Sip & Shop Holiday Market Returns to City Winery Hudson Valley on December 13
Shawangunk Wine Trail
November 10, 2026

Looking for a festive way to kick off the holiday season?
The Sip & Shop Holiday Market returns to City Winery Hudson Valley on Sunday, December 13, 2026, bringing together Hudson Valley wineries, local artisans, specialty vendors, holiday shopping, and wine tasting for a full day of holiday fun.
Whether you’re searching for unique holiday gifts, looking for a fun Sunday outing, or hoping to enjoy some of the best wines the Hudson Valley has to offer, Sip & Shop is the perfect opportunity to shop local, discover new favorites, and celebrate the season.
A Holiday Market Filled with Local Finds
Spend the day browsing a curated selection of local artisans, makers, specialty food vendors, and small businesses offering unique gifts and one-of-a-kind finds. From handcrafted items and specialty products to holiday gifts and seasonal treats, you’ll find plenty of inspiration for everyone on your holiday shopping list.
Sip & Shop is more than just a holiday market. It’s an opportunity to support local businesses, discover Hudson Valley makers, and enjoy the festive atmosphere of one of the region’s premier event destinations.
Discover Hudson Valley Wines
Wine lovers can make the day even more special with a tasting experience featuring wines from Shawangunk Wine Trail member wineries.
The Signature Wine Tasting offers guests the opportunity to sample a selection of wines while exploring the market. It’s a great way to discover new favorites and experience the diversity of wines produced throughout the Hudson Valley.
Looking for something extra special?
The exclusive VIP Wine Tasting Experience offers an elevated afternoon with early entry, a guided behind-the-scenes tour of the City Winery cellar, and a private Grand Reserve tasting accompanied by shared charcuterie in an exclusive VIP setting.
VIP guests will also enjoy a special gift and wine tastings from nine Shawangunk Wine Trail wineries.
Make a Day of It at City Winery Hudson Valley
Located in Montgomery, New York, City Winery Hudson Valley provides a unique setting for this holiday shopping and wine tasting experience.
Bring friends, make a day of it, and enjoy a festive atmosphere filled with local shopping, great wine, and the spirit of the holiday season.
Best of all, general admission to the holiday market and parking are FREE!
Event Details
Event: Sip & Shop Holiday Market
Date: Sunday, December 13, 2026
Time: 11 AM – 5 PM
Location: City Winery Hudson Valley, Montgomery, NY
Market Admission: FREE
Parking: FREE
Wine Tasting Tickets
Signature Wine Tasting: $30 Advance / $35 At the Door
Exclusive VIP Wine Tasting Experience: $65 Early Bird / $70 Regular
VIP Experience is limited to 50 guests.
The holiday season is the perfect time to shop local, discover something new, and enjoy the best of the Hudson Valley.
Make plans to join us for Sip & Shop Holiday Market on December 13!
