Woodstock, VT

The shire town and Windsor County capital, Woodstock is one of the most prized possessions of Vermont. Settled during the mid-18th century, Woodstock exudes Americana charm similar to the quintessential New England village. The town features parks, a village green, a covered bridge that’s centrally located, restored Georgian, Federal and Greek Revival-style homes, in addition to its old country farms.  

A stroll around the town centre will have you sampling cheeses and maple syrups at the Sugarbush Farm, and exploring the Marsh-Billings-Rockefeller National Historic Park. Planning holidays to Woodstock during the autumn months will reward you with exceptional autumn foliage and picturesque surroundings that are beautiful the whole year round. For all of New England’s quaint colonial character, Woodstock makes for the ideal weekend getaway.  

Do you need inspiration for when to go on holiday to Woodstock, VT? Give the team of experts at Travel Concierge a call and we will help you plan your Woodstock, VT holiday at the best time of year for your requirements. Although our Woodstock, VT holiday search tool will allow you to search for Woodstock, VT holiday prices upto 11 months in advance, we can also price holidays to Woodstock, VT for 2025 and 2026. We can advise on the best time to travel on your Woodstock, VT holiday based on Woodstock, VT weather, special events in Woodstock, VT or even when the crowds in Woodstock, VT are at their lowest.