Winter brings a quiet beauty to Lake Oswego. Explore downtown shops, grab a warm cup of coffee, or unwind with a wine tasting just steps from your room. From local favorites to holiday traditions, you’ll find plenty of winter activities in Lake Oswego to make your visit memorable. Let The Lakeshore Inn be your cozy hideaway for the season.
When you stay before December 15th, book our Sip, Stay & Drift Away package to receive 10% off your stay, a bottle of Rockblock Sauvignon Blanc chilled and ready for your arrival, and Member For A Day access to Domaine Serene Wine Lounge. Back at the hotel, slip into our heated, outdoor pool for moonlit views of Lake Oswego before calling it a night.
Book and stay by December 15, 2025. Domaine Serene Member For A Day privileges include 25% off all wines by the glass, 25% off wine flights, and access to purchase select member-only wines. Based on availability, certain conditions apply.
Embrace a cozy stay this season, and add holiday magic to your lakeside getaway with a bright poinsettia, a holiday cookie decorating kit, and a bottle of wine. When you stay on Christmas Eve, we'll even put out a glass of milk for Santa.
Settle in for a nostalgic holiday ride on the Willamette Shore Trolley. Dressed in lights and seasonal décor, this vintage car rolls along the riverfront with special winter excursions—including unforgettable views of the Christmas Ships Parade.
The holidays shine a little brighter when you shop local. Lake View Village, just moments from our door, offers charming boutiques, unique gifts, and seasonal home décor. Browse City Home, Adorn Boutique, the BOOKtique , and more to find something for everyone on your list.
Warm up with the best wine and beer Lake Oswego has to offer. Settle into a cozy winter tasting at Domaine Serene or Willamette Valley Vineyards, both just a short walk from the hotel. And if you’re visiting during Oregon Craft Beer Month in February, Breakside Brewing is the perfect spot to raise a seasonal pint.
Settle in for a season of storytelling at the Lakewood Center for the Arts. This winter’s lineup includes the holiday classic Miracle on 34th Street, followed by The Murder of Roger Ackroyd and The Glass Menagerie in the new year. It’s the perfect way to spend a winter evening.
There’s nothing like starting a snowy Oregon winter morning with a perfect cup of coffee. Stop into St. Honoré Boulangerie for espresso and pastries, Artisserie Fine Bakery for a chai latte and sweets, or Morse Coffee Company for locally roasted favorites.
The City of Lake Oswego and the Lake Oswego Chamber of Commerce invite you to ring in the holiday...
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Venture across the street from The Lakeshore Inn and watch a fleet of 60+ lighted ships make their...
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