Five Summers Trailhead at Pillsbury State Park
A longer, quieter outing through the heart of Pillsbury State Park, the Five Summers Trail offers a steady journey through forest before climbing to a well-earned view. Beginning near the park’s day-use area, the trail follows a wide corridor—often used as a snowmobile route—winding through stands of yellow birch and mixed woodland with a gentle, rolling feel for much of the way.
As you near Lucia’s Lookout, the route leaves the main trail and begins a more sustained climb. The footing becomes rockier here, and the final stretch requires a bit more effort, but the reward is an open viewpoint looking east across the surrounding hills and forests. It’s a satisfying finish after a longer hike that feels pleasantly removed from busier trails.
With its length and gradual elevation gain, this is a moderately challenging hike best suited for those looking to spend a few hours on the trail. Expect a quiet experience, light trail markings in places, and a sense of discovering a more tucked-away corner of the region. Day-use fees apply: Adults $4, Children (6–11) $2, Children 5 and under free, and New Hampshire residents age 65+ free.
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Google Reviews
A Father UnversedSouthbound hikers along the Monadock Sunapee Greenway will encounter the first of three trailheads that lead to Pillsbury State Park (3.9mi). At this trail head, the hiker may choose to head south along Five Summers Trail or stay on the Greenway. The northbound hiker should take heart and know that the next quarter of a mile is the beautiful Lucia's Lookout.
Mar 1, 2020 · Google Review