Blue Hills Reservation

Skyline Viewpoint & Headquarters Path

5 mi · ▲ 546 ft · 1 hr 56 min

Skyline Viewpoint & Headquarters Path is a 5-mile out-and-back in Blue Hills Reservation near Milton, MA. The route reaches Skyline Viewpoint at the turnaround, 2.5 miles in. It climbs 546 ft. It scores 1/100 on the Ambleway Wildness scale: paved and peopled.

Elevation

0 mi105 – 440 ft5.7 mi

Getting there

Trailhead: Unnamed 42.24333, -71.05040
Nearest town Milton, MA

Directions

AMBLEWAYwww.ambleway.com

Skyline Viewpoint & Headquarters Path

5 mi · ▲ 546 ft · 1 hr 56 min

Elevation 105–441 ft

Out & Back · Blue Hills Reservation

Trailhead: 42.24333, -71.05040

Weather Sep 20: sunrise 6:30 AM · sunset 6:47 PM

Parking lot at the trailhead

  1. Start at the trailhead, heading N.
  2. 50 ftBear right, heading N.
  3. 50 ftTurn left, heading NW.
  4. 200 ftTurn right, heading W.
  5. 50 ftBear left, heading W.
  6. 0.3 miTurn right, heading NW.
  7. 250 ftBear right, heading W.
  8. 0.4 miTurn left, heading W.
  9. 50 ftBear right, heading W.
  10. 0.6 miSharp right onto Headquarters Path, heading E.
  11. 0.4 miTurn right, heading SE.
  12. 0.3 miBear left, heading SW.
  13. 250 ftBear right, heading S.
  14. 250 ftBear right, heading S.
  15. 0.1 miBear left, heading SE.
  16. 0.2 miTurn left, heading SE.
  17. 100 ftReach Skyline Viewpoint, then turn around and head back the way you came.
  18. 50 ftTurn right, heading SE.
  19. 0.2 miBear right, heading S.
  20. 0.1 miBear left, heading N.
  21. 250 ftBear left, heading N.
  22. 0.3 miTurn right, heading NW.
  23. 0.4 miSharp left, heading NE.
  24. 0.6 miBear left, heading NW.
  25. 50 ftTurn right, heading NW.
  26. 0.4 miBear left, heading E.
  27. 250 ftTurn left, heading NE.
  28. 0.3 miBear right, heading S.
  29. 50 ftTurn left, heading SE.
  30. 200 ftTurn right, heading SE.
  31. 50 ftBear left, heading SE.
  32. 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

29% paved27% dirt4% gravel40% unspecified

Weather

Sunrise 6:30 AMSunset 6:47 PM

Sunset

The best sunset spot on this hike is right at the trailhead, so there is no walk out. Be there by 6:27 PM to have the sun's last 20 minutes of sky before it sets at 6:47 PM. Your car is right there — dark at 7:15 PM.

More sunset hikes nearby

Good to know

  • Parking lot at the trailhead

Other ways to reach this destination

More from this trailhead