50 States of Glorious Hiking Destinations

Hike to Mt. Greylock — the highest mountain in Massachusetts, at 3,491 feet — via the breathtaking Money Brook Trail. With thick, wooded forests and a captivating cascading waterfall, this 10.4-mile trail is known as one of the best hikes in the Berkshire region. However, it is essential to be prepared for this climb, as it is rated as difficult.