The Shawangunk Wine Trail and City Winery Hudson Valley will host the first Sip & Shop Holiday Market and Wine Tasting, on Sunday, December 14 from 11AM–5PM at City Winery Hudson Valley located at 23 Factory Street in Montgomery.
This all-new holiday event combines artisan shopping, local wines, live music, and festive food, all under one roof.
Guests can enjoy free admission, free parking, and live music all day, while browsing over a dozen artisan vendors, including
• ToG Designs
• Hollyberries Gypsy Boutique
• Picklelicious
• Meredith’s Country Bakery
• Auntie Liana’s Kitchen
• Art by Mark Darnobid
• Grace’s Hands of Hope
• Grove 11
• Dilly’s Lavender Hill Farm
• Kia Symone Designs
• Lucky Bug Clothing Company
• Wanderlust Boutique
• and more!
Food will be available for purchase from the City Winery kitchen throughout the day.
Live Music All Day: Masha Sokol, Adam Falcon, Christine Chanel, and Andrew Jordan
VIP Wine Tasting Experience
Upgrade your visit with a VIP Wine Tasting Experience featuring tastings from nine award-winning Shawangunk Wine Trail wineries:
• City Winery Hudson Valley
• Quartz Rock Vineyard
• Robibero Winery
• Whitecliff Vineyard
• Magnanini Winery
• Brotherhood, America’s Oldest Winery
• Christopher Jacobs Winery at Pennings Vineyards
• Applewood Winery
• Warwick Valley Winery & Distillery.
VIP ticket holders can sample and shop for holiday favorites, perfect for seasonal celebrations or gift giving!
PLUS as a VIP you receive our VIP Cheer Pack, packed with: Sweet and salty treats, a stemless souvenir wine tasting glass, the inaugural Sip & Shop holiday ornament, an exclusive coupon to save $60 on a pair of 2026 Hudson Valley Wine Tasting Passports, a raffle ticket for a chance to win wine and tickets to 2026 SWT events!
VIP Wine Tasting Tickets: $45 advance, $50 day of event at the door.
Limited quantity — grab yours today! They may not be available at the door