Greylock in the Round

This is a difficult and strenuous hike, covering over 21 kilometers (13 miles) with significant elevation gain of over 1000 meters (3,280 feet). It requires a very good level of fitness due to its technical terrain, including steep climbs and descents, and rocky, uneven paths, especially above 2,500 feet.

The route typically starts from the Haley Farm Trailhead Parking. Ensure you arrive early, especially on weekends, as parking can fill up quickly.

Given its distance and difficult rating, this hike generally takes around 7 hours to complete. However, this can vary based on your fitness level, pace, and time spent enjoying the views.

Yes, dogs are generally permitted in Mount Greylock State Reservation, but they must be kept on a leash at all times. Please remember to clean up after your pet to help keep the trails enjoyable for everyone.

The best times to hike are typically late spring, summer, and fall. In spring and summer, you'll experience lush deciduous forests and potentially open blueberry patches. Fall offers spectacular foliage. Winter hiking is possible but requires specialized gear and experience due to snow and ice conditions.

The route offers numerous beautiful vistas and covers seven named summits, including the four highest points in Massachusetts: Greylock, Saddle Ball, Fitch, and Williams. Key highlights include Money Brook Falls, Mount Williams, the Veterans' War Memorial Tower at the summit of Mount Greylock, and Stony Ledge. You'll also pass by Thunderbolt Shelter and Bascom Lodge near the summit.

Yes, this extensive route incorporates significant sections of the Appalachian Trail, as well as parts of Wilbur’s Clearing to Summit, Thoreau’s Footsteps, Jones Nose to Summit, Stony Ledge, Cheshire Harbor Trail, Haley Farm Trail, Hopper Trail, Sperry Road, Money Brook Trail, and Deer Hill Trail.

There may be a parking fee during peak season at certain trailheads within Mount Greylock State Reservation. It's advisable to check the official mass.gov website for the most current information regarding fees and any specific regulations before your visit.

Expect varied and challenging terrain. The trail features steep climbs and descents, rocky and uneven paths, especially at higher elevations. While some sections might be runnable, the overall route is technical and demanding, traversing through deciduous forests and open areas.

No, the Greylock in the Round is a difficult and strenuous hike, not suitable for families with young children or beginner hikers. It requires a high level of fitness and experience due to its length, significant elevation gain, and technical terrain. For an easier option in the area, consider researching the 'Rounds Rock Loop'.

You'll hike through diverse deciduous forests. Keep an eye out for various bird species and common forest animals. In season, you might also find open blueberry patches, particularly in higher, more exposed areas.