Events

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  • Live Music – Dan Dingman 2-4pm

    Come enjoy your Saturday afternoon listening to local musician Dan Dingman play at Windy Hills from 2-4pm. As always no cover charge, all ages are welcome, food and drinks available for purchase. Music will be inside the main building.

  • Private Event – Tasting Room Closes @ 6pm

    Windy Hills will be OPEN from 12-6pm, kitchen will close at 5pm for event setup. Seating in the main room will be limited after 5pm for event setup.

  • Wine & Chocolate Tasting

    We have paired our delicious Windy Hills wines with unique and delicious chocolate truffles from Le Belge Chocolatier located in the Napa Valley! Wine & Chocolate tastings will be available Friday 2/13 3-7pm, Saturday 2/14 12-6pm, and Sunday 12/15 12-5pm, while supplies last. Wine & Chocolate flights will be $30 each (Wine Club Members $15).

  • Live Music – Paul Herman 2-4pm

    Come celebrate Valentine's Day with us and listen to love songs by Ridgefield's own Paul Herman! Paul will be playing Saturday from 2-4pm. As always, all ages are welcome, no cover charge, food and drinks will be available for purchase. Music will be inside the main building.

  • Live Music – Robby Mayer 2-4pm

    Local musician and vocalist Robby Mayer will be playing at Windy Hills Winery from 2-4pm. Robby is a one man band and showcases his many musical talents when he performs. As always all ages are welcome, no cover charge, food and drink will be available for purchase. Music will be inside the main building.

  • OPENING LATE – Tasting Room Opens at 4pm!

    Windy Hills tasting room will be OPEN from 4-7pm on Friday, February 27th. Our staff will be attending a memorial service so we will be opening a little later than normal.    

  • First Thursday Yoga!

    First Thursdays at Windy Hills Winery are for unwinding with a little yoga and then wine! Enjoy one hour of yoga by our favorite local instructors with MKelevate then get your exclusive entry into Windy Hills Winery to enjoy a glass to two of wine with your Yoga friends! One complimentary glass of wine with...

  • Sip & Support RHS Grad Night 2026!

    Whether you are a parent, guardian, family friend, future-senior parent, or someone who simply wants to support local students - you're invited! Connect with other families, get senior-year reminders, and enjoy a community night out! 20% of Winy Hills sales will be donated to Grad night! Come support a local small business and your graduating...

  • Cookie Class 1-3pm *Tickets Required*

    oin our Easter Cookie Decorating Class and create sweet, delicious treats to take home! You’ll decorate 6 royal icing sugar cookies during a fun, step-by-step class—perfect for beginners and ages 21+. I will guide you through the process of decorating different designs while learning new techniques. Enjoy a cozy afternoon for a “Sip & Decorate”...