The Best Hotels to Book in Portland, Oregon

Book a stay at a historic hotel or a newly-renovated boutique spot and discover Portland
Book a stay at a historic hotel or a newly-renovated boutique spot and discover Portland | © Peter Bucks / Unsplash
Benjamin M. Smith

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, accommodation in Portland caters to just about everyone. Discover our guide to the best hotels Portland has to offer.

1. The Heathman Hotel

Hotel

A modern and cosy twin room decorated in white and blue at The Heathman Hotel in Portland.
Courtesy of 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.

2. Jupiter Hotel

Boutique Hotel

Leafy and light-filled dining terrace at the Jupiter Hotel in Portland.
Courtesy of Jupiter Hotel / Expedia
A renovated motor inn turned boutique hotel in the heart of Portland, the Jupiter Hotel is a cornerstone of the city’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.

3. Kimpton Hotel Vintage Portland

Hotel

The stylish restaurant at Hotel Vintage in Portland with decorative painted plates mounted on a gray wall.
Courtesy of Kimpton Hotel Vintage Portland / 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.

4. The Sentinel Hotel

Hotel

The warm and stylish wine lounge at Sentinel Hotel in Portland.
Courtesy of 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.

5. The Benson Portland, Curio Collection by Hilton

Hotel

The elegant white exterior of The Benson Hotel in Portland.
Courtesy of The Benson, a Coast Hotel / Expedia
The luxurious, continental ambiance of the Benson Hotel has attracted influential travelers since its construction in 1913. A routine contender for the title of the 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.

6. Hotel deLuxe

Hotel

The dimly-lit and stylishly decorated bar at Hotel deLuxe in Portland.
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.

7. Ace Hotel Portland

Boutique Hotel, Hotel

A unique bedroom at Ace Hotel Portland with a desk propped up by a case, and a flag reading Marlon Brando Enjoys Being Mysterious
Courtesy of Ace Hotel Portland / Booking.com
Making its home in the former Clyde Hotel, Ace Hotel Portland is a highly sought-after boutique hotel centrally located 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.

8. McMenamins Crystal Hotel

Hotel

A stylish and bright red bedroom at McMenamins Crystal Hotel with a unique painted bed headboard and a quote on the wall
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.

Looking for more accommodation in Portland? From cheap stays for those traveling on a shoestring to luxury hotels for those looking to indulge, no matter what your plans are, we’ve got you covered. Explore the City of Roses in style at one of Portland’s best boutique hotels, make a splash at a top-rated hotel with a pool, or relax and unwind at one of these serene stays with hot tubs and jacuzzis galore — all bookable with Culture Trip. If you’re wanting to be more adventurous, discover our guide to the best camping spots in Portland.

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