Appalachian Trail – Massachusetts Section

Day 1: Vermont to Wilbur Clearing Shelter

7:21am Vermont (long trail)

The journey began early this morning at 7:21 a.m., setting out from Vermonton Country Road, just three miles north of the Massachusetts–Vermont border. The cool air and quiet road made the first stretch feel like a gentle welcome before the trail revealed its challenges.

About three miles in, I officially crossed into Massachusetts—a moment that felt both exciting and symbolic. One state behind me, a whole new section ahead.

Not long after, I dropped into town for a quick resupply. I refilled water, enjoyed some unexpected trail magic (protein bars and nuts left behind by kind strangers), and treated myself to a stop at AJ’s Trail Side Pub. A veggie burger and fries never tasted so good after those early miles!

Back on trail, the climb to Mount Prospect Ledge rewarded me with a stunning view—rolling hills stretching endlessly under a clear sky. It was the kind of moment that reminds you why you carry the weight of a pack and keep pushing forward.

By evening, I reached Wilbur Clearing Shelter, tired but grateful. My body begged for rest, and exhaustion won over dinner—I crawled straight into my sleeping bag.

Day 1 is complete. Vermont behind me, Massachusetts unfolding ahead

Published by Angle

My name is Avalou Ross,am a mom,friend,sister to many,I am the founder of TriState Hikers a non profit in NYC and Co Founder of Garifuna Heritage Camp.I recently became a Licensed NYS Outdoor Guide,because am passionate about introducing others to the joys of spending time outdoors to promote mental health awareness.

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