Healdsburg Holiday Sip & Shop

Sip, shop, and savor the season in the heart of Healdsburg. The annual Holiday Sip & Shop invites locals and visitors to explore downtown’s charming boutiques, tasting rooms, and culinary stops with festive wine pours, exclusive shopping specials, and small-town holiday cheer.

Guests begin at Craftwork Healdsburg, where they receive a keepsake tasting glass, shopping map, and credentials for wine tastings at participating stops. As you wander through twinkling streets, enjoy pours from local wineries, browse artisan gifts, and take advantage of holiday-only offers from Healdsburg’s beloved shops and tasting rooms.

New this year, each ticket also includes voucher redeemable at KIN Smoke or Iggy's Organic Burgers, making it easy to sip, shop, and dine all in one festive evening.

Event Highlights:

• Unlimited wine tastings at participating stops
• Holiday shopping deals and artisan finds
• Dinner voucher included with each ticket
• Souvenir tasting glass
• Hosted by the Healdsburg Chamber of Commerce