We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers: Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Police radar will greet motorists coming in from the East with breathtakingly high fines!
The nearest airport is Rutland for Boston ( http://www.vermontairports.com/rutlan... ) and West Lebanon New Hampshire for Boston on Cape Air. There are daily flights but they can be expensive. Car rental can be easily found in Rutland and West Lebanon, but cannot be found in Woodstock it's self. The only direct New York City flights now arrive at Manchester NH or Burlington VT.
If you want to come by train from New York come to Rutland as the White River Junction service takes about 4 hours longer. The train to Rutland takes about 5 hours ( http://www.amtrak.com) and has two trains a day. It is a wonderful if slow journey but the scenery is beautiful.
The best way to arrive is by car. The town is well servered from Boston and is located 10 miles off I 89. If you come from New York city/New Jersey rather than coming via Connecticut/Mass you can take the I 87 north trough New York State and then Route 4 east via Rutland. This is a more pleasent drive but is further in mileage.
You drive straight through the village on route 4 and it is difficult to get lost. There are 3 gas stations in Woodstock Village and despite the wealth of the town gas prices are often surprisingly competitive. Parking in Central Street/Elm Street/Church Street is on meters but just south of the village about 4 minutes walk down Elm Street you will find a large free car park. The village does have a meter attendent who is very efficient but should you get caught with excess time the fine is only $5 and can be paid in the village police station or in boxes located throughout the metered zone. (Woodstock Road East).
BIke Rental can be found at The Start shop in Central Street opposite Alle Chante.