Cheshire Harbor Trail to Mount Greylock

HARD 28 reviews

Cheshire Harbor Trail to Mount Greylock is a 6.3 mile moderately trafficked out and back trail located near Adams, Massachusetts that features beautiful wild flowers and is rated as difficult. The trail is primarily used for hiking, walking, nature trips, and birding and is best used from March until October.

6.3 miles 1942 feet Out & Back

birding

hiking

nature trips

walking

views

wild flowers

wildlife

The easiest and shortest ascent route from base to summit of Mount Greylock, the highest peak in Massechusetts. Spectacular views at summit.

hiking
17 days ago

Well blazed and lightly packed by snowmobiles although I only saw them in the Summit road.

hiking
2 months ago

2 months ago

3 months ago

great trail, amazing view

3 months ago

This hike I found to be rather fulfilling. Not in the traditional sense with 1 great view at the top, but more so everything encompassed together as a whole.
The trail is very easy to follow and pretty straightforward winding a bit through the woods. It was raining and snowy when I went which made the walk a bit easier actually but slowed me down a bit. (Easier but slower steps).
With about 3/4 of a mile remaining the trail crosses the road and dips into some thick woods. There's a nice little lake with a cabin that you walk around before you reach the road again and a bit further to the summit. Very peaceful area and during the summer the lodge is open where in my opinion would be a great place to unwind and grab a bite before you go back down. The view is very nice but it can be windy up top.
Because the trail isn't too rocky and is a steady incline up and decline down, it won't take particularly long to finish. I would rate this as a moderate hike as no point is really that steep or challenging. The best part is the last mile.

hiking
4 months ago

hiking
7 months ago

hiking
8 months ago

We did this trail in late April 2016. Our first hike for the year. It was an easy one to start off the season with. Quite a few people at the top but very quiet pleasant views. The restaurant was not open yet at the top so no concerns of large amounts of people. Well maintained trails. This took us about 5/6 hours to complete.

hiking
8 months ago

Great trail. One of my favorites on Mt. Greylock. Trail is usually well maintained and with the exception of Columbus Day weekend, not heavily populated.

10 months ago

hiking
1 year ago

hiking
1 year ago

1 year ago

Great hike up Mt Greylock. Fairly easy hike. Some steep parts but not too strenuous.

hiking
1 year ago

This was an excellent trail. Hiked it on the coldest weekend of October and it was snowing at the summit. Caught the lodge on its last day open for the season. Loved the AT and can't wait to go back to do more of the trails up Greylock.

trail running
1 year ago

This is a favorite of mine to run to the summit of Mt Greylock. Sections are strenuous at times. There is a picturesque pond near the top. I love the WWII monument at the summit. And the views are great.

hiking
1 year ago

Great trail to the summit of Mt. Greylock. ook about 2 hours & 30minutes. Finally found a trail that brings you to the summit of Mt. Greylock. Very wide trail& easy enough as the grade is gradual. A must do!

hiking
1 year ago

hiking
1 year ago

Great trail to use for your first hike up Greylock...can be pretty wet...like it was today. 6/18/15

hiking
1 year ago