The Woodstock region of Vermont is a signature New England rural landscape, where small farms dot rolling meadows, clear brooks run by old mills, and wood floors creak in quiet general stores.  Woodstock itself is a surprisingly sophisticated village with great shopping and fine dining, as well as the Woodstock Farmer’s Market, the social hub and source for great locally grown food and produce. Woodstock, Vermont area real estate is characterized by large land holdings with charming Vermont farmhouses, historic homes, old hill farms, horse farm properties and country estates.  The small back country dirt roads lead you to beautiful hidden meadows and views of the beautiful Vermont countryside.   Equestrians, mountain bikers, snowmobilers, skiers and hikers appreciate the vast networks of public trails in the area, supported by the Appalachian Trail, VAST, local towns and by the nationally-known Green Mountain Horse Association in South Woodstock.  Woodstock has been retreat destination since the 19th century when the Rockefellers began acquiring and stewarding land adjacent to the village, now conserved and open to the public as the Marsh-Billings-Rockefeller National Historic site.  The village, repeated voted one of the “most charming in America”, is tiny in size but ample in sophistication, with great locavore dining, art galleries, and interesting locally owned shops.  

The Upper Valley encompasses the towns along the Connecticut River on both the Vermont and New Hampshire sides, with Hanover, New Hampshire as it unofficial hub.  Hanover and its sister town, Norwich, Vermont, share a school system and a sophisticated community centered on Dartmouth College and Dartmouth-Hitchcock Medical center.  Cultural offerings at the Hopkins Center (the “Hop” and the Lebanon Opera House in nearby Lebanon) range from chamber music to Bonnie Raitt, reggae, and the annual and packed winter screenings from the Banff Film Festival.  Restaurants range from funky and ethnic to sophisticated takes on locavore cuisine.   West Lebanon provides a commercial hub with the full array of big box stores for stocking up.  

The longstanding leader in luxury real estate, LandVest’s Woodstock office serves the village of Woodstock surrounding towns and the Upper Valley region providing sound advice and exceptional results to sellers and buyers of distinctive properties.

The Woodstock and Upper Valley areas offer sophisticated amenities in a rural environment. Located approximately 145 miles from Boston and 271 miles from New York, the area is easily accessed via Interstates 89 and 91, and is served by commercial air service to the Lebanon Regional Airport.

Ten great things to do in Woodstock and the Upper Valley:

  • Lunch at the South Woodstock Country store: gather around the round tables, greet everyone that comes in (a Vermont version of “Cheers”), enjoy a bowl of hearty soup on a chilly day
  • Watch glass being blown at Simon Pierce or pottery being thrown at Farmhouse Pottery
  • Visit the dairy calves outside Billings Farm before strolling the carriage roads up Mount Tom, under the shade of the towering trees planted by the Rockefellers a century ago.
  • Get anything at Gillingham’s.  Worth it just to explore all of the way back rooms in this classic old country store.
  • Sample the offerings at the local farmer’s markets (Woodstock has two – on the Green on Wednesdays and below Mount Tom on Saturdays in the summer, Hartland’s is on Fridays). Everything from local grass fed beef and cheese, maple cutting boards (some with marks from maple taps), vibrant salad greens to locally made maple candy.
  • Experience the thrill of 1200 pound animals leaping huge solid obstacles at a full gallop at the Green Mountain Horse Association events throughout the summer and the elegance of sleighing competitions in the wintertime (jingling bells and fur lap robes).
  • Explore the miles of single track at Mount Ascutney or the groomed Nordic ski trails that thread through Hartland.  Skate on Lake Fairleigh or Silver Lake in Barnard.
  • Relax after a great meal and listen to a local band at the Skunk Hollow Tavern, a centuries’ old watering hole in Hartland.
  • Taste a beer sampler on the outdoor terrace at Harpoon Brewery in Windsor.
  • Dig into some classic Morano Gelato after a show at the Hop in Hanover.

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