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Cheshire County trails

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Mount Monadnock Loop via White Dot Trail and White Cross Trail in Monadnock State Park

United States > New Hampshire > Cheshire County > Jaffrey

The Mount Monadnock Loop offers a diverse hiking experience with a combination of challenging rock scrambles and scenic views. The ascent via the White Dot Trail is steep and demanding, with plenty of rocky terrain, while the White Cross Trail provides a somewhat gentler but still rugged descent, featuring…

Distance: 4.0 mi • Elevation gain: 1,736 ft • Maximum elevation: 3,110 ft

Meetinghouse Pond Yellow Rectangle Trail in Kensan-Devan Wildlife Sanctuary

United States > New Hampshire > Cheshire County > Marlborough

Distance: 0.4 mi • Elevation gain: 59 ft • Maximum elevation: 1,152 ft

Meetinghouse Pond Red Rectangle Trail in Kensan-Devan Wildlife Sanctuary

United States > New Hampshire > Cheshire County > Marlborough

Distance: 0.8 mi • Elevation gain: 171 ft • Maximum elevation: 1,220 ft

Mount Monadnock Loop

United States > New Hampshire > Cheshire County > Jaffrey

Monadnock State Park. #Hiking #Loop #Mountain #Forest #Nature

Distance: 3.9 mi • Elevation gain: 1,726 ft • Maximum elevation: 3,114 ft

Children's woods - Contoocook Lake Dam

United States > New Hampshire > Cheshire County > Jaffrey

Distance: 2.8 mi • Elevation gain: 328 ft • Maximum elevation: 1,148 ft

Mount Monadnock and Monte Rosa loop via Smith Trail

United States > New Hampshire > Cheshire County > Jaffrey

Distance: 5.2 mi • Elevation gain: 1,696 ft • Maximum elevation: 3,117 ft

Bald Rock, Paradise Valley trail and others in the Monadnock State Park

United States > New Hampshire > Cheshire County > Jaffrey

Distance: 4.7 mi • Elevation gain: 1,804 ft • Maximum elevation: 2,920 ft

Cold river trail

United States > New Hampshire > Cheshire County > Alstead

Distance: 1.2 mi • Elevation gain: 125 ft • Maximum elevation: 558 ft

Lost Paradise Valley Loop Trail

United States > New Hampshire > Cheshire County > Jaffrey

Distance: 4.8 mi • Elevation gain: 1,804 ft • Maximum elevation: 2,920 ft

North Pond Trail

United States > New Hampshire > Cheshire County > Harrisville > Eastview

Distance: 6.7 mi • Elevation gain: 479 ft • Maximum elevation: 1,325 ft

Lost Smith Trail

United States > New Hampshire > Cheshire County > Jaffrey

Distance: 5.3 mi • Elevation gain: 1,660 ft • Maximum elevation: 3,117 ft

Zophar Willard Trail

United States > New Hampshire > Cheshire County > Harrisville

Distance: 1.6 mi • Elevation gain: 210 ft • Maximum elevation: 1,411 ft

Other places

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Gear up for your next adventure:

🛏️Cold Weather Sleeping Bag - Warm sleeping bag for cold conditions
🥾Women's Hiking Boots - Top-rated trail boots with ankle support and superior grip
🧣Merino Neck Gaiters - Multi-functional headwear for wind and sun protection
🪶Fire Starter Kit - Reliable fire starter for survival and camping
🎒Hydration Pack - Hands‑free water reservoir for long hikes

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