4: sunrise 5:46 AM · sunset 8:08 PM

Transit-accessible: High Rise stop 754 m from the trailhead · Parking lot at the trailhead

  1. Start on Bears Den Road, heading SE.
  2. 0.3 miSharp left, heading NE.
  3. 250 ftBear left onto Pocumtuck Ridge Trail, heading N.
  4. 50 ftPass Sachem Head.
  5. 0.2 miTurn left, heading N.
  6. 250 ftPass Highland Pond.
  7. 0.4 miTurn right, heading N.
  8. 0.1 miTurn right, heading E.
  9. 2.2 miReach Sachem Head, then turn around and head back the way you came.
  10. 2.2 miTurn left, heading S.
  11. 0.1 miTurn left, heading S.
  12. 0.5 miTurn left, heading S.
  13. 0.2 miBear right, heading S.
  14. 250 ftSharp right onto Bears Den Road, heading S.
  15. 0.2 miArrive back at the trailhead.

Each distance is the walk from the previous step. Tap a step for a map of its junction.

Weather

Sunrise 5:46 AMSunset 8:08 PM

Good to know

  • Transit-accessible: High Rise stop 754 m from the trailhead
  • Parking lot at the trailhead

Other ways to reach this destination

More from Bears Den Road Trailhead