So well known that it serves as a symbol of the Berkshires, this busy inn had its origins as a stagecoach tavern in 1773. The rocking chairs on the porch are the place to while away an hour reading or people-watching. An ancient birdcage elevator carries guests up to halls and rooms filled with antiques ranging in styles that span 2 centuries. Floors creak and tilt, as might be expected, but modern comforts are provided. Six satellite buildings have gradually been added, all within 3 miles of the inn. Dining choices include the pricey traditional dining room, the casual and marvelously atmospheric Widow Bingham Tavern, and, in good weather, the courtyard out back. The basement Lion's Den pub also has nightly live entertainment, usually of the folk-rock variety. Book your room far in advance; for a quieter night, ask for an inside room.