February in the Willamette Valley: Valentine’s Weekend and Seasonal Experiences
February in the Willamette Valley arrives quietly. The vineyards rest, the hills soften under winter skies, and tasting rooms take on a more intimate rhythm—perfectly suited to the season locals affectionately call Cellar Season. It’s a time when wine country invites you to linger a little longer, savoring thoughtful experiences that pair wine with creativity, music, and the flavors of the season.

Music Among the Vines – February 7
February opens with a relaxed winter rhythm at Stoller Family Estate, where live music brings warmth to cellar season weekends. On Saturday, February 7, the estate’s Winter Music Series pairs acoustic sound with vineyard views and a glass of estate wine—an ideal way to ease into the month and settle into wine country’s slower winter pace.
Valentine’s in Wine Country – February 13-15
Valentine’s weekend in the Willamette Valley stretches beyond a single day, with tasting rooms across the region offering romantic, winter-inspired experiences designed for couples and friends alike. From special tasting flights and cozy fireside pours to chocolate pairings and limited-release wines, the weekend invites guests to celebrate connection in a setting that feels intimate and unhurried.
At the heart of the holiday, romance takes a creative turn at Lange Estate Winery. On Saturday, February 14, guests are invited to a Valentine’s Day florals workshop that brings together seasonal blooms and expressive wines. Guided floral design paired with a tasting of Lange Estate wines makes this experience equal parts thoughtful, hands-on, and celebratory.
Oregon Chardonnay Celebration - February 21
The Oregon Chardonnay Celebration is annual tasting event showcasing the best of Oregon’s Chardonnay from producers across the state. The 15th annual celebration, themed The Chardonnay Mixtape, is on Saturday, February 21 at The Allison Inn & Spa in Newberg. This walk-around event features more than 50 wineries pouring a diverse lineup of classic and contemporary Chardonnays, alongside small bites from Northwest chefs. It’s a vibrant, consumer-focused celebration perfect for discovering new favorites, deepening your appreciation for Oregon Chardonnay.
Painting Toward Spring — February 21
As February continues, creativity takes center stage on Saturday, February 21 at Jachter Family Wines with a watercolor class led by local artist Angelina Octavia. Designed for both beginners and experienced painters, the class guides participants step by step through painting a spring robin—full of spirit and energy, and a hopeful nod to the coming season.
Truffles Take the Spotlight — February 26
Late February culminates in one of the region’s most anticipated culinary moments. On Thursday, February 26, the Oregon Truffle Festival hosts its Grand Finale Dinner at LucidWild. The multi-course experience celebrates Oregon’s prized truffles alongside thoughtfully paired Willamette Valley wines—an indulgent, season-defining close to the month.
More Events in February
👉 For the most up-to-date February and Valentine’s offerings, including times and reservations, be sure to browse our events calendar.