image 1 of 1
Fall in love with Portland. View hotels.

The perfect getaway: A romantic weekend in Portland, Oregon

Whether you are reveling in a budding romance or new parents in desperate need of a romantic reset, Portland’s gardens, bike trails, intimate restaurants and wine bars make it an ideal setting for some time together with your love. | By Tanvi Chheda | August 16, 2022

From Portland’s chic Pearl District to the city’s more bohemian Eastside neighborhoods, there’s plenty of outdoor spaces, food and art to discover with your love. Let sparks fly by:

  • Free-wheeling: A bicycle ride for two is the ideal way to explore the City of Roses

  • Admiring art: Admire the beauty by your side while taking in Portland’s museums, art galleries and murals

  • Dining à deux: From its coffee and donuts to fine dining, you can create the perfect table for two in this bona fide foodie town

Friday

Afternoon

Settle in to your room at Canopy by Hilton Portland Pearl District. The modern and minimalist property sits in the heart of it all near downtown Portland, making it an ideal base for a weekend of exploration. Once you’ve dropped off your bags, ease into your stay by heading around the corner (literally, it’s a 1-minute walk away) to Nuvrei. Aside from offering a feast for the eyes (trust us, your grid will love these photos), the minimalist coffee shop creates artful drinks and delicious twists on classic pastries — croissant with rosewater glaze, anyone?

Head back to the hotel and borrow complimentary bikes to explore the Pearl District and downtown Portland, or the nearby waterfront trail with public art, city- and river-views to take in along the way. You can even ride to the Portland Japanese Garden, just 2 miles away from downtown and located within Washington Park.

Portland Japanese Garden

Set on 12 acres with meandering streams, waterfalls and tree-lined paths, Portland Japanese Garden is among the most authentic Japanese-style gardens outside of the archipelago itself and comprises eight individual gardens. Here you can connect with nature and one another, while gazing at the incredible views of Mt. Hood in the distance.

Park your bikes, grab each other's hand and explore the rest of Washington Park at your leisure, including the International Rose Test Garden, where more than 10,000 individual rose bushes bloom, and the Oregon Zoo, home to both exotic and native animals of all sorts. Hop back on your bikes and head back to the hotel to freshen up for dinner.

Evening

Portland’s foodie reputation precedes itself. For dinner, head to Republica. Located just a few blocks from the iconic Willamette River, the chef’s farm-to-table tasting menu was made for sharing and draws as much from Mexico as it does the local bounty. Think diver scallops, spring turnip and Oregon wild rice with nixtamalized corn and mole blanco or purple sweet potato and amaranth alegria. A 20-minute walk away is bakery Papa Haydn, where a slice of apricot white velvet, cherry bomb, or German chocolate cake await. After a sweet treat, head next door to Jo Bar & Rotisserie for cocktails and live jazz.


Saturday

Morning

Add a splash of culture to your romantic getaway with via free docent-led tour at the Portland Art Museum, where the impressive 50,000-plus piece collection includes Native American art, Japanese prints, photography and American landscapes as well as works by Vincent van Gogh and Claude Monet.

Off-set the more serious morning activities with a reminder of what it’s like to be a kid again. That’s right — ice cream for breakfast! Head to Salt & Straw where you can taste such inventive flavors as goat cheese marionberry habanero, Arbequina olive oil and salted, malted chocolate chip cookie dough.

Afternoon

Remember the simple pleasure of wandering through a bookstore? Opened in 1971, Powell’s Books is practically synonymous with Portland. Browse new and old titles, pick up a souvenir or join an evening author reading. (The children’s section makes for fantastic presents so you don’t feel too guilty for leaving the kids at home.)

Just across the river, the Oregon Museum of Science and Industry (OMSI) offers a unique afternoon date locale for science-loving partners. What could be more romantic than taking a trip through the cosmos in the Kendall Planetarium with your favorite person?

Evening

It would be remiss to visit Portland and not step into a wine bar. Pint-sized Bar Diane specializes in natural wines from near and far. Best of all, the selection is constantly changing, so there’s always the chance to try something new. One night you might find an orange wine from Slovenia or sparkling rose from France’s Loire Valley, which can be paired with oysters, almonds or a cheese plate for a light bite before an evening symphony concert.

Oregon Symphony

Hold hands as you listen to Ravel’s Bolero or Beethoven’s Eroica at the historical Arlene Schnitzer Concert Hall, affectionally known as “the Schnitz.” From classical to rock and pop, the Oregon Symphony plays nearly 100 concerts a year.

Sunday

Morning

With a tagline like “It’s all about the love,” can you think of a better breakfast spot for the last morning of your romantic weekend away than Mother’s Bistro? Cozy up to each other and some delicious comfort food — fresh-baked buttermilk biscuits, frittatas or French toast — at this downtown Portland fixture known for its brunch. From here’s it’s a short walk to Portland’s iconic White Stag neon sign for a photo-op to remember your trip by.

If your carb-filled breakfast has you raring to go, take a half- or full-day trip to the Columbia River Gorge. About 25 minutes from Portland, this breathtaking river canyon is the epitome of Oregon splendor and a must-see stop on any Pacific Northwest itinerary.

Afternoon

Browse ceramics, tea towels, staplers and leather wallets at Portland’s design shops Canoe and Woonwinkel. When you’ve got some room, detour to Voodoo Doughnut, a no-frills doughnut shop, before some rejuvenation and relaxation at the city’s most trending wellness spot, Knot Springs.

Knot Springs

Featuring a yoga studio, soaking pools and spa, this wellness center in the Central Eastside neighborhood was inspired by hot springs in southeastern Oregon’s Alvord Desert and bills itself as a social club. Soak up as much time as you can together during a visit to the Springs, before indulging in a foot rub or facial treatment. The latter uses organic, whole-plant and locally sourced products from skincare brand, Laurel.

Evening

Close out your romantic West Coast getaway with a delicious meal at Mediterranean-inflected Tusk. Feast on falafel, labneh and roasted king trumpet mushrooms with zhoug and hemp seed puree, all washed down with delicious craft cocktails. Our pick? The Sugar Kisses, combining vodka, pistachio milk, yuzu and aromatic bay leaf.

Tanvi Chheda is a travel writer and family travel expert based in Los Angeles. From taking her daughter to Peru at the age of 2 to visiting several U.S. National Parks with her family, she loves seeing new places through her kids' eyes and encourages other families to do the same. A former Travel + Leisure editor, Tanvi has written for The New York Times, AFAR.com, Robb Report, Virtuoso Life and Ciao Bambino, among others.

Property spotlight

Canopy by Hilton Portland Pearl District

Our rooms are nestled amid the vibrant art scene and nightlife of Portland's Pearl District. Trace the cobblestone streets with a complimentary Canopy Bike to discover Portland Japanese Garden, the waterfront trail, and Downtown, all within two miles. Enjoy all-day dining and our 24-hour rooftop fitness center overlooking the neighborhood.

Learn more