This moderate 4.5-mile trail is renowned for its gradual ascents and diverse flora. Beginning at the parking area on the Greylock summit road, this route offers an immersive journey through the dense forests, ultimately rewarding hikers with exceptional views of the surrounding landscape from the top.

Thiel Trail A more challenging option, the Thiel Trail spans approximately 2.5 miles and features steeper sections that are ideal for seasoned hikers. The trail is characterized by rocky outcroppings and stunning view points. Upon reaching the summit, hikers are greeted by views that stretch for miles, particularly stunning during the fall foliage season.

Summit House At the summit, visit the historic Summit House, which dates back to the 19th century. This structure is the highest building in Massachusetts and features an observation deck that provides breathtaking vistas. The house is often open seasonally, adding a unique cultural element to your hiking experience.

Did you know that Mount Greylock has inspired literary figures like Herman Melville and Nathaniel Hawthorne? Its distinction as a place of inspiration is coupled with the fact that it bears a resemblance to the landscapes of the great national parks, providing visitors with a taste of wilderness not far from urban areas.

Best Times to Visit: Late spring through early fall for optimal weather and trail conditions.

What to Bring: Comfortable hiking shoes, plenty of water, snacks, sunscreen, and a camera to capture the views.

Driving Directions: From the Berkshires Region, take Route 7 North to the junction with Route 8. Follow signs for Mount Greylock State Reservation. The drive typically takes about 30-40 minutes.