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
Getting there
Directions
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 Sep 20: sunrise 6:32 AM · sunset 6:49 PM
Parking lot at the trailhead
- Start on Holliston Highway, heading SW.
- 0.1 miTurn left onto Sudden Impact, heading SW.
- 50 ftTurn right onto Dolphin Rock, heading W.
- 200 ftTurn left onto Holliston Highway, heading N.
- 0.3 miBear right onto Milford Byway, heading W.
- 0.4 miTurn right onto Highway Connector, heading NW.
- 50 ftContinue straight onto Milford Byway, heading NW.
- 300 ftTurn left onto Hob Knob Connector, heading W.
- 50 ftBear right onto Hob Knob, heading W.
- 250 ftContinue straight onto Top Down, heading NW.
- 200 ftTurn left onto Challenger Exit, heading NW.
- 50 ftBear right onto Challenger, heading NW.
- 150 ftTurn right onto Better Than The Fire Road Climb, heading NW.
- 150 ftBear right onto Milford Byway, heading NW.
- 150 ftTurn left, heading NE.
- 0.3 miSharp left, heading S.
- 450 ftSharp left onto Holliston Highway, heading S.
- 200 ftSharp right, heading S.
- 50 ftTurn left onto NEMBA Trail, heading S.
- 0.4 miSharp left onto Middle Sister, heading S.
- 0.3 miContinue straight onto Cross Cut, heading SW.
- 300 ftTurn right onto Town Forest Road, heading NE.
- 0.4 miBear left onto Sudden Impact, heading SE.
- 500 ftTurn right onto Holliston Highway, heading E.
- 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 surface
Weather
Sunset
The best sunset spot on this hike is 1.0 mi in (~24 min). Leave by 6:04 PM for the 6:49 PM sunset. Back at your car by 7:29 PM, after dark — bring a headlamp.
Good to know
- Parking lot at the trailhead
Other ways to reach this destination
More from Holliston Highway Trailhead
- Echo Lake–Burial By-pass, 5 sights 5 mi · ▲ 196 ft
- College Rock–Beaver Brook Way, 6 sights 5 mi · ▲ 278 ft
- Echo Lake–Echo Lake Trail, 3 sights 4.2 mi · ▲ 265 ft
- Wildcat Pond & Town Forest Road via Middle Sister 3.3 mi · ▲ 28 ft
- College Rock–Beaver Brook Way, 4 sights 3.9 mi · ▲ 307 ft
- Holliston Highway 2.5 mi · ▲ 86 ft
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