May 1 through 3, one of the best craft fairs in the Northeast takes over the grounds of Lyndhurst Mansion, and we built an entire weekend around it, a historic estate hotel, a waterfront dinner on the Hudson, a bottle of small-batch bourbon made here in the Hudson Valley, and a night out in Dobbs Ferry that does not know when to quit. We are giving the whole thing away to one winner. But whether you enter or not, this is the weekend blueprint worth bookmarking.

Every region has its traditions, but in the Hudson Valley, few are as iconic—or as beloved—as the Woodstock–New Paltz Art & Crafts Fair. Since its founding back in 1982, this twice-yearly celebration has grown into one of the most respected craft shows in the country, drawing makers and visitors from far and wide. And while its roots remain the heart of the show, the fair keeps evolving year after year, proving that great craftsmanship is always in style.