Appalachian Trail: Hiking the Berkshires

From $2,145.00
7 Days & 6 Nights
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Appalachian Trail: Hiking the Berkshires

  • Hike part of the 2,185-mile Appalachian Trail stretching from Georgia to Maine
  • Overnight in comfort, at a mix of hand-picked hotels and a B&B
  • Follow the AT’s famed white blazes through lush forests and rolling farm fields
  • Refresh your tastebuds with a hoppy New England style IPA
  • Explore the heart of the Berkshires, ‘America’s premier cultural resort’
Hike a section of the stunnng 2,185 mile Appalachian Trail with opportunities to explore classic New England towns. Explore the Berkshires on two feet – to find the gems hidden in the “Purple Valley.” Try out local flavors in Lenox, one of the Berkshire's cultural centers. Then hit the trail as a northbound hiker, aka ‘NoBo’ in Appalachian Trail lingo. Spend three full days on the trail, following the white blazes north, including a walk up to the summit of Mount Greylock, the highest peak in Massachusetts. Culminate your adventure with a day in charismatic Williamstown, offering the Clark Institute with its fantastic art collection with works from artists such as Renoir, Van Gogh and Homer, or admire this town's architecture and visit the boutique shops and restaurants and enjoy it's small-town friendliness.


Day 1 Arrive Lenox and overnight Day 2 A warm-up loop walk in Kennedy Park 5 miles / 8 km Day 3 Appalachian Trail from Dalton to Cheshire 9 miles / 14 km Day 4 Appalachian Trail from Cheshire to Mount Greylock - 8 miles 8 miles / 13 km Day 5 Appalachian Trail from Mount Greylock to North Adams - 6 miles 6 miles / 10 km Day 6 Explore & Day Hike in Williamstown; optional visit to Clark Art Institute 3 miles / 5 km Day 7 Onward Travel

Other Information

Is it for me? Accommodation & Meals Navigation What's Included When to go Travel & Transfers Info & FAQ

Why Macs

Reasons to believe in Macs Adventure:
The biggest choice

The biggest choice

Self-guided hiking & biking is all we do - we have over 500 tried & tested trips.
Our Heritage

Around since 2003

We’re still founder led & the world’s number one self-guided operator with mountains of experience.

18,000+ customer reviews

Plus, with a Feefo Platinum Service Award & a British Travel Award, you know you're in good hands.
Positive Impact

Positive impact

We use independent suppliers to support communities along our routes, as well as work with organizations to help maintain & restore paths.
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