AMBLEWAY Wildest hikes

Town Forest

Challenger–Milford Byway, 4 sights

3 mi · ▲ 147 ft · 1 hr 4 min

Challenger–Milford Byway, 4 sights is a 3-mile out-and-back in Town Forest near Braggville, MA. It is mostly level, with 147 ft of elevation gain, and mostly dirt. It scores 10/100 on the Ambleway Wildness scale: paved and peopled.

Elevation

0 mi318 – 394 ft3.5 mi

Getting there

Trailhead: Holliston Highway 42.17701, -71.48460
Nearest town Braggville, MA
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Directions

AMBLEWAYwww.ambleway.com

Challenger–Milford Byway, 4 sights

3 mi · ▲ 147 ft · 1 hr 4 min

Elevation 318–394 ft

Out & Back · Town Forest

Trailhead: Holliston Highway · 42.17701, -71.48460

Weather Aug 4: Overcast, high 82°F / low 62° · precip 0% · wind 5 mph · sunrise 5:43 AM · sunset 8:03 PM

Parking lot at the trailhead

  1. Start on Holliston Highway, heading SW.
  2. 0.1 miTurn left onto Sudden Impact, heading SW.
  3. 50 ftTurn right onto Dolphin Rock, heading W.
  4. 200 ftTurn left onto Holliston Highway, heading N.
  5. 0.3 miBear right onto Milford Byway, heading W.
  6. 0.4 miTurn right onto Highway Connector, heading NW.
  7. 50 ftContinue straight onto Milford Byway, heading NW.
  8. 300 ftTurn left onto Hob Knob Connector, heading W.
  9. 50 ftBear right onto Hob Knob, heading W.
  10. 250 ftContinue straight onto Top Down, heading NW.
  11. 200 ftTurn left onto Challenger Exit, heading NW.
  12. 50 ftBear right onto Challenger, heading NW.
  13. 150 ftTurn right onto Better Than The Fire Road Climb, heading NW.
  14. 150 ftBear right onto Milford Byway, heading NW.
  15. 150 ftTurn left, heading NE.
  16. 0.3 miSharp left, heading S.
  17. 450 ftSharp left onto Holliston Highway, heading S.
  18. 200 ftSharp right, heading S.
  19. 50 ftTurn left onto NEMBA Trail, heading S.
  20. 0.4 miSharp left onto Middle Sister, heading S.
  21. 0.3 miContinue straight onto Cross Cut, heading SW.
  22. 300 ftTurn right onto Town Forest Road, heading NE.
  23. 0.4 miBear left onto Sudden Impact, heading SE.
  24. 500 ftTurn right onto Holliston Highway, heading E.
  25. 0.1 miArrive back at the trailhead.

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

Trail map, photos and weather for this hike: www.ambleway.com/hikes/challenger-milford-byway-out-back-4-sights

Trail surface

80% dirt20% unspecified

Weather

OvercastTemperature 82°F62°
Precip0%Wind5 mphUV7Humidity74%
Rained 1.2″ yesterday (1.8″ over the last week) · trails may be muddy
Hourly temperature
85°60°
Sunrise 5:43 AM12 AM3 AM9 AM12 PM3 PM6 PMSunset 8:03 PM
Wed 83°64°
Thu 88°69° 37%
Fri 95°71° 29%
Sat 92°69° 35%
Sun 94°67° 15%
Mon 93°71° 17%

Good to know

  • Parking lot at the trailhead

Other ways to reach this destination

More from Holliston Highway Trailhead

Hikes near Braggville, Massachusetts