Worth getting out of bed for
Despite its popularity, there are usually lawn seats available at Tanglewood, a name synonymous with the Berkshires. The summer home of the Boston Symphony Orchestra, the Tanglewood Music Centre hosts opera, classical, pop and jazz concerts from June to early September. For something special, pack a picnic breakfast and enjoy a rehearsal (it’s not free, but it’s much more of a deal at US$17 a ticket) and you’ll feel like they’re playing a concert just for you.
Wheatleigh's own restaurant is the biggest name in Lenox by a long shot, but drive over to nearby Great Barrington for a pocketful of culinary treats, including Allium on Railroad Street (+1 413 528 2118), an excellent, co-eatery with a fine line in small production-line wines, and Xicohtencatl at 50 Stockbridge Road (+1 413 528 2002), which serves a mouthatering mole and more than 50 tequilas.
The Chocolate Springs Café (+1 413 637 9820) in Lenox is not only talented when it comes to its namesake, but does a mean espresso to boot.
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Smith extra at Wheatleigh
Lunch for two on one day of your stay