Woodstock, Vermont has a year-round population of approximately 3,500 and is the area’s largest township. It consists of both fulltime working residents and their families, as well as retired, recreational and seasonal residents. A short weekend commute of 2 to 2 1/2 hours from Boston, where the majority of the second homeowners reside, the area also draws a significant number of visitors from other New England communities and New York City. Woodstock boasts a wide range of cultural activities sponsored by local civic organizations.
Woodstock is one of New England’s premier four season vacation destinations. Explore our quaint shops, art galleries, eateries, and general stores. Woodstock was described by Ladies Home Journal magazine as “The Prettiest Small Town in America”. It is a visual treat with tree lined streets, old well maintained and historic homes, mountains, streams, and covered bridges. The Village curves around the beautiful Outtaquechee River which can be seen from the many bridges throughout the town and village.
Summer brings out flowers and local produce. On the Woodstock Green there is the weekly Market on The Green, Thursdays Free Brown Bag Music Concerts and it is a nice place for a village stroll. The summer comes to life with the Woodstock Summerfest and Bookstock. Pentangle Arts Council, located at the Woodstock Town Hall presents live theatre and musical concerts as well as weekend movies.
Each season brings the excitement of many special events but autumn, the most well-known season in the Northeast, draws the most visitors to our area. The autumn foliage serves as a wonderful backdrop for your photos. The Apple & Crafts Fair, the Sculpture Fest, Woodstock Digital Media Festival, the Vermont Fine Furniture and Woodworking Festival, Green Mountain Horse Association Fall Foliage ride as well as hiking excursions and family outings to the Billings Farm and Museum are a few more wonderful activities.
Skiing, snowshoeing, hockey, curling, viewing the Snow Sculpture Contest on The Green or taking in a youth hockey game (or the Boston Bruins vs. Woodstock Alumni) are just some of the many winter activities. The widely popular, annual Wassail parade and weekend also includes a Holiday House Tour.