I skied this on May 9th and I’ll never forget it. Definitely one of the coolest things you can do in the east. I hiked most of the way with my boots on my back until I reached the snow. The trail itself is fairly easy with a few rocks here and there. After The Hojo Hut, the section of trail called “Little Headwall” didn’t have any snow so it was very tricky in ski boots. In the winter and spring, generally you climb what you ski. I was able to climb Chute and ski Center Headwall. I also did Left Gully. If you are climbing Chute or The Lip, you’ll definitely want an ice axe. Left Gully can easily be done without one. In early spring, you can ski the Little Headwall, after mid April you have to hike down. I was able to ski the first half of The Sherburne Trail, then I reached a closure rope and had to cut over to the Tuckerman Ravine Trail. The Sherburne Trail might only be partially open or completely closed since it is a “ski only” trail and hiking will damage it. Bring plenty of water and some snacks. It is a long day. Don’t put on your coat until it’s time to start skiing, you will get very sweaty if you wear it on the hike.