Dorset Hollow: Barns, Mountains and History

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Dorset Hollow: Barns, Mountains and History

While visiting southern Vermont last weekend, I carved out some time to take photos. The weather was cold and snowy, and the light turned flat and gray. With my daughter in tow, I decided to head to Dorset Hollow to show her some barns and wide open fields.
Dorset Hollow Road is a six-mile, scenic loop with gorgeous farmhouses and a stunning views of Netop Mountain, Owl’s Head, and Mount Aeolus.
You’ll also find beautiful old barns — some that are restored and some that are not. According to the Dorset Historical Society, the Hollow had been farmed since the 1770s. The western end of the Hollow, near Route 30, was the industrial center of town until about 1910. A pottery store, gunsmith, cheese factory, and other businesses stood there over the years.


An colorful shed on Dorset Hollow Road.

Nearly 50 years ago, an investment group planned a massive, four-season resort here, complete with an 18-hole golf course, tennis courts, 100 chalet sites, and a 3,000-foot vertical drop ski area with four base lodges, sewage plants, and access from Emerald Lake State Park. Eventually, the project was (thankfully) shelved because of fierce opposition among locals. (Read my post, “A Dorset Hollow Ski Area That Never Came to Be.”)
While Dorset Hollow has changed over the years with the construction of bigger houses and some ridgeline development, there’s still plenty of historical charm.
Take a walk, bring your camera, and find architectural and scenic beauty at every turn.
**If You Go: Dorset Hollow Road is located off Route 30, just northwest of the Barrows House in Dorset (six miles from Manchester.)

A barn and sugarhouse at the crest of Dorset Hollow Road.

Barns, Bennington County, Dorset, My Favorite Places, Route 30, Scenic, Scenic Drives
  • Scott
    Posted at 14:45h, 12 February Reply

    Great pictures and neat little excursion with the little one! My daughter would love seeing barns too, but for some reason all she keeps talking about is ‘Vermont pizza’ she remembers having from our last trip. 🙂

    • Erica
      Posted at 15:41h, 13 February Reply

      Hi Scott — Must have been some good pizza! Dorset Hollow is really nice for walks in the summer and fall. I’m sure your daughter would enjoy it! -Erica

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    Posted at 12:32h, 13 February Reply

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