The 10 Best Hotels in Portland, Oregon

Portland has a hotel to suit every visitor
Portland has a hotel to suit every visitor | © Peter Bucks / Unsplash
Photo of Benjamin M. Smith
11 November 2020

The trailblazing spirit of Portland has never quite disappeared since the first pioneers settled the city in 1845. The city’s many historic downtown buildings, like the Pioneer Courthouse and U.S. National Bank Building, have retained their authenticity. From renovated drive-in motels to hip luxury hotels, this city has a lodging for just about anyone – here are our 10 picks of the best accommodation in the city.

The Heathman Hotel

Hotel
Map View
The Heathman Hotel
Courtesy of the Heathman Hotel / Expedia
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 its many luxurious and environmentally sustainable amenities. The hotel’s central location is close to many of the city’s offerings, such as the exceptional Portland Center for Performing Arts.
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Jupiter Hotel

Boutique Hotel
Map View
Jupiter Hotel
Courtesy of Jupiter Hotel / Expedia
A renovated motor inn turned boutique hotel in the heart of the city, the Jupiter Hotel is a cornerstone of Portland’s heritage. For travelers interested in the unique culture of Portland, the Jupiter Hotel is a great place to start. The trendy scene at this hotel is 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 catch a live show in the evenings.
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Hotel Monaco Portland

Boutique Hotel, Hotel
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Hotel Monaco 2
Courtesy of Hotel Monaco / Expedia
Hotel Monaco is a refined, thoroughly Portland-oriented boutique hotel from Kimpton Hotels and Restaurants. With a leaning toward quilted and plaid decor, this hotel has an interesting yet sophisticated style. Look for creative wallpaper, unique furniture combinations in the guest rooms, and a kitschy main lobby. Be sure to take advantage of the long happy hour at the Red Star Tavern, adjacent to the hotel, or Hotel Monaco’s complementary wine tasting hour in the lobby.
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Hotel Vintage Portland

Hotel
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Hotel Vintage
Courtesy of Hotel Vintage / Expedia
Hotel Vintage is a downtown hotel that celebrates Portland’s pioneering spirit, with decor inspired by urban graffiti and a trailblazing 21st-century attitude. Amenities include an adults-only game lounge, on-site fitness center, complimentary yoga mat use, and regular wine tasting events. The Bacchus Bar and Pazzo Ristorante restaurant are noteworthy in their own right, and provide top-notch experiences for the traveler with an appetite.
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The Sentinel Hotel

Hotel
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Sentinel
Courtesy of the Sentinel / Expedia
The Sentinel in downtown Portland is second to none. This huge four-star hotel is magnificent at night, when the illuminations give it the appearance of a Victorian estate. It’s rich in artwork and antiques, and provides a meeting place for the discerning traveler accustomed to luxury. With the addition of Jake’s Grill and Jackknife bar, the Sentinel is an ideal hotel to stay at while visiting Portland.
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The Benson Hotel

Hotel
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The Benson
Courtesy of the Benson Hotel / Expedia
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 groups of any size. In addition to majestic views of downtown, the Benson Hotel regularly hosts presidents and CEOs.
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  • Hotel deLuxe

    Hotel
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    Hotel deLuxe
    Courtesy of Hotel deLuxe / Expedia
    Since its opening, Hotel deLuxe has provided a refined space in Portland where visitors can enjoy the finer things in life. Named after the Hollywood color lab Deluxe, the hotel is a tribute to the Hollywood golden age, and renovated with art deco and modern art sensibilities. The hotel bar, the Driftwood Room, is popular amongst locals, but the deLuxe is also close to Pearl District – so a whole host of night-time possibilities are available from this downtown accommodation.
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    McMenamins Kennedy School

    Boutique Hotel
    Map View
    Kennedy School
    Courtesy of McMenamins Kennedy School / Expedia
    McMenamins Kennedy School is housed in a historic elementary school on Portland’s northeast side, making it one of most unique hotel choices in Portland. Some of its 57 guest rooms still maintain their original classroom layouts – with chalkboards, cloakrooms and original telephones. Travelers will find several small bars, a movie theater, a soaking pool, a restaurant, and even a brewery here, all attracting flocks of Portlanders every night.

    Ace Hotel Portland

    Boutique Hotel, Hotel
    Map View
    Making its home in the former Clyde Hotel, Ace Hotel Portland is a highly sought-after boutique hotel centrally located in downtown. The beautiful exterior of the building is enough to draw travelers in, with its cream-colored brick and windows with trendy brown trims. However, the hotel’s progressive amenities, such as a rent-a-bike service and pet-friendly policies, plus facilities like the cozy basement bar, are the real draw for travelers here.

    McMenamins Crystal Hotel

    Hotel
    Map View
    McMenamins Crystal Hotel
    Courtesy of McMenamins Crystal Hotel / Expedia
    McMenamins are nationally known for their creative brand management, and their Crystal Hotel is no exception. Each of the hotel’s 51 guest rooms takes inspiration from a song or performance at the neighboring Crystal Ballroom venue, with colorfully painted panels and headboards. Enjoy a drink in one of the hotel’s four bars and restaurants, and celebrate Portland’s rock’n’roll side.
    These recommendations were updated on November 11, 2020 to keep your travel plans fresh.