Woodstock has been described as the prettiest small town in America and is certainly a great base for exploring the beautiful scenery of Vermont's Green Mountains.
The town is surrounded by pretty historic villages, beautiful wooded valleys and small family farms scenery, with covered bridges and red barns dotting the landscape.
The Woodstock area has always been considered affluent and this is apparent as you wander through the town, with its well-kept homes and gardens, stylish shops and many galleries. Surrounding the village green, there are a number of historic buildings that are of particular interest.
In the Woodstock region, there are a number of excellent attractions. Established in 1871, Billings Farm and Museum is one of the country's finest farm life museums. A working dairy farm, its interactive programmes and historical exhibits explore Vermont's rural heritage. Closer to town, the Dana House Museum is also well worth a visit. This 1807 merchant's home recalls local history with a collection of furniture, art, toys, clothing, textiles and farm equipment.
Woodstock is an ideal base for exploring Vermont with the Green Mountains National Forest to the east and the pretty towns of Stowe and Montpelier to the north, both of which are easily accessible on a day trip. Exploring the quaint towns and villages that make up Vermont makes a pleasant and relaxing day trip from Woodstock. For those interested in the outdoors, this part of Vermont really lends itself to superb hiking, kayaking, fishing and birdwatching.
Suggested itineraries featuring Woodstock
Our itineraries will give you suggestions for what is possible when you travel in Woodstock, and they showcase routes we know work particularly well. Treat them as inspiration, because your trip will be created uniquely by one of our specialists.
Map of Woodstock
Places & hotels on the map
Places near Woodstock
- Manchester 43 miles away
- Lincoln/North Woodstock 51 miles away
- Bennington 53 miles away
- Sugar Hill 55 miles away
- Lake George 62 miles away
- Burlington 69 miles away
- Bretton Woods 70 miles away
- Saratoga Springs 74 miles away
- North Conway 76 miles away
- Lake Placid 86 miles away
- Albany 92 miles away
- Lenox 96 miles away
- Stockbridge 101 miles away
- Kennebunkport 105 miles away
- Sturbridge 108 miles away
- Boston 115 miles away
- Newport, Rhode Island 160 miles away
- Provincetown 161 miles away
- Falmouth 174 miles away
- Camden 177 miles away
- Hyannis 178 miles away
- New York State 179 miles away
- Martha's Vineyard 183 miles away
- Chatham 187 miles away
- Nantucket 204 miles away
- New York 214 miles away
- Ithaca 218 miles away
- Bar Harbor 221 miles away
- Rochester 258 miles away
- Philadelphia 289 miles away
Accommodation choices for Woodstock
We’ve selected a range of accommodation options for when you visit Woodstock. Our choices usually come recommended for their character, facilities and service or location. Our specialists always aim to suggest properties that match your preferences.