Elbow Trail is a 3.7 mile lightly trafficked out and back trail located near Sheffield, MA that features beautiful wild flowers and is good for all skill levels. The trail offers a number of activity options and is accessible from April until September.
A relatively short, steep in sections, blue-blazed trail for access to the Appalachian Trail. Elbow Trail is accessible by driving to the back of the Berkshire School. This is a good trail to take to access the Appalachian Trail section that crosses from Jug End Road to Guilder Pond. When you reach the top of the trail you can turn right to head to Jug End for excellent views or to the right where you will be very close to Hemlocks and Glen Brook shelter areas and within a short distance of Guilder Pond and Mt. Everett.
It served its purpose. We had to use this trail to pick up where we left off on the AT after having to leave the trail early. I don't know about the parking situation as we used an AT shuttle and there was no one there when we got there.