About Woodstock, Vermont
Nestled in the heart of the Green Mountains, Woodstock, Vermont is a town where the past and present live side by side. From its early roots along the Ottauquechee River to its place today as a vibrant, year-round destination, Woodstock offers a rich blend of history, charm, and natural beauty. Explore the story of Woodstock and the small-town spirit that continues to shape it today.
History of Woodstock, Vermont
Woodstock, Vermont was chartered in 1761, 15 years before the United States of America signed the Declaration of Independence. Later designated as the Shire Town of Windsor County in 1786, Woodstock became a hub for entrepreneurs, appealing to some of Vermont’s earliest manufacturers, craftsmen, and artisans, and quickly became one of the largest towns in the state.
The advent of large mills and factories in the mid 1800s drove out small manufacturers, forcing Woodstock’s industry and residents to look elsewhere. Its population steadily declined, but as railway construction caught up with the competitive manufacturing industry, it enabled Woodstock to connect to larger, urban hubs and reinvent itself as a tourist destination.
Today, Woodstock continues to honor its heritage in artisan culture and tourism, celebrating its historic American charm, outdoor recreation, boutique shopping, farm-fresh dining, and a thriving community of artists, makers, and local tradespeople with those who are inspired to discover the wonderful treasures of Woodstock, Vermont.
One of Woodstock’s most photographed landmarks was not the village’s only covered bridge.
Woodstock’s Middle Bridge
Dive into the story behind Woodstock’s iconic Middle Bridge along with other points of interest in our post exploring the rich history and culture that makes Woodstock what it is today.
As you stroll down Central and Elm Streets—past 19th-century architecture like Whitcomb’s Block, the Fairbanks Block, and the iconic 54-paned window of Unicorn—you’ll catch glimpses of Woodstock’s layered past. Beneath the historic facades that stand today are stories of even older landmarks, now lost but not forgotten.
In this guide, we’re sharing a glimpse into our town’s past to understand what has changed and what remains much the same.
A Community Shaped by Creativity and Tradition
When you visit Woodstock today, you’ll uncover a place that’s brimming with rural heritage and tranquil beauty that flows through a small-town community. Local farmers, artists, craftspeople, and purveyors capture the spirit of Woodstock’s village, inspiring visitors to discover the creative treasures that lay waiting.
Preserving the history of Woodstock.
Discover Woodstock
Dine & Drink
From quick and casual to innovative and local, dining around the Woodstock area is infused with seasonal, farm-fresh flavor.
Places to Stay
Whatever brings you here, Woodstock’s welcoming charm will keep you staying here. Find a place to make your next visit with us memorable.
Things To Do
Woodstock is surrounded by natural beauty, and our community is beautiful, too. Discover all there is to do in Woodstocl
Things to do this season. . .
Seasonal Highlights
There is something for everyone regardless of the season. From fall foliage guides to winter traditions to spring rebirth and summer adventures, explore the latest that celebrates the best of Woodstock right now.
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How to Enjoy the Holiday Season in WoodstockWoodstock, Vermont, offers a captivating holiday journey, intertwining age-old traditions with modern charm. Revel in the vibrant festivities of a New England Thanksgiving, Wassail Weekend, or explore artisanal treasures in local shops, and bask in winter’s serenity or adventures outdoors.
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Stories, Tips & Travel Guides
Explore stories, news, and local perspectives from around the Woodstock, Vermont community. View Blog.
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