Sip & Shop Holiday Market & Wine Tasting at City Winery

Date/Time
Date(s) - 12/14/2025
11:00 am - 5:00 pm

Location
City Winery Hudson Valley

Categories No Categories

The Shawangunk Wine Trail and City Winery Hudson Valley invite you to a brand-new holiday tradition! Join us for the first-ever Sip & Shop Holiday Market on Sunday, December 14, 2025, from 11 AM–5 PM at City Winery Hudson Valley, 23 Factory Street, Montgomery, NY.

Enjoy free admission and free parking as you explore a curated marketplace featuring local artisans, festive flavors, live music, and delicious food available for purchase from the City Winery kitchen—all under one roof.

Upgrade Your Day: The VIP Wine Tasting Experience

Wine lovers can elevate their visit with an exclusive VIP tasting.

Tickets are $45 in advance and $50 at the door. A valid photo ID is required for all guests 21+ purchasing or entering with a tasting ticket. GET VIP WINE TASTING TICKETS

Your VIP ticket includes a variety of tastings from these 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

PLUS you get a 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!

Whether you’re checking off your gift list, sampling local wines, or soaking in the festive atmosphere, the Sip & Shop Holiday Market has something for everyone. Tasting tickets are limited. Purchase early to secure your spot.

Come for the music, stay for the sips, and leave with memories… and a few bottles of wine for your holiday celebration and gift giving.