AMBLEWAY Wildest hikes

Great Pond Mountain Wildlands (Hothole Valley)

Flag Hill Tote Road–Hillside Trail, 3 sights

5.4 mi · ▲ 1,177 ft · 2 hr 23 min

Flag Hill Tote Road–Hillside Trail, 3 sights is a 5.4-mile out-and-back in Great Pond Mountain Wildlands (Hothole Valley) near Winkumpaugh Corners, ME. It climbs 1,177 ft, with sections as steep as 24% grade. It scores 78/100 on the Ambleway Wildness scale: genuinely wild.

Elevation

0 mi226 – 617 ft · steepest grade: 24%5.5 mi

Getting there

Trailhead: Unnamed 44.61107, -68.63903
Nearest town Winkumpaugh Corners, ME
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Directions

AMBLEWAYwww.ambleway.com

Flag Hill Tote Road–Hillside Trail, 3 sights

5.4 mi · ▲ 1,177 ft · 2 hr 23 min

Elevation 225–618 ft

Out & Back · Great Pond Mountain Wildlands (Hothole Valley)

Trailhead: 44.61107, -68.63903

Weather Sep 4: Fog, high 76°F / low 60° · precip 15% · wind 5 mph · sunrise 6:01 AM · sunset 7:08 PM

Parking lot at the trailhead

  1. Start at the trailhead, heading SE.
  2. 0.4 miTurn right onto Snowmobile Flag Hill Bucksport, heading W.
  3. 0.2 miTurn left onto Diamond Road, heading S.
  4. 0.1 miBear left onto Flag Hill Tote Road, heading SE.
  5. 0.4 miContinue straight onto Hillside Trail, heading S.
  6. 0.7 miContinue straight onto Oak Hill Trail, heading S.
  7. 0.4 miTurn right onto Hillside Trail, heading NW.
  8. 0.5 miReach Snowmobile Flag Hill Bucksport, then turn around and head back the way you came.
  9. 0.5 miTurn left onto Oak Hill Trail, heading SE.
  10. 0.4 miContinue straight onto Hillside Trail, heading N.
  11. 0.7 miContinue straight onto Flag Hill Tote Road, heading N.
  12. 0.5 miBear right onto Diamond Road, heading NW.
  13. 0.1 miTurn right onto Snowmobile Flag Hill Bucksport, heading N.
  14. 0.2 miTurn left, heading NE.
  15. 0.4 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/flag-hill-tote-road-hillside-trail-out-back-4-sights-9-km

Weather

FogTemperature 76°F60°
Precip15%Wind5 mphUV6Humidity88%
Rained 0.5″ yesterday (0.6″ over the last week) · trails may be muddy
Hourly temperatureRain chance
80°60° 1 PM: 1% rain2 PM: 2% rain3 PM: 8% rain4 PM: 12% rain5 PM: 6% rain6 PM: 15% rain7 PM: 12% rain8 PM: 9% rain9 PM: 3% rain10 PM: 2% rain11 PM: 2% rain
Sunrise 6:01 AM12 AM3 AM9 AM12 PM3 PM9 PMSunset 7:08 PM
Sat 66°56°
Sun 68°51°
Mon 77°45°
Tue 74°54°
Wed 64°50° 63%
Thu 65°54° 63%

Sunset

The best sunset spot on this hike is 0.2 mi in (~8 min). Leave by 6:40 PM for the 7:08 PM sunset. Back at your car by 7:27 PM — 10 min before dark. Car visible from the viewpoint

More sunset hikes nearby

Good to know

  • Parking lot at the trailhead

More from this trailhead

Hikes near Winkumpaugh Corners, Maine