Hudson Valley is a large, bucolic region that technically stretches from the tip of New York City to Albany New York. So within those hundreds of square miles, where do you go? Our favorite towns include Kingston, Tivoli, Rhinebeck, and Hudson itself. (All of them, with their farm-to-table restaurants, art scenes, and mom-and-pop shops, are worth the visit. But here’s a dedicated guide to the latter.) There’s also a number of luxury hotels, from boutique inns to five-star resorts that are perfect for Labor Day getaways: stay at Inness, Troutbeck, or Wildflower Farms if you want sprawling grounds with spas and top-notch service; meanwhile, Hotel Kinsley or The Maker sit right upon their respective towns’ Main Street. A full list of our favorites can be found here.
The Berkshires, Massachusetts
While the Berkshires were once considered more of a Boston getaway than a New York escape, in 2022, Amtrak launched a service to the region from Penn Station. Ever since, a new wave of New Yorkers has headed out to explore the Massachusetts countryside that is steeped in literary history: Edith Wharton wrote The House of Mirth here, and Herman Melville wrote Moby Dick. (You can visit both of their homes.)
The towns of Lenox, Massachusetts and Great Barrington are of particular note, with their restaurants, galleries, and quaint independent shops. Meanwhile, hotels like Tourists in North Adams and Life House in Lenox attract a cooler crowd. But if you’re really looking to get away from it all? Head to Miraval Berkshires, a sprawling wellness retreat that’s one of Vogue’s top 100 spas in the world.
Amagansett, New York
