Where to Celebrate the Holidays in Wine Country

Healdsburg Plaza (photo by Kim Carroll)

Healdsburg’s holiday soiree, Merry Healdsburg Weekend, ignites the first weekend of December with a series of holiday festivities including the lighting of the city’s iconic Christmas tree and holiday archway at the Healdsburg Plaza. Be sure to see the new soundstage activation at the plaza gazebo, a dazzling show of 800 electrifying sound-responsive LEDs. In St. Helena, The Little Book of Big Experiences is the holiday gift that keeps on giving. Enjoy VIP access and behind-the-scenes tours at 12 of Napa Valley’s favorite wineries, including Clif Family Winery and Raymond Vineyards, with curated experiences like wine and food pairings by local chefs. In Kenwood, the Transcendence Theatre Company debuts an all-new, live performance of the annual Broadway Holiday Spectacular at the Belos Cavalos equestrian estate. It’s a family-friendly combination of fabulous dance numbers and catchy Broadway show tunes, with a portion of each ticket going toward local nonprofit Belos Cavalos. Merry Healdsburg Weekend, December 3–5; St. Helena’s Little Book of Big Experiences, $85, valid now through April 2022; Transcendence Theatre Company, Weekends December 3–12, Friday, Saturday, Sunday evenings 7:30 p.m., Saturday and Sunday matinees 2 p.m., starting at $49 per person