Named after Woodstock in Oxfordshire, England, the historic town offers an eclectic mix of architectural styles, from Georgian and Federal to Greek Revival. Many of the finest buildings are grouped around the central square known as the Green, among them the Norman Williams Public library – built in the 1880s from pink sandstone. 

Washington offers the best of both worlds – a small-town lifestyle and a lively cultural scene, thanks to its half-dozen art galleries, two museums and a wealth of historic architecture. Comprising five villages, it is also a gateway to the great outdoors. Explore Lake Waramaug and the Shepaug River, or drive through the rolling hills of “the Berkshires” to the quaint villages of North Adams, Lenox and Great Barrington.  

The Hudson Valley stretches along the Hudson River from Yonkers in Westchester County – at the northern tip of Manhattan – to the state capital Albany. Its orchards, vineyards and fertile countryside have forged its reputation for sustainable farm-to-fork gastronomy, while estates and mansions dating from the Gilded Age (the late 1870s to the 1890s) illuminate a key chapter in America’s history.