You have thirteen people. A weekend in mind. And a search bar that keeps showing you three-bedroom apartments in Brooklyn and converted barns two and a half hours into the Catskills. The person organizing a group trip for ten to sixteen people near New York City faces a market that was not designed for them….
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There is a version of the corporate retreat that most teams know too well. You fly everyone to a city, check into a hotel, reserve a conference room on the third floor, and spend two days staring at the same kind of walls you left behind. The setting changes. The format doesn’t. The whiteboard looks…