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My first backpacking trip was 10-days at Philmont Scout Ranch in July, 1970. I had all the equipment I needed at that time and have upgraded my gear periodically since then. My latest purchase is a pair of nylon hiking shorts from Mountain Hardwear's website at 40% off.

Unknown Pond has a campsite near the pond.

The DCR maps for summer and winter note that the Thunderbolt is for winter use only. https://www.mass.gov/doc/mount-greylock-trail-map/download. There's also this link which says the upper section is closed for hiking...

Here is a link to a map of the Greylock Glen area, which is where Cumulus was hiking. http://greylockglenresort.com/the-site/greylock-glen-trails/

Plus, there's less of a chance you'll have to ride back to your car in the dark.

When I leave a bike at a trailhead, I worry about those who might see me walking my bike into the woods on a hiking trail.

Wouldn't the bike thief just have to roll the bike out of the woods to his car?

I did something similar once, but not overnight. Rather than locking the bike to a rack which is visible to everyone, I hid mine in the woods and it was still there when I returned. I've thought about buying a cheap bike just for that purpose.

There's a small parking lot for AT hikers east of where the AT crosses MA Route 2. If you park there, it's about .6 miles west to a bus stop at Stop & Shop. Take that bus to downtown North Adams and get on the bus to Walmart. Then get on the bus to Cheshire and get off where the AT crosses...

I've done the stay shaping on a couple of Serratus packs. I achieved the best results by removing the stays and shaping them to match the shape of my spine. After removing the stays and my shirt, I looked in a mirror to see if the stays matched my spine. Because the stays were bent...