The trailblazing spirit of Portland has never quite disappeared since the first pioneers settled the city in 1845. Its many historic buildings downtown have retained their authenticity, due largely to the attentive upkeep and progressive bent of their owners. From renovated drive-in motels to hip luxury hotels, this city has a lodging for just about anyone too. Here are our 10 best picks for accommodation in the city.
This four-star hotel in Portland’s downtown has been a landmark on the city’s skyline since its construction in 1927. The Heathman Hotel has achieved a reputable national status for its elegant historic structure and many luxurious and environmentally sustainable amenities. Its central location in Portland’s downtown is close to many of the city’s offerings, like the exceptional Portland Center for Performing Arts.
Portland would be at a loss without the Jupiter Hotel, a renovated motor inn turned boutique hotel in the heart of the city. For travelers interested in the unique culture found in Portland, Jupiter Hotel is a great place to start an exploration. The trendy scene at this hotel comes modern and retro, with a vintage motel layout. The Jupiter hotel is also connected to the Doug Fir Lounge, a great place to get a drink and to catch a live show in the evenings.
Making its home in an historic elementary school on Portland’s northeast side, the owners at McMenamins Kennedy School promote sleeping and drinking with style. Amidst its 57 guest rooms, most of which still maintain their original classroom layouts, with chalkboards, cloakrooms and original telephones, travelers will find several small bars, a movie theater, a restaurant and even a brewery all attracting flocks of Portlanders every night.
Hotel Monaco is a Kimpton Hotels & Restaurants offering of a refined, thoroughly Portland-oriented boutique hotel. Sophisticated, albeit with a leaning toward the quilted and the plaid, this hotel has an interesting style to it. Look for creative wall paper, furniture combinations in the guestrooms and a suave yet kitschy main lobby. Be sure to take advantage of the long happy hour at the Red Star Tavern, sitting adjacent to the hotel, or Hotel Monaco’s complementary wine tasting hour in the lobby.
Hotel Vintage celebrates Portland’s pioneering spirit at its downtown location. With decor inspired by urban graffiti styles, the proprietors at this hotel promote a 21st century, trailblazing attitude. The Bacchus Bar, and its restaurant, Pazzo Ristorante, are noteworthy in their own right, and provide top-notch experiences for the traveler with an appetite.
Making its home in the former Clyde Hotel, Ace Hotel Portland is a highly sought after boutique hotel centrally located in town. The beautiful exterior of this building is enough to draw travelers, complete with cream-colored brick and windows with trendy brown trims. However, the hotel’s progressive amenities are the real pulls, including its rent-a-bike service and pet-friendly policies.
The Sentinel in downtown Portland is truly second-to-none. This four-star hotel is magnificent at night, illuminated, with the looks of a Victorian estate. It’s 23,000 square feet, rich in artwork and antiques, provides a meeting place for the discerning traveler who’s accustomed to luxury. With the addition of Jake’s Grill and Jackknife Bar, the Sentinel makes for an ideal hotel to stay at while visiting Portland.
The luxurious, continental ambience of The Benson Hotel has attracted influential travelers since its construction in 1913. A routine contender for the title of best hotel in Portland, this four-star hotel is exquisite from top to bottom, with a wide array of room types to accommodate any sized group. With majestic views of the downtown, it’s no wonder why Presidents and CEOs select to stay here.
Since its inception in Portland’s downtown, Hotel deLuxe has provided a refined space to enjoy the finer things in life. Named after the Hollywood color lab, Deluxe, this hotel stands in tribute to the Hollywood Golden Era and is renovated after art deco and modern art sensibilities. The hotel bar, The Driftwood Room, has achieved popularity amongst locals, but with the deLuxe’s close proximity to Pearl District, a whole host of night time possibilities are available from this downtown accommodation choice.
McMenamins are known nationally for their creative brand management. Their Crystal Hotel is a fine example of what a Portland business looks like. Each of the hotel’s 51 guest rooms all take inspiration from a song or performance from neighboring venue, Crystal Ballroom. Enjoy a drink in one of the hotel’s four bars and restaurants, and celebrate the success of a journey through Portland, Oregon.