World's Dressiest Hotels

Casual clothing makes way for more formal attire at these traditional holdouts.

Courtesy of The Blantyre
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Blantyre, Lenox, Massachusetts

Dressing for dinner at this old-fashioned Berkshires inn has “always been a tradition of the house, and it’s something I feel strongly about,” says owner Ann Fitzpatrick Brown, who inherited the 1902 property (now under the Relais & Châteaux umbrella) from her parents. Rather than shaming casual-minded offenders, Brown reserves some of her sweetest phrases for them. “When someone from California comes [to check] in, I say to them, ‘You’ll probably eat in your room—but the room service is wonderful!’” Otherwise she’ll set up a table for underdressed guests in the music room or loan out Hermès ties from her late father’s collection. The hotel relaxes the tie rule on Monday and Tuesday nights; its annual New Year’s Eve party is black tie. Rooms start at $700; 16 Blantyre Rd.; 413-637-3556;