A smiling woman in a beige coat walks joyfully through a festive night market with twinkling lights overhead, enjoying the holiday mood.

Start at Sentinel: Domaine Serene Wine Lounge

No need to bundle up just yet. Begin your winter wine journey steps from your room at the Domaine Serene Wine Lounge at Sentinel, a warm and stylish refuge from the city’s drizzle. Here, you can linger over award-winning Chardonnay, Pinot Noir, and exclusive member-only selections offered to Sentinel guests. It’s a relaxed introduction to the season’s best varietals—and the perfect kickoff before exploring beyond the hotel.

Sip Your Way Through Downtown’s Tasting Rooms

Portland’s urban tasting scene shines during the holidays, with tasting rooms dressed up for the season and pouring limited-release bottles. These favorites are easy to reach from Sentinel:

Fullerton Wines

A family-owned winery with thoughtful flights and a cozy atmosphere ideal for a winter afternoon.

Urban Crush

A working winery with a curated list of pours and an approachable vibe, perfect for casual tasting sessions.

Willamette Wineworks Pop-Ups & Events

Seasonal collaborations and intimate tastings bring the valley’s best producers into the city.

Plan a Day Trip to the Willamette Valley

If you’d like to trade city lights for rolling vines, the Willamette Valley is just an hour away—and even more magical in December. Here are a few vineyards offering festive moments worth the trip:

Domaine Serene

Iconic, elegant, and always worth visiting. Expect winter fireside pours, elevated seasonal flights, and panoramic vineyard views dusted with mist.

Sokol Blosser

Known for its sustainability and stunning tasting spaces, the property often hosts December releases and intimate, reservation-only experiences.

Durant Vineyards

A favorite this time of year for their holiday weekends, olive oil tastings, and vineyard views that feel peaceful and grounding.

Pair Wine with Portland’s Holiday Happenings

Your wine-themed itinerary only gets better when blended with the city’s seasonal traditions. Consider tying tastings to these winter moments:

  • Pioneer Courthouse Square Tree Lighting
    A downtown classic—catch live music and festive lights before heading back to Sentinel for a nightcap.

  • Portland Saturday Market (Holiday Edition)
    Discover local artisans and grab a handmade gift between sips of mulled wine.

  • Peacock Lane
    Portland’s most beloved holiday light display, perfect for a post-dinner stroll.

  • Portland Art Museum Exhibitions
    Many seasonal exhibitions pair beautifully with a wine-filled afternoon—an enriching way to balance your itinerary.

A Cozy Winter Stay, Designed for Wine Lovers

At Sentinel, the holidays feel thoughtful and unhurried. With spacious rooms, inviting lounges, and culinary partners like Jake’s Grill, Fortune, and Domaine Serene Wine Lounge, your stay becomes the perfect backdrop for a December filled with good wine and good company.

Whether you’re discovering a new Pinot Noir downtown or planning a day among the vines, Portland offers a holiday season worth savoring—one glass at a time.