The Trustees Welcomes Guests Back to Two Iconic Inns

After visiting every nook and cranny of New England and New York state over my lifetime, I thought I’ve seen it all. But I was wrong! One day last February, we dropped the kids off to ski at Catamount in the Berkshires while we climbed Monument Mountain, the peak Herman Melville and Nathaniel Hawthorne made famous when they made the same climb in 1850. Then we headed south for an hour into the heart of Hudson Valley’s farmland. I had visited the towns just over the border in Litchfield Hills, Connecticut, like Kent, Sharon, and Salisbury, but had never ventured into the New York state side to see Millbrook, Millerton, and Armenia, home to the 250-acre estate hotel called Troutbeck. We would spend a glorious winter weekend here, dining at their exceptional restaurant, playing games of pool, and reading by the freshly lit fires both inside and outside.

Come summer, this bucolic getaway, which has a rich history as being the site where the NAACP originated, is a serene getaway, replete with tennis courts, outdoor pool, fishing stream on premises, and nearby bike trail to take in the velvety green fields and mountains. Yet, we loved it in winter, especially exploring the nearby towns. We stopped at the well-known teahouse, Harney and Sons, a winter food market, wonderful Oblong Books, and a historic one-room schoolhouse in Millerton. Next stop was Salisbury and the classic White Hart Inn for a lunch of hot soups, salads, and freshly made breads. That night, we visited the village of Millbrook for an intimate dinner at Canoe Hill. Then it was back to Troutbeck for another game of pool and nightcap at the fireplace. We’ve sent a number of clients to Troutbeck over the years, so it was good to finally go in person and happily give it our stamp of approval.