Connecticut’s state highpoint is on the side of Mount Frissell. At 2,380 feet, it is not one of the highest state highpoints, but it is a strenuous hike to reach the summit. Unfortunately, the actual highpoint is a tenth of a mile below the mountain summit, which stands at 2,453 feet.
When you first arrive to climb Mt. Frissell, you find a small, but usable unpaved parking lot. Since this highpoint is somewhat challenging, there should not be a lot of cars there.
From the parking lot, we walked North a short distance and verified that we were at the state line between Connecticut and Massachusetts. There you will find a concrete marker next to the road. It is not very large, so look carefully as you drive past to the parking lot.
From there, the trail led into the woods, and the path was very clearly marked with small red paint dots the entire way up.
The red paint marks were a constant source of relief, since the trail can be slightly confusing at times, with many steep portions that require a short bit of planning to climb.
You will not need any technical equipment, but you should be in good shape. There are quite a few rocks, tree roots, and sections where you may need to use a tree for support.
After a good hike, we reached the top of what we thought was the summit. Unfortunately, the true summit is another mountain over, a straight line distance of about another half mile. To reach the real summit, you need to go back down into a valley and up the side of the second mountain, Mt. Frissell. At numerous times along the path, you will see numerous piles of rocks, placed by other climbers.
After reaching the peak of Mt. Frissell, you need to walk a short distance down the South side of the mountain to find the Connecticut highpoint. There were nice views along the way, but unfortunately, the actual highpoint does not have great visibility.
At the highpoint, there is a summit register in a small ammunition box, although technically the register box is on the Massachusetts side of the state line. There is a small post secured to the ground, so you will know when you’ve found the actual marker.
The total hiking time was about two hours. Bring water and some snacks, and don’t forget your camera. The views along the way are certainly enjoyable.