Peak Property Group Vermont Real Estate


Where New England charm meets natural beauty, featuring historic streets, artisan boutiques, and the serene Ottauquechee River. A timeless Vermont escape.

Woodstock has been called “one of Vermont’s most quintessential towns” and it’s easy to see why! At the heart of Woodstock’s allure is its commitment to preserving a serene and authentic way of life. The town boasts a well-preserved historic district with Georgian, Federal, and Greek Revival-style architecture. It’s a step back in time, where trees line village streets and a central green is surrounded by shops including an old general store, and art galleries.

Woodstock is well-known for its picturesque covered bridges, which have become iconic symbols of the town. The Middle Bridge (downtown) and the Taftsville Covered Bridge are two well-known examples that attract visitors.

Nature’s bounty envelopes Woodstock, encouraging families to embark on outdoor adventures year-round. From leaf-peeping in the fall to skiing in the winter, and hiking in the warmer months, the area offers an array of activities that promote physical health.

The Marsh-Billings-Rockefeller National Historical Park preserves the historic Marsh-Billings-Rockefeller Estate and its surrounding woodlands and gardens, offering guided tours, educational programs, and special events.

The nearby Ottauquechee River runs through town offering swimming, fishing, and an opportunity to relax by the water. The Woodstock Inn & Resort offers a variety of activities, from golf to mountain biking to skiing and snowshoeing, with rentals and tours available. The town also offers a variety of events — one of the most celebrated being Wassail Weekend, which takes place in early December. This holiday tradition features a Victorian-themed horse parade, and various performances that celebrate the festive season — including a bonfire sing-along.

Meanwhile, book lovers can enjoy the Bookstock Literary Festival, featuring author talks, readings, book signings, and discussions on various literary topics every summer.
The Billings Farm & Museum, a working dairy farm and museum, offers visitors a glimpse into Vermont’s agricultural heritage. It hosts events such as traditional farm programs, sheep-shearing days, and harvest festivals.

Woodstock has a strong focus on sustainability and environmental initiatives, reflected in various community events and programs aimed at promoting eco-friendly practices.

The town’s top-notch schools prioritize individual growth and holistic development and feature a state-of-the-art STEAM lab. The tight-knit community fosters an atmosphere where children are not just students, but integral members of the larger community. Parents and teachers work in tandem, ensuring that each child receives the attention and support they need to thrive academically and emotionally.

Moreover, the sense of community that permeates Woodstock is unparalleled. Neighbors become friends, and friends become extended family.

In Woodstock, life takes on a different pace. With its enchanting scenery, rich history, and unwavering sense of unity, Woodstock stands as a testament to the notion that sometimes, the best place to raise a family is in a town where time seems to stand still and values remain at the core of daily life.