Winter Wine Weekend | 6th annual

February 27 - 28, 2026

Save the Dates!
It's never too early to reserve a weekend on your calendar for indulgence, discovery, and unforgettable moments!

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We are delighted to announce the 6th Annual Winter Wine Weekend at Hotel Madison, a signature event that has become a celebrated tradition bringing together friends, family, winemakers and wine enthusiasts for a festive celebration of flavor, learning and community.

As word has spread, Winter Wine Weekend has become the gathering for anyone who loves wine, food and unforgettable experiences. We are excited to share the dates with you now so you can plan ahead.

More details on tickets, special room packages and featured events will be coming soon.

On the Weekend Lineup:

Grand Tasting with 15+ Wineries pouring thoughtful selections
Winemakers' Panel for insider stories and expertise
Dessert Reception with Tassie (new this year!)
Wine-Pairing Dinner for an exceptional culinary evening
Experiential Learning to deepen your appreciation of wine
Live Music to set the mood and enjoy
Wine Shop & Vendors to take the experience home
Sunday Brunch at Monty's for a delicious conclusion

Mark your Calendar now!
Winter Wine Weekend is an event that only grows finer year after year.