Great Pond Mountain Wildlands (Hothole Valley)
Flag Hill–Flag Hill Tote Road & Trail, 4 sights
4.2 mi · ▲ 740 ft · 1 hr 46 min
Flag Hill–Flag Hill Tote Road & Trail, 4 sights is a 4.2-mile out-and-back in Great Pond Mountain Wildlands (Hothole Valley) near Winkumpaugh Corners, ME. The route reaches Flag Hill at the turnaround, 2.1 miles in. It climbs 740 ft, with sections as steep as 17% grade. It scores 85/100 on the Ambleway Wildness scale: genuinely wild.
Elevation
Getting there
Directions
Flag Hill–Flag Hill Tote Road & Trail, 4 sights
4.2 mi · ▲ 740 ft · 1 hr 46 min
Elevation 231–935 ft
Out & Back · Great Pond Mountain Wildlands (Hothole Valley)
Trailhead: Diamond Road · 44.60406, -68.63855
Weather Sep 5: sunrise 6:01 AM · sunset 7:08 PM
Parking lot at the trailhead
- Start on Flag Hill Tote Road, heading SE.
- 1.2 miContinue straight onto Flag Hill Trail, heading E.
- 0.9 miReach Flag Hill, then turn around and head back the way you came.
- 1.4 miContinue straight onto Flag Hill Tote Road, heading NW.
- 0.7 miArrive back at the trailhead.
Each distance is the walk from the previous step. Tap a step for a map of its junction.
Weather
Sunset
The best sunset spot on this hike is 1.8 mi in (~63 min). Leave by 5:45 PM for the 7:08 PM sunset. Back at your car by 8:08 PM, after dark — bring a headlamp.
Good to know
- Parking lot at the trailhead
More from Diamond Road Trailhead
- Flag Hill Tote Road & Hillside Trail 2.3 mi · ▲ 366 ft
- Flying Moose Mountain & Snowmobile Flag Hill Bucksport via Diamond Road 2.7 mi · ▲ 826 ft
- Flying Moose Tote Road & Trail & Snowmobile Flag Hill Bucksport via Diamond Road 3 mi · ▲ 834 ft
- Diamond Road 3.3 mi · ▲ 82 ft
- Hothole Pond via Diamond Road 4.8 mi · ▲ 230 ft
- Condon Hill & Chestnut Ledge Trail via Diamond Road 5.2 mi · ▲ 594 ft
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Hikes near Winkumpaugh Corners, Maine