Join us at City Winery Chicago for a playful and palate pleasing afternoon that brings together two beloved treats in one guided tasting experience. Our Scout Cookie & Wine Pairing event is designed for curious wine lovers, cookie fans, and anyone who enjoys discovering unexpected flavor combinations in a relaxed, welcoming setting.

Guests will be presented with a curated flight of four City Winery wines, each thoughtfully paired with a different Scout Cookie. The experience begins with a brief introduction to City Winery and our winemaking approach, followed by a primer on how to taste wine with confidence. From there, you will sip, snack, and explore how sweetness, texture, and intensity can elevate or challenge each pairing.

Along the way, our host will share insights into each wine’s vineyard origin, region, and production style, plus ideas for other foods it pairs well with. Guests are encouraged to share what they love, what surprises them, and how each cookie changes the wine in the glass. This interactive tasting lasts approximately 75 to 90 minutes and highlights the fun, communal side of wine education.

Tickets are $50 per person. Reserve your spot and treat yourself to an afternoon of wine, cookies, and great conversation at City Winery Chicago.