On the plaza are upmarket spots such as luxury bath-and-body emporium La Farmacista (155 Plaza at Center, 707-473-0382, www.healdsburgfarmacista.com), run by a fourth-generation Healdsburgian; and Rainsong Shoes (117 Plaza at Center, 707-433-8058, www.rainsongshoes.com), with a great collection of shoes and boots from brands like Cydwoq, Tsubo, and Pikolinos. You'll also find chic giftables and kitchen-and-home accessories at the Hotel Healdsburg's in-house Lime Stone (315 Healdsburg at Matheson, 707-433-3080, www.limestonehealdsburg.com), owned by famed chef Charlie Palmer and his wife, Lisa. Venturing just a bit off the plaza yields fun finds like TheRed Paprika (377 Healdsburg at Plaza, 433-6087, www.theredpaprika.com), a Hungarian gourmet import shop that carries German mustards and Swiss chocolates in addition to its wide array of goulash spice pastes.
Arts and Culture
Brush up on local history at the Healdsburg Museum (221 Matheson at East, 707-431-3325, www.healdsburgmuseum.org) or check out Hotel Healdsburg's onsite Hand Fan Museum (327A Healdsburg at Matheson, 707-431-2500, www.handfanmuseum.com), which cares for a collection of more than 3,000 items. When the hotel opens its new green property, h2, this summer, the museum will move into bigger digs.
The village is home to several galleries, including the quirky-cool id: art. design. (126 Plaza at Center, 707-473-0200), where visitors are invited to peck out messages on vintage typewriters and scribble thoughts on chalkboards. You can also catch summer productions at the historic Raven Performing Arts Theater (115 North at Center, 707-433-6335, www.raventheater.org), or a "Hollywood and Wine" screening at the nearby Raven Film Center (415 Center at North, 707-522-0330, www.northbaymovies.com/raven.html), where cinephiles over the age of 21 can imbibe during the movie from the comfort of a high-backed leather armchair.