If you’re dreaming of a romantic rendezvous in the heart of downtown Portland, few destinations rival the historic charm and refined hospitality of The Benson Portland. This iconic hotel, steeped in more than a century of Pacific Northwest history, has long been a favorite setting for anniversaries, special celebrations, and intimate escapes. Now there are even more reasons to fall in love here.
Pop the Bubbly: A Staycation with Sparkle
One unforgettable way to elevate a romantic getaway at The Benson is with a Benson & Bubbles-style experience — a luxurious stay paired with sparkling wine, elegant ambiance, and the kind of personalized touches that turn a weekend into a lifelong memory.
Imagine checking into your beautifully appointed room, a chilled bottle of fine bubbles waiting on ice, and soft music setting the scene as you toast to the magic of the moment. Whether you’re celebrating a milestone or simply reconnecting, there’s something undeniably romantic about uncorking that first glass together. Add a stroll through downtown’s vibrant streets, and your evening is set.
Keep the romance close to home with free live jazz every Wednesday evening at The Benson. Sip cocktails, sink into the soulful sounds, and enjoy an intimate, classic atmosphere that pairs beautifully with a Benson & Bubbles stay.
The Benson & Bubbles experience is available all month long in February!
Dine in Style at El Gaucho
No romantic escape is complete without an extraordinary meal, and El Gaucho, located just steps from your room, delivers just that.
At El Gaucho Portland, old-world steakhouse tradition meets modern elegance. Expect classic steaks and seafood prepared to perfection. From 28-day dry-aged Certified Angus Beef® to fresh Northwest seafood, all served with white-glove service in a dimly lit, intimate dining room that’s ideal for couples. Live music on many evenings adds a little extra sparkle to the already sophisticated atmosphere.
Whether you’re toasting a special night with premium wines from the curated list or savoring dessert by candlelight, El Gaucho is the kind of dinner experience that makes a getaway truly unforgettable.
Downtown Portland Events
If your romantic getaway falls in February, you’ll find plenty happening around Portland to add an extra spark to your visit.
February Favorites (Perfect for Cozy Date Nights & Adventures)
Portland Winter Light Festival (Feb 6–14, 2026)
A beloved winter tradition, this free, city-wide celebration fills downtown with glowing sculptures and interactive light art. Major installations at Pioneer Courthouse Square and the World Trade Center create a magical setting for hand-in-hand evening strolls and unforgettable photo moments.
Lunar New Year at Lan Su Chinese Garden — Year of the Horse (Feb 17 – March 8, 2026)
Ring in the Year of the Horse with a two-week Lunar New Year celebration in the heart of downtown, featuring vibrant lion dances, cultural performances, and enchanting evening lantern viewings. It’s a beautiful blend of romance, culture, and tradition.
Dumpling Week (Feb 15–21, 2026)
Dumpling Week is a delicious week-long, city-wide culinary celebration that invites visitors and locals alike to explore Portland’s diverse restaurant scene through dumplings in every form — savory and sweet, steamed, fried, and creatively reimagined. Now in its 12th year, more than 40 restaurants are expected to offer unique dumpling specials available only during the event, perfect for couples who love discovering new flavors together. Participating spots serve special dishes often unavailable on regular menus. For dine-in, take-out, or delivery, the variety spans traditional styles to fusion interpretations from around the world.
Portland Spirit Cruises & Champagne Brunches (All Month)
From scenic beverage cruises to champagne brunches on the river, these experiences add a leisurely, romantic pace to your winter exploration.
The Perfect Winter Escape
Whether you’re toasting under soft lamplight in your Benson suite, savoring a luxurious dinner at El Gaucho, admiring glowing art installations, celebrating Lunar New Year festivities, or savoring dumplings from around the city, Portland in February offers endless ways to connect and unwind.
Book your stay, plan a dinner reservation, and explore what’s happening downtown – your romantic winter escape awaits at The Benson.
