Referred to lovingly as both the “City of Roses” and the “Bridge City”, Portland has a lot of both. Sandwiched between the Willamette and Columbia Rivers, visitors will love the waterfront views of historic bridges while wandering along the well-maintained riverwalk. And when you’ve had your fill of city life, head to Washington Park, right outside of the city center where the International Rose Test Garden has hundreds of rose varietals on display.
The food and beer scene in Portland is second-to-none. While the food cart phenomenon didn’t actually originate in Portland, the sheer volume of street food vendors will likely have you believing that it did. Serving up culinary staples as well as bazaar combinations, you can find anything and everything being hawked out of truck-turned-kitchens in downtown Portland.
You’ll also find that Portlanders are snobs when it comes to coffee, donuts, and ice cream as the city prides itself in being innovative in all three delicacies. Be sure you try all of the delicious treats that Portland has to offer and enjoy your trip to this unique city!
If you’re wondering where to stay in Portland, Oregon then read on for our top 12 cool boutique hotels and unique stays in the Rose City!
If you’re planning a trip to Portland make sure you check out our other popular posts:
- A Guide to Portland’s Best Neighborhoods
- The Best 75 Things to do in Portland
- 56 Weird Things to do in Portland
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The 12 Coolest Boutique Hotels in Portland, Oregon
Located on the East Side of Portland near hip music venues and funky bars is a hotel that’s just about as uniquely “Portland” as you can get – the Jupiter Hotel. It was once a two-story motor lodge but was renovated in 2004 and the parking lot turned into courtyard space which is perfect for hanging out and meeting new people.
Many of the 81 rooms are on the smaller side, but are totally unique with colorful murals on the walls, chalkboard doors, and shag pillows.
Often referred to as a “party hotel” due to it’s close proximity to Doug Fir, a popular music venue and bar, it’s probably not recommended if you are looking for a relaxing hotel experience. But if you want to see a show and hang out with new friends until wee hours of the morning it’s one of the coolest places to stay in Portland.
Want to get more shut-eye? Then be sure to request a “quiet room” on the backside of the Jupiter Hotel.
If you’re looking for more upscale accommodations during your stay in Portland, check out the adjacent hotel, Jupiter NEXT. It contains the same vibrancy and creativity as the original, but with a focus on luxury. You’ll love the modern decor, peaceful patios, and beautiful views of the city.
Located right in the heart of downtown Portland (and right in the heart of some of the best shopping) is the quintessential city center luxury Portland hotel – The Nines Hotel.
Native Portlanders remember this location on SW Morrison as being Meier & Frank, the premier department store in Portland. Shoppers would often “dress to the nines” to visit the store as it was considered a place to see and be seen. But the department store went out of business and in 2005 this iconic Portland building was transformed into The Nines.
Guests are treated like royalty in this lavishly decorated hotel with an old-school glamorous vibe. The large, comfortable suites are arranged around the seven-story light-filled atrium. Guests will love the lobby seating areas, the delectable upscale steakhouse, and the views from the popular after-work-watering-hole rooftop lounge.
The Nines also offers a state-of-the-art fitness center, a stocked library, a pet-friendly policy, and the building is LEED Silver Certified. It’s the perfect unique place to stay in Portland if you also want to be pampered during your trip!
3. Hotel Lucia
Centrally located in Downtown Portland, just a few blocks from the waterfront, Hotel Lucia is a stunning hotel boasting an impressive photography collection. Contemporary decor and plenty of artwork fill this beautiful 1909 building that is on the National Register of Historic Places.
What really makes this hotel so classically “Portland” is their list of amenities available for guests: borrow one of their Shinola bicycles to cruise around the city, order a pint of the famous Salt & Straw ice cream directly to your room, or pick a treat for your pup from their pet-friendly room service menu.
You can also choose from a range of specialty pillow types to find the one that’s just right. How much more unique can you get?
4. Hotel Rose
You can’t get any closer to Portland’s spectacular downtown waterfront – unless you’re sleeping on a houseboat – than at the Hotel Rose. Both the interior and the exterior of this cool hotel are vibrantly colored and the rooms are large and comfortable. Bring your pup, borrow a beach cruiser, and “sleep naked” with their Naked Experience.
Guests will love spending evenings hanging out by the fire at Bottle + Kitchen. This delicious restaurant with comfy, modern seating offers Kick-Ass Cocktails and Big-Ass Desserts. It’s the perfect place to relax and unwind after a day spent exploring the Rose City.
Located in Portland’s historic, up-and-coming Old Town Chinatown neighborhood, The Society Hotel offers the perfect venue for socializing with other travelers. Catering to all budgets, visitors can choose to stay in a shared room, share just a bathroom, or opt for a private suite. Regardless of your choice, this hip Portland hotel specializes in affordable luxury.
Clean, modestly decorated rooms and a lively rooftop bar make this the perfect place to make a few new connections over a delicious coffee or beer. You won’t want to leave this unique little spot right in the center of the city!
If you like history, fantasy, and ghost stories, then you’ll love a stay at The Heathman Hotel. This unique Portland landmark was built in the late 1920s and underwent a 16 million dollar renovation in 1984. The Heathman gained national notoriety when it was featured as a rendezvous spot in the Fifty Shades of Grey series.
There are also ghost stories surrounding this historic hotel. Rooms ending in “03” see the most paranormal activity as it is rumored that a guest once jumped or fell from a window in this row of rooms. Guests have reportedly awoken to someone standing at the foot of their bed or the sensation that someone has crawled into bed next to them. Others have found items in their rooms moved around even though there was no recorded activity by staff or anyone else!
But aside from the international fame and the spirits lurking inside, The Heathman Hotel takes luxury to a whole new level. As you approach the entrance you’ll be greeted by a traditional Beefeater doorman and step into the beautiful Tea Court lobby. The hotel decor is classic and elegant and guests will love the attentive and professional staff.
The Heathman also boasts one of the largest autographed libraries in the world with a collection of over 2,700 books signed by the authors, many of whom were guests of the hotel. The Heathman is definitely one of the coolest places to stay in Portland, Oregon!
7. Hotel deLuxe
Where old Hollywood glamour meets modern-day amenities, Hotel deLuxe strikes the perfect balance. Not only are the walls decorated with a curated collection of film shots from the 30s, 40s, and 50s, but they also offer free movie screenings twice a month in the plush, private screening room. The furnishings are elegant and classic, the lighting dim, and you’ll feel like you are a celebrity escaping the limelight in a posh getaway.
Offering classic “Portland” amenities like Salt & Straw ice cream room service, access to a collection of bicycles, and an iconic lounge, the Hotel deLuxe takes it a step further. You can enjoy a traditional tea service on Thursday through Sunday afternoons with yummy snacks and custom-blended teas. You can also choose to upgrade your tea service and bring your pup along.
This cool Portland hotel also offers guests tastings from local food vendors, breweries, wineries, distilleries, and coffee roasters every Wednesday evening.
Can you imagine catching your child falling asleep in class or enjoying an ice-cold beer while in detention? Of course not! But if you can imagine yourself doing those things, you’ll love spending a few nights in a historic elementary school in NE Portland – Kennedy School Hotel. Opened in 1915, this school was abandoned and then renovated into a beloved hotspot in Portland.
Sleep in one of the 57 guestrooms, some of which were once actual classrooms and still have original chalkboards! Not only is this a unique treat for out-of-towners, but local Portlanders love to visit the hot soaking pool, the quaint but lively bars, and the in-house (well, in-school) movie theater.
Wander down the hallways of the Kennedy School Hotel to check out the unique artwork and wall murals, as well as the various things that were meant for very little people (just try to take a sip from the water fountain). It’s very uniquely Portland and a very cool hotel to choose for your trip!
Located across the river from downtown, the Kennedy School is right near the funky and eclectic Alberta Street where you’ll find delicious restaurants and cute boutiques. The street even has a strange street festival on the last Thursday of every month which is worth a visit just for the people watching alone.
Speaking of the Alberta Street neighborhood, you’ll find possibly the most unique hotel in all of Portland here – Caravan The Tiny House Hotel. Tiny houses are all the rage right now and if you want to know what it’s like to share 120-170 square feet with your loved ones, this is the place to give it a try.
Custom-built by local builders, each of these 6 tiny homes offers a flushing toilet, hot shower, heat, a kitchen, a comfortable bed, and a small sitting area. And fun, funky decor adds to the unique charm of each.
The tiny homes form a circle around a central courtyard with a fire pit and plenty of chairs for hanging out. In the summertime there are weekly concerts held in the courtyard and year-round guests can help themselves to all-you-can-eat s’mores!
10. Ace Hotel
It doesn’t really get more “Portland hipster” than the Ace Hotel. Vintage furniture, in-room turntables, a classic photo booth, and local artwork will have anyone over the age of 30 feeling not quite hip enough to be here.
Millennials of all budget ranges can book small rooms with shared bathrooms, superior suites with clawfoot tubs, and everything in-between.
You will love grooving to LPs while lounging in your room, sipping organic coffee, and mingling with the young and hip Portland locals in the comfortable public areas.
So if you’re wondering where to stay in Portland, look no further than the Ace Hotel!
If you are looking for a sleek, modern, and unique hotel in Portland, then the Hi-Lo, Autograph Collection is a great choice! Centrally located in the heart of Downtown, and conveniently close to Voodoo Doughnuts (or inconveniently close if you’re watching your weight!), this Portland hotel is a great choice for your vacation home base.
As soon as you walk through the front door you’ll be in awe of the beautiful, lush furniture in lush textures and unique shapes. It’s the perfect hotel to snap the perfect Instagram photo! And when you’re not posing for photos around the property, you can enjoy the fitness center, the yummy Mexican restaurant, or the swanky bar.
You’ll love your huge private bathroom with radiant heated floors and designer toiletries. And the bathtub will feel amazing after a long day spent exploring all the things to do in Portland. Rooms at the Hi-Lo are incredibly comfortable with modern decor and super plush bedding.
And the Hi-Lo, Autograph Collection is even pet-friendly if you want to bring your pooch on your vacation!
The Sentinel, a Provenance Hotel is well known in Portland not only for being a gorgeous and totally unique hotel but also for their onsite dining options. Jake’s Grill is one of the most popular restaurants in Portland (be sure you check out their happy hour) and Jackknife is their swanky bar.
You’ll be within walking distance to all the popular sites in Downtown Portland, as well as the nearby Pearl and NW 23rd neighborhoods.
Guestrooms at the Sentinel are huge with comfortable pillow-top mattresses and plush linens and even a pillow menu! And if you want to work on your fitness while vacationing in Portland, you’ll love their signature Well & Fit Kit which includes a yoga mat, resistance bands, weights, a core ball, and a tablet with fitness videos already loaded.
This beautifully renovated hotel is in an old historic building and a stay here will certainly be a highlight of your trip to Portland.
Portland Travel Basics
What to Eat, See, and Do in Portland
Transportation in Portland
Downtown Portland is far more bike and pedestrian friendly than it is car friendly. So ditch the four wheels and borrow a bicycle from your hotel or do a walking tour of the city. It’s pretty compact and easy to navigate. If walking and bicycling isn’t your thing, try these convenient methods of transportation:
- The light rail service in Portland is called MAX. It’s always on time and avoids traffic but be sure to purchase a ticket prior to boarding.
- Uber and Lyft are both in Portland! Download the apps and avoid the hassle of taxis.
What to Pack for Portland
Want more tips on things to see and do in and around Portland? Check out our favorite guides!