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.
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.
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.
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.
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
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.
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.
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.
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.
Culture Trips launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes places and communities so special.
Our immersive trips, led by Local Insiders, are once-in-a-lifetime experiences and an invitation to travel the world with like-minded explorers. Our Travel Experts are on hand to help you make perfect memories. All our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.?>
All our travel guides are curated by the Culture Trip team working in tandem with local experts. From unique experiences to essential tips on how to make the most of your future travels, we’ve got you covered.