14 Cool Boutique Hotels in Portland Oregon

If you are wondering where to stay in Portland that combines local flair with amazing amenities, you’re in the right place. Visitors will find the coolest hotels in Portland ranging from classic chic to retro vibes to artsy corners that are little havens of “Ahhh.”

The hotel scene in Portland, Oregon is a treasure trove of unique finds that perfectly encapsulate the city’s eclectic spirit. Finding a great place to lay your head is an experience as unique as the city itself. I have stayed at most of these hotels, and have certainly stepped inside all of them, if only to admire the ambiance and have a cocktail. In short – they have the Explorer Sue seal of approval!

coolest hotels in portland
Photo courtesy of The Sentinel

I have lived in this city for over two decades and I’ve seen hotels come and go, but these properties have stood the test of time, and for good reason. All of these hotels offer exceptional value at well under $200 per night.

What sets these boutique hotels apart is their incredible ability to tell a story, each one a love letter to its neighborhood, offering guests more than just a place to stay but an experience to take part in. You’ll find properties that pay homage to Portland’s rich history. It’s like Portland itself – a little quirky, undeniably charming, and always ready to surprise you with something wonderfully unexpected.

Looking for things to do while in Portland? Check out my Portland itinerary. Want to experience Portland’s world-renowned food scene? Check out the best places to eat to pair with your amazing Portland stay.  

Disclaimer: The hotel links in this post are affiliate links, meaning at no additional cost to you we make a little bit of money if you click through and book. Thanks for helping to support Explorer Sue!

Without further ado, let’s get to it!

Northwest Portland Hotels

Boutique Hotels in Portland
The retro chic of the Inn at Northrup Station

Inn at Northrup Station

3-Star Retro Chick in Portland’s Nob Hill

Nestled in Portland’s vibrant Northwest district, this hotel guarantees an Instagram-worthy stay. Each suite pops with vivid hues and local artwork, ensuring that your energy levels will remain as high as their color spectrum. Just step outside, and you’ll find yourself among top-notch eateries and boutiques in The Nob Hill neighborhood. The amazing Pearl District is not far away, either. And true to Portland’s top-notch transportation system, the hotel gets bonus points for offering complimentary streetcar passes!

When staying at the Inn at Northrup, the only thing better than their outrageously colorful decor is the location. It is just a few steps away from NW 23rd shops and restaurants, as well as the amazing Pearl District.

I have stayed here a handful of times and I love the smart retro vibe of the décor. All rooms are spacious and include a full kitchenette, with complimentary continental breakfast in the lobby. You can cook your own meals to save a bit of money, but honestly, you are in Portland, one of the foodie capitals of the world, so you may as well indulge!

The Harlow Hotel 

A Hidden Gem in the Pearl District

Boutique Hotels in Portland
The Harlow Hotel photo Courtesy of Booking.com

Tucked away in the artsy quarters of the East End, the Harlow Hotel stands as a beacon of comfort amidst the bustling city vibes. Picture this: you’re just a hop, skip, and jump away from the vibrant culture of local galleries, indie bookstores, and coffee that tastes like a warm hug.

The Harlow Hotel is a lot like that one friend who knows all the hip places; relaxed, refined, and friendly as they come. With an intimate vibe that whispers “stay awhile,” Harlow offers a mix of minimalist chic and antique warmth. Choose from simple yet stylishly decorated rooms including double twin, queen, king, and ADA accessible rooms, each with a courtyard or city view.

And when it comes to amenities, Harlow isn’t just playing the chic card; it’s dealing the whole deck. We’re talking rooms so cozy and inviting, you might just mistake them for a cloud. There’s complimentary high-speed Wi-Fi for all your browsing needs – perfect for planning your next day’s adventure or a Netflix binge in bed. There’s also a 24/7 fitness center, ensuring you get your sweat on, no matter the hour. Oh, and the cherry on top? A café and lounge that feels like home, making every meal a chance to mingle with fellow travelers or whip up your own gourmet feast.

The Society Hotel

Local Charm in the Heart of Town

Cool Hotels in Portland
Photo Courtesy of The Society Hotel Portland

Nestled in the heart of the vibrant city center, the Society is a boutique hotel that also caters to the budget traveler. Choose from standard rooms with shared bath, en suite rooms, hostel-style bunk rooms, even dog-friendly suites, all with modern minimalist décor. With its prime location, you’re never more than a stone’s throw away from the city’s exhilarating sights and sounds – from bustling marketplaces to serene parks, it’s all within easy reach.

An ode to the convivial spirit of travel, this place is as sociable as it’s sophisticated. A café that doubles as a workspace? Check. A slice of local life at arm’s reach? Double-check. They even have a great rooftop space for rental, perfect for mingling with your besties.

And when it’s time to get down to business or pen those postcards home, the café-cum-workspace provides a chic, comfortable setting with high-speed Wi-Fi to keep you connected. The Society Hotel truly is a harmonious blend of leisure, productivity, and immersive local experiences.

Downtown Portland Hotels

Hotel DeLuxe

A Taste of Old Hollywood Glamour

boutique hotels in portland
The lobby of the Hotel DeLuxe

If you’ve got a thing for old-school glam, then Hotel DeLuxe is your ticket to the golden age of cinema with a Portland twist. With interiors paying homage to classic Hollywood elegance, staying here feels like a swanky step back in time. Located just a short walk from the Pearl District, you can experience the city’s art scene by day and retreat to your personal ’40s film set by night.

Step into the Driftwood Room, the gem of Hotel DeLuxe, and you’re not just stepping into any old bar – you’re dipping your toes into a pool of history with a cocktail in hand. In fact, this is the main reason I like to stay here; they serve fantastic cocktails in a low-light intimate space that exudes atmosphere. It’s like your coolest friend’s living room, if your friend was a 1940s Hollywood star.

The cocktail menu? Oh, it’s a throwback masterpiece with a modern twist. Think classics like the Sidecar and the Manhattan, but with a playful, Portland edge. The bartenders here are more like liquid chefs, mixing up concoctions with names as intriguing as their ingredients.

Upstairs, your room is stylish and modern with a twist that preserves the classic Old Portland architecture. The bathrooms are small, but that’s how they built them back in the day. Large windows let in plenty of natural light, waking you up gently.

The Dossier Hotel

Classic Portland 4-star Elegance

Boutique Hotels in Portland Oregon
The Dossier Hotel photo Courtesy of Booking.com

The rooms at The Dossier are a quiet sanctuary amidst the downtown bustle and all about understated elegance. After a day of exploring, rest those feet on plush bedding or retreat to a relaxing bath. Their “Well+Fit” kits cater to the active traveler; think in-room yoga setups with mats and all. But my personal favorite? A Nespresso coffee machine in the room. Here, my morning addiction is satisfied.

Indulge in a nightcap at Bar Alder where you can pair your drink of choice with a wonderful selection of small bites. Or get a group together for an elegant meal in the hotel’s private dining room. Then work it all off in their 24-hour fitness center.

McMenamins Crystal Hotel

Live Like a Local Rock Star

cool hotels in portland oregon
The Sleater-Kinney room at the Crystal Hotel

A rock ‘n’ roll pilgrimage awaits at McMenamins Crystal Hotel. Just steps from the legendary Crystal Ballroom, this is the perfect home base for exploring the city. True to McMenamins’ spirit, the hotel flaunts historic charm and trippy, music-themed decor. Also, don’t forget to take the plunge in the saltwater soaking pool – relaxation after the encore is essential.

Each room at the McMenamins Crystal Hotel is a backstage pass into a world where every wall tells a story, every piece of furniture plays a tune, and sleeping isn’t just resting—it’s an immersive musical experience. Forget cookie-cutter hotel rooms; here, each space is uniquely designed, featuring artwork and themes inspired by songs, performances, and legends that have graced the Crystal Ballroom’s stage.

From the “Jimi Hendrix Suite” with its psychedelic vibes to the “Heartbreaker Room” echoing tales of love songs and ballads, you’re not just checking in—you’re celebrating what makes Portland unique. We stayed in the spacious “Slater-Kinney” corner room and it was the perfect ending to a night filled with great food, drinks, and live music.

Mosey on down to the Zeus Café on the first floor of the hotel. Whether you’re craving a breakfast fit for Olympus or a dinner that Zeus himself would envy, this place has got you covered. Imagine sipping on expertly brewed coffee as you dig into dishes that twist local ingredients into mouthwatering marvels. And the vibe? It’s as laid-back as a lazy Sunday morning, with a side of Portland’s signature cool.

The Sentinel

4-Star Historic Sophistication

coolest hotels in portland
Sentinel Hotel photo Courtesy of Booking.com

Tucked away in the vibrant heart of downtown, The Sentinel is more than just a place to stay; it’s your gateway to experiencing the beat of the city firsthand. An architectural gem that’s been keeping watch over the city with eternal grace, The Sentinel offers luxury with a historic heartbeat. This is grandeur without the stiffness, like wearing a ball gown with sneakers.

The rooms shout elegance from the rooftops with premium bedding featuring luxury linens that ensure your sleep is sublime. Business travelers are well treated with access to the “Room at the End of the Hall” offering meeting spaces, and a casual lounge area offering non-alcoholic drinks and snacks.

The state-of-the-art fitness center is outfitted with everything you need to keep your workout routine on track. The Well+Fit amenity makes sure you stay active away from home. Pet lovers will be delighted to know that they get their own brand of luxury with a pet bed and tasty treat upon check-in.

Hotel Lucia

Where Portland’s Trendy and Quirky Collide

coolest hotels in portland
Photo Courtesy of Hotel Lucia

Nestled in the heartbeat of downtown Portland, Hotel Lucia stands like a beacon for travelers and art lovers alike. You’re just a stone’s throw away from the vibrant Pioneer Square and the bustling shops of the Pearl District. It’s the kind of spot where adventure whispers in the air, inviting you to explore the very best of what the city has to offer.

Walking into the Hotel Lucia, you’ll feel the buzz – literally. It’s not just the impressive display of vintage cameras lining one wall but the air itself, charged with inspiration. It’s as if they took Portland’s creative energy and turned it into a stay you’ll photograph in your memory. Be sure to partake of the nightly craft beer offering from 6 – 9 PM after you check in. Or go quintessential Portland and take advantage of their complimentary bike rental.

When you’re done adventuring, Hotel Lucia has all the creature comforts to pamper you. Sink into the signature plush bedding, refresh in a room with a sleek, modern design, and stay connected with lightning-fast Wi-Fi. Fitness buffs delight in a state-of-the-art gym, and while there is no on-site restaurant, guests can indulge in room service provided by the Italian eatery next door.

The Hotel Zags

4-Star Relaxation Portland Style

best boutique hotels in portland
Photo Couresty of The Hotel Zags

Nestled in the heart of the city’s bustling metropolis, Hotel Zags Portland makes its home where the urban jungle meets the serene landscapes of the Pacific Northwest. A stone’s throw from the waterfront and a hop away from the city’s most iconic parks, the location is primo for those wanting to soak up all that Portland has to offer.

Inside, you’ll find a wonderland of amenities waiting to pamper you. The rooms? It’s where spacious yet cozy meets chic with a splash of Portland flair. Hungry after your adventures? The on-site restaurant has dishes that’ll tantalize your taste buds and satisfy the robust appetite. And for those who like a serene spot to chill or work, the tranquil garden courtyard is your personal oasis.

What I love about the Zags is their complimentary gear rentals, including bikes and cameras, that practically insist you get out and explore.

The Woodlark Hotel

Where Class Meets the Outdoors

coolest hotels in portland
The Woodlark photo courtesy of Booking.com

Tucked away in the downtown heartland just across from The Dossier, here the whispers of the city blend with the sigh of the trees, the Woodlark sits proudly. It’s not just any spot—it’s THE spot! Step outside and you’re at the epicenter of Portland’s pulse, with the bustling streets lined with cafes, galleries, and boutiques that invite exploration.

Now, back inside; Woodlark’s amenities? They’re the cherry on top. The rooms are small but insanely stylish and a haven of comfort; marrying sleek design with a touch of the wilderness to remind you of the great outdoors.

Start your day at Good Coffee and a pastry right in the lobby. Later on, Bullard Tavern offers a dining experience that is nothing short of a culinary adventure, spotlighting the richness of local flavors using fresh produce. And for those moments when you need to unwind, Abigail Hall promises craft cocktails in an intimate setting.

Ace Hotel

3-Star Unconventional Cool

Boutique Hotels in Portland
The Ace Hotel courtesy of Booking.com

With a penchant for the hipster crowd, The Ace hotel scores top marks for minimalist design with maximum comfort. Its downtown location is perfect for the wanderlust-stricken, eager to guzzle down Portland’s quirky charm.

Something really cool is that many rooms offer a record player – something that is just quintessentially Portland and great for relaxing with some music in a unique way. And when you’re done exploring, the lobby’s photo booth promises cheeky snapshots. Because, memories, people!

East Side Portland Hotels

Jupiter and Jupiter NEXT Hotels

Portland Party Hotels

Step into the 3-start Jupiter Hotel and dial into Portland’s alternative scene. The chilled-out, ultra-mod vibe here matches East Burnside’s eclectic heartbeat. Rock and roll plays a background track to your stay while the art installations make sure your cultural cravings aren’t left unchecked. The Doug Fir Lounge is right next door for your late-night food and live music fix.

coolest hotels in portland
Photo courtesy of Jupiter NEXT

Right next door to its funkadelic sibling, the slightly more upscale 4-start Jupiter NEXT is a newer property that takes the Portland experience a notch higher. Imagine sleek, sophisticated rooms that whisper “future” but shout comfort. With floor-to-ceiling windows offering views that’ll make your Instagram pop, this place is a visual feast. It’s the kind of spot where innovation sleeps over, and every corner promises a new story.

Tiny Digs Hotel

Live the Tiny Rural Life in an Urban Setting

Ever wanted to live like a posh gnome? Then the family-owned Tiny Digs Hotel takes stylish sustainability to a new level. Choose from a dozen themed tiny houses that take the cake for a Portland-style stay, each with its own quirky personality. Located in the happening Kerns neighborhood, you’ll quickly realize that size isn’t everything.

I personally adore staying in a tiny house, and these little gems offer a taste of the outdoors, something that is completely unique in an urban setting. It’s like your own little oasis in the big city. A summer stay here is particularly wonderful, with occasional live music in the evenings and a communal gathering spot with fire pits.

The location is superb – you literally have your pick of nearly 50 restaurants, bars, and breweries within a 10-minute walk. How’s that for a home base for your Portland explorations?

Tiny Digs doesn’t just score big points for its cuteness overload; it’s also jam-packed with amenities that’ll make your mini getaway as comfy as it is memorable. Think snug beds, compact kitchens for midnight snacks, and Wi-Fi faster than your mood shifts on vacation. Who knew going small could feel so grand?

The Kex Hotel

Exudes 3-Star European Charm

coolest hotels in portland
The Kex Portland photo courtesy of Booking.com

If a hotel and a hip Icelandic hostel had a love child, it’d look a lot like The Kex. It’s the cool international cousin with stories to tell, design to awe, and a communal kitchen that churns out more than just meals – it churns out friendships. The best part? A social bar where the beer flows as generously as the conversation.

Located on Portland’s central east side, you are in close proximity to some of the city’s best bars and restaurants. And, it is just a short drive or bus ride away from downtown Portland across the river.

In case you haven’t already guessed, this property boasts European style with hostel options. The only other property of its kind is, in fact, in Reykjavik, Iceland. The hostel-style rooms accommodate up to 6 people, and for those who are social by day but love their privacy at night, en suite private rooms and rooms with shared bathroom are available.

While I’m not particularly keen on hostel set ups, what impresses me about the Kex are the inviting common spaces. A restaurant, library, and secret courtyard complete the well-rounded set up of this hotel.

And there you have it! A pillow-filled pallet of Portland perfection. Whichever hotel tickles your fancy, know that you are in for more than just a place to stash your suitcase. Each one of these beauties is a slice of Portland’s soul, served up fresh just for you.

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