Going To The Highest Point In Connecticut

The Quiet Apex: Seeking Connecticut’s Highest Ground

In the quiet northwestern corner of Connecticut, where the map folds into the rugged embrace of the Taconic Range, lies a geographical curiosity. It is a place where the ancient spine of the Appalachians asserts itself one last time before softening into the New England interior.

For the mountain dreamer, the quest for a state’s highest point is usually a straightforward affair: identify the tallest peak and climb it. But Connecticut, in its understated Yankee fashion, offers a riddle instead of a summit.

Going to the highest point in the Constitution State is not about conquering a mountain; it is about finding a hidden spot on a high-altitude shoulder, a pilgrimage to a cartographer’s secret hidden deep within the glorious woods of Salisbury.

The Riddle of the Hills

If you stand in the valley and look up, your eyes will naturally be drawn to the stony majesty of Bear Mountain. With its prominent summit and historic stone tower, it certainly looks like the king of Connecticut. And indeed, at 2,316 feet, it is the highest peak entirely within the state’s borders.

But nature doesn’t adhere to our neat political boundaries.

Just to the northwest of Bear looms the bulk of Mount Frissell. The summit of Frissell belongs to Massachusetts, but its massive southern flank spills over the border. It is here, on this rugged slope, that the ground continues to rise just enough to surpass Bear Mountain.

At 2,379 feet, an unassuming patch of forest floor on the side of Mount Frissell holds the title of the highest point in Connecticut. It is a humbling reminder that sometimes the greatest heights are found not at the pinnacle, but on the journey upward.

The Climb Into the Clouds

The journey begins high up. To reach the trailhead, you must navigate Mount Washington Road (and eventually the gravel of Mt. Riga Road), a path that feels less like a road and more like a portal leaving the lowlands behind. By the time you park, the air already feels crisper, thinning out and carrying the scent of pine and damp earth.

The hike itself, typically accessed via the Appalachian Trail and the Mount Frissell Trail, is a glorious, rugged affair. This is not a manicured city path. It is a true Appalachian experience, demanding you use your hands as often as your feet to scramble over great slabs of schist and gneiss—the exposed bones of the ancient mountains.

The trail is a rollercoaster along the ridgeline. You will first ascend the steep, punchy dome of Round Mountain, offering sweeping vista views that preview the terrain ahead. You then drop down into the saddle before beginning the final push up Frissell.

The forest here changes. The towering hardwoods of the valleys give way to scrub oak, hardy evergreens, and wind-battered birch—trees that know how to survive hard winters on exposed ridges. It is a landscape that feels wild, remote, and wonderfully indifferent to the world below.

The Green Stake and the Stone Sentinel

As you crest the ridge of Mount Frissell, you will cross an invisible line into Massachusetts. But to find Connecticut’s apex, you must pay attention to the trailside details.

There is no grand cairn, no sweeping vista directly beneath your boots at the exact spot. Instead, you are looking for a humble green marker driven into the ground, signifying the 2,379-foot contour line.

Standing there, surrounded by the dense, quiet woods, there is a profound sense of place. You are hovering above everything else in the state. It is a quiet victory, a moment of connection with the land that feels intensely personal.

While the high point itself is forested, just a short walk further west along the trail brings you to another remarkable spot: the Tri-State Marker. A sturdy stone obelisk marks the exact point where Connecticut, Massachusetts, and New York converge. Standing there, with a foot in three different states, looking out over the hazy blue expanse of the Taconic range stretching into New York, is pure mountain magic.

The trek to Connecticut’s highest point isn’t about bagging a massive peak. It’s an escape into the state’s wildest corner, a testament to the fact that grand adventures often hide in the quietest places.


These guys did a quick hike to the highest point in Connecticut. It gives you a good idea of the vegetative cover the passed through.