If you’re heading to the largest city in Oregon, you can’t go wrong with a cozy guesthouse near the banks of the Willamette River, or a haven for foodies in Downtown Portland. In a city known for its hippie heritage and free thinking, these quirky boutique hotels are great places to base yourself.
The Hoxton Portland
Boutique Hotel
4.5/5 (950 Reviews)
The Hoxton Portland | Courtesy of The Hoxton Portland / Expedia
Functional but eye-catching mid-century furniture dots each of the guest rooms at The Hoxton Portland, paired with locally-curated original artwork and ceramic decor. While the prime location in Portland’s Old Town Chinatown district leaves plenty of top-notch dining options, you also never have to leave. Throw back oysters at Lovely Rita and flavor-packed tacos at Tope, the two on-site restaurants, then sneak down to the hotel’s speakeasy bar to end the night with an amaretto sour.
On the bank of the Willamette River, this eye-catching hotel offers stunning natural river views to one side and sweeping city skyline to the other. The lodge-style atmosphere offers rustic, wood and stone accents with no lack of taste in the decorating. Cozy up by the lobby fireplace, or opt to take in the sounds of the city and sights of the water flowing past in the outdoor courtyard.
Immerse yourself in the luxury and refinement of The Benson, a hotel experience that will wow from the first step through the front doors. Crystal chandeliers dangle overhead, while gleaming marble floors sweep through the lobby. Tuck into steak and a cigar (if that takes your fancy) at the renowned El Gaucho Steakhouse for dinner.
Effortlessly glamorous, this sleek Portland hotel prioritizes two things: city views and entertainment. Each tastefully decorated guest room, decked out with local art, boasts a view of the Portland skyline. Add to that the hotel’s neighboring establishment, the Doug Fir Lounge, a classy bar and music venue, and your stay just got a whole lot better.
A towering Portland institution, Sentinel knows the little things count. The hotel is packed with tiny local touches, from serving Portland tea to honey stocked from its rooftop beehives. Extra packages are available, including yoga mat delivery, an iPad preloaded with exercise classes, and a pet bed with treats and a toy for any non-human travel companions.
Even the lobby at The Nines is like a work of art. Modern decor mingles with bright pops of color and comfortable furniture. The rooftop views take things to another level, as you enjoy the city lights winking over Portland’s iconic rivers. When it’s time to eat, the two restaurant options make for a tough choice, both offering upscale locally-sourced cuisine in elegant surroundings.
It’s hard to feel anything but relaxed when you enter the Hi-Lo. Decorated with calming blue and teal tones, the guest rooms have been kitted out with plush bedding that you’ll be hard-pressed to pull yourself away from. Shop at The Merchant, the hotel’s store, stocked with Portland wares, such as Maak Lab bath products and local craft beers to take home.
Settle down on your pillowtop bed at The Paramount before heading to one of the countless restaurants nearby for dinner. Stop to enjoy the sights of Portland in Pioneer Square or Director Park. It would be hard to find a better end to an evening than a glass of whiskey at Paramount’s cozy, dimly-lit moonshine and whiskey bar.
This historic building has long been a hot place to stay – for over a century, in fact. While all the rooms and amenities have been updated for a flawlessly comfortable stay, the building has held on to its vintage charms and some of its original architecture. Touches such as brick accent walls and old-school lighting elements uphold the classic character.
Floor-to-ceiling windows are an integral part of Hotel Eastlund’s charm – the natural light and stunning city views they provide are an added benefit. Those windows are especially magnificent in the rooftop restaurant, where you can sip a flat white over breakfast and admire the vista. Children under 12 stay for free here.
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