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Hawk Eye

An Unconventional Traveler

Hipster Hotel

Pittsfield turns up the volume for cool and comfortable

Get Out of Town

Pound Ridge’s Xenia D’Ambrosi and her mother found an inspiring setting at the W Retreat, Vieques, Puerto Rico.

You Had Me At Hola

San Miguel De Allende: Mexico With a Berkshire Accent

Wonderful Winter Weekends

Year Abroad

NYC artist Darren Waterston leads us on a day trip

Eat, Explore, Meditate

Norman Rockwell director leads us on an ideal day

Second Act

Great Escape

The Morris family goes sailing to the Elizabeth Islands, which are alluring, undeveloped, and private. Enjoying a day of leisure and adventure, it felt as if they had traveled back centuries.

The Big House

Charles Royce, a hugely successful money manager, and his business partner, Grant Simmons, talk to Geoffrey Morris about their hotel project, rebuilding a 150-year-old inn on the coast of Rhode Island. Called Ocean House, the hotel has just opened and is fabulous.

It Takes a Village

Wilton’s Cannondale Village is more than a collection of historic buildings adjacent to the Cannondale train station. It’s also a collection of distinctive shops offering merchandise you won’t find anywhere else.

Say Om!

Since the turn of the century, both the lofty, literary set and the hiking-boot–clad, tie-dyed T-shirt crowd have been making pilgrimages to the Berkshires, drawn by its rich arts and culture and its pristine lakes and woodland

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