And getting to Connecticut’s highest point requires climbing up two mountains, then climbing down to the high point. At 3,491 feet, Greylock wouldn't seem to be too remarkable, but this is actually one of the most scenic mountains in the Eastern United States. Mount Sugarloaf is an 800 foot mountain in South Deerfield and is one of the tallest points in central Massachusetts. We were there April 19-20, 2013. For a quick trip, we decided to all drive to North Adams, Massachusetts on a cool spring Friday, and spend a Saturday hiking Massachusetts tallest mountain - Mt. It is located in northwestern Massachusetts. The trail travels over hills, valleys and through towns and hamlets of the Berkshires. The Appalachian Trail travels 90 miles in Massachusetts as the trail winds through the Berkshires. Everet… Mountain Elevation (ft) 1 Mt. The New England Hundred Highest is a list of the hundred highest summits in New England, used in the mountaineering sport of peak bagging.The list is a superset of the New England Four-thousand footers, with the same requirement that each included peak must have 200 feet (61 meters) of topographic prominence ("optimistic" prominence, equivalent to 160 ft (49 m) of "clean" prominence). Greylock website These directions are taken directly off of Massachusetts State Parks website. For instance, Alaska could be regarded as the highest state because Denali, at 20,310 feet (6,190.5 m), is the highest point in the United States . This turned out to be a wonderful idea. Greylock 3,491 2 Saddle Ball Mountain 3,238 3 Mt. It's also protected by the state and is open to the public for hiking, biking, and breath-taking views. After about 3 hours of driving from each direction, we all got to spend a wonderful 24 hours together. Summary Massachusetts is home to the Berkshires, a range covering much of the western portion of the state. However, Colorado, with the highest mean elevation of any state as well as the highest low point, could also be considered a candidate for ” highest state”. Williams 2,951 5 Spruce Mountain 2,710 6 Misery Mountain 2,671 7 Brodie Mountain 2,621 8 Mt. Mount Greylock is the tallest mountain in Massachusetts at 1,063 meters or 3,487.5 feet. Fitch 3,110 4 Mt. The trail passes over the highest point in the state at Mount Greylock with an elevation of 3491 feet. This is a list of some of the mountains in the U.S. state of Massachusetts, including those in the mountain range known as the Berkshires.. Mount Greylock is the highest point in the state at 3,491 feet (1,064 m) in elevation. NE 100 Highest NH 4,000 Footers NH 100 Highest NH 52 With A View NH Belknap Range NH Ossipee 10 Links Search Trail Conditions Trip Log Sunrises Sunsets About: Massachusetts Mountains & Peaks. Greylock. 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