Green meets luxurious at this Lake Oswego hotel—it was Oregon’s first hotel to receive a silver LEED certification. But little touches make you feel virtuous and pampered. An in-room kitchenette, a full-sized living room and dining tables in suites are a welcome respite from matchbox-sized hotel rooms. Complimentary breakfast on each floor means you don’t even need to take an elevator to get to your Portland Coffee Roasters joe and cinnamon scone. Just thrown on your robe and stagger down the hall. Or head to the expansive fitness center and spa for a workout and a sweat session in the sauna. Don’t miss the river-adjacent Aquariva restaurant steps away from the hotel, which thanks to Chef Andy Arndt is cool again.
Hotel Fifty is conveniently located in downtown Portland. Guests can sit in funky orange leather chairs and enjoy riverside views or kick back on a memory foam bed and watch the game on the enormous 42-inch flat-screen TV. In-room desks with multiple outlets and coffee makers are made for travelers on the go. And when you’re ready for some well-deserved R&R, H50 Bistro & Bar has a hip lounge scene, and Chef Nicholas Yanes brings fresh perspective to hotel dining. Bally Total Fitness is a block away (free passes are available at the front desk), and a tree-dotted and serene running path passes along the river right in front of the hotel.
Stunning views of the craggy Oregon coast make this place your best bet for luxury lodging in the area. Watch the waves crash dramatically on the shore from the balcony or hotel lounge. Or if you’re more adventurous, have the hotel arrange a surfing lesson. The hotel’s Restaurant Beck alone is worth the trip to sample Chef Justin Wills’ distinctive brand of cutting-edge Oregon cuisine.
With its steakhouse, Jake’s Grill, and historical feel, this converted early 1920s hotel is just right for the traditional set. It boasts a lobby library worth lounging in, and miniature olive trees, fireplace, and free wi-fi invite you to stick around for a while. And if you’re lucky enough to be visiting Portland in June, you’ll be mere steps away from the Rose Festival’s parade. The fitness center is accessible by room key, so if you’re a night owl, you can fit in your after-hours workout.
A throwback to the glamour of Hollywood circa Bogie and Bacall, Hepburn and Tracey, deLuxe is deliciously decadent. A “make it so” button on your room phone might have you scrambling for outlandish requests, or you might turn your attention to the pillow menu to custom-order your super-soft pillow. Barflies flock to the downstairs martini bar, and Portland winos head to Gracie’s for the monthly winemaker dinners.
If you’re totally unimpressed with raw wood and checkered curtains, this might be your best bet. Cheeky nudes in the gym and thought-provoking modern art in the lobby and adjacent lounge make this a warm but distinctly modern hotel. Head next door to Typhoon for well-executed Thai, or relax in your room with one of the novels provided on the bookshelves.
Doormen dressed as Beefeaters (a bit confusingly) flank the entrance to the hotel (but make this Englishwoman feel rather at home at any rate). You get the full Jeeves experience here—you are assigned one person to cater to your every whim when you check in. The rooms are full of rich, warm, and welcoming color. L’Occitane bath products and marble sinks carry the luxury through to the bathroom. And French press, in-room coffee is a welcome change from dehydrated packs of brownish (maybe coffee?) grounds that so often make their way into hotel rooms these days. Pastry Chef John Gayer’s tea is well worth a trip to the hotel even if you don’t happen to be staying here—he had us at the scones.
This sustainable stunner is an hour from Portland, nestled in between the rolling hills of Oregon wine country. Admire the lush vineyards from the terrace over breakfast, or settle by the fireplace in your room on chilly days. Most rooms have a terrace, allowing you to admire the view over your morning cup of coffee. A sumptuous pool and spa are on-hand, should all this relaxing tire you out. Visit any of the area’s incredible vineyards, and end the day over a meal from Chef Sunny Jin’s contemporary American cuisine at Jory.
Many of the area’s vineyards are accessible from this cozy countryside B&B, but you can escape the hustle and bustle of wine trail tourists here. Owners Paterese and West Livaudais cook breakfast at the inn, often weaving in herbs, flowers, and fruits from their garden. They craft their own house-made English muffins for their Eggs Benedict, and poach the eggs so that the yolk is obligingly velvety and runny. If you’re a closet knitter (there’s one in every family), the couple also double as alpaca farmers, both to sell the wool (much sought after by Armani-wearing types, it seems) and to show off these strange, fuzzy little creatures.
Portland’s full of funky little pint-sized boutique hotels, and the Jupiter Hotel on the east side is a great example. In its past life, it was a motor inn, but now its modern, corrugated façade looks like some artistically inclined person arranged modern walls around a tidy old log cabin. Lime green branch-decorated rooms are comfortable and refreshingly chic, there’s an outdoor courtyard to stretch your legs, and the fabulous bar is packed every night. They also offer PDX-themed packages like Keep Portland Weird, and Voodoo Doughnut Package—we recommend the latter, because…well…it comes with doughnuts.
Just across the street from Portland’s Crystal Ballroom and inspired by its history, McMenamins’ new Crystal Hotel feels like a colorful romp through a new-age hippie love shack—in a good way. Rooms are decorated with boudoir touches and multi-hued headboards painted to depict performers or pieces of music from Crystal Ballroom. The building is in the old Club Portland space, and aptly, a spa is on-site, paying tribute whether intentionally or not to the building’s tradition of bathhouses.
The Nines is a cool and classy riff on a 1920s luxury hotel. The rooftop restaurant-lounge Departure has the best view we’ve seen over the city. And if you’re feeling peckish, don’t forget to check out Chef Matthew Christianson’s steakhouse Urban Farmer. Come for the view, stick around for the impeccable service and amenities like the lemon-colored fitness center with cardiovascular equipment and free weights. Bored partners of gym bunnies can kill time in the sleek, sexy lobby, with splashes of red velvet, bold gold sculptures, and urban sophisticate furniture. Renovated rooms pop with bold turquoise couches.