The Best Hotels in Lenox

A Victorian tavern turned 20-room boutique hotel on the edge of Lenox, where the rooms split the difference between antique atmosphere and working Wi-Fi. Some have reading nooks, some have private porches, all have local art on the walls. There's a living room for a drink, but no proper bar or restaurant, which is fine since the town center is a short walk and Stockbridge is minutes south. The Michelin Guide includes it among its selected hotels.

A Berkshires wellness resort where you can book a treetop ropes course in the morning and still order a cocktail before dinner, which puts it ahead of most places that use the word "wholesome" this often. The facilities are new, the design runs toward calm without tipping into cold, and the programming swings from spa treatments to beekeeping. It's an easy drive from New York, which the parking lot quietly confirms.

A 19th-century Italianate mansion on 22 acres of Olmsted-designed parkland, with 19 rooms and a French restaurant running eight tables. It is the kind of hotel that makes you wonder briefly if you've wandered into a novel. The Gilded Age bones are intact, the modern touches stay quiet, and Tanglewood is a short walk away for anyone who needs a reason to justify the room rate beyond sheer indulgence.