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High 15 Cool And Uncommon Resorts In Portland

High 15 Cool And Uncommon Resorts In Portland

Portland sits close to the breathtaking Oregon coast and completely captures the Pacific Northwest’s artistic, indie spirit. After I lived right here for a 12 months, I frolicked exploring its enormous vary of characterful lodging, from quirky boutique inns to smooth and fashionable, listed below are my favorites…

1. McMenamins Kennedy College

High 15 Cool And Uncommon Resorts In Portland

I used to be fully charmed by this distinctive boutique resort, which brilliantly reworked a historic 1915 elementary faculty nestled in lush inexperienced gardens into a really one-of-a-kind keep! 

Inside, I discovered an eclectic mixture of schoolhouse attraction and kooky inventive touches – I noticed classic cloakrooms, iron candelabras, old style indicators, and black-and-white class pictures.

It felt bohemian and artsy in one of the simplest ways – relaxed, artistic, and fully unpretentious. My classroom-turned-guestroom featured vintage-style furnishings, parquet flooring, free WiFi, and air-con. I notably beloved the way it contained a authentic blackboard and classic picket faculty desk!

I sipped on a ‘Ruby Ale’ at their Concordia Brewery, watched The Goonies of their non-public movie show, soaked within the basement plunge pool, dined within the funky restaurant, browsed the lovable reward store, listened to a reside indie band within the previous fitness center, and explored its many themed bars – the entire place was a (classic) vibe!

I additionally actually loved being based mostly within the hip Alberta Arts District, I used to be surrounded by craft breweries, artwork galleries, indie outlets, and many quirky eateries.

My favourite highlights… 

Sipping on a smoky Cherry Bourbon Previous Common of their Honors Bar which was a comfy, quiet retreat lined with educational trophies and classic book-filled cabinets! 

2. Jupiter Resort

A retro hotel in Portland

Jupiter Hotel in Portland

Jupiter Hotel Restaurant

I discovered it onerous to not fall for this creatively restored mid‑Twentieth-century motor lodge! I actually admired the way it’s cleverly mixed edgy Portland spirit with daring artwork, reside music, and a retro-motel vibe that had been reinvented right into a hip social hub!

I beloved its retro-modern decor, which featured pop-art murals, industrial-chic touches and mid-century fashionable furnishings – it felt edgy, artsy, and social. 

 

My funky blue and white Headliner King Room featured eco-friendly facilities, funky wall murals, a flat-screen TV and Wi-Fi. I notably beloved the Intsa-worthy chalkboard the place I chalked my very own message! 

I additionally watched a reside rock band whereas sipping on craft cocktails and beer of their adjoining Doug Fir Lounge, dined on American eats of their upstairs eatery – I beloved that that they had loads of vegan and gluten-free choices. I additionally gazed at artwork of their 24-hour gallery and relaxed round a fireplace pit of their modern courtyard.

Funky Burnside Road was additionally the proper neighborhood for me – I discovered myself very close to indie boutiques, meals vehicles, reside music venues, and a number of the metropolis’s coolest nightlife.

My highlights… 

Watching elegant calligraphy tattoos come to life throughout Evan ESK Wilson’s seminar on the Void Tattoo Fest, hosted as a part of their First Friday Artist Reception.

3. McMenamins Crystal 

McMenamins Crystal Portland

McMenamins Crystal Hotel Luxurious Pool l Global Grasshopper – travel inspiration for the road less travelled

My photo of Portland street art taken 2025
My photograph of the encircling downtown space

I found this resort positioned in a historic pink brick exterior constructing which dated again to 1911. Inside, I used to be completely received over by the eclectic and really nostalgic wanting music-themed decor which featured wealthy wooden antique-style furnishings, funky art work, hand-painted murals, cast-iron candelabras, old style indicators and even colourful stained glass home windows. I believed the vibe was simply so distinctive – it felt bohemian and whimsically inventive with a lot of playfulness thrown in!

The workers instructed me that every of the 51 rooms had been influenced by one of many standout exhibits on the Crystal Ballroom throughout the highway – from Blondie to The Flaming Lips (I beloved this a lot)! My visitor room was music-themed and got here with its signature vintage-chic fashion furnishings, funky fringed lamps and cushions, a hand-painted head board and natural eco-friendly toiletries. 

It was positioned within the buzzy West Finish a part of Downtown so I close to lot of hip bars and eating places, the well-known Powell’s Books, the Pearl District, and Jimmy Mak’s Jazz Membership was additionally close by.

Earlier than leaving, I watched reside music and a humorous comedy present on the Crystal Ballroom, drank craft beer and hand-mixed cocktails on the themed bars, checked out the 2 on-site eating places which served up Northwest delicacies, took a dip within the illuminated basement saltwater soaking pool and checked out the onsite artwork gallery which was music-themed, in fact!

My favourite highlights… 

Eating on hazelnut-topped butternut squash ravioli washed down with a potent Three Rocks Spiced Rum of their eclectically-decorated onsite Hal’s Café!

4. Sentinel Resort 

Sentinel Hotel in Portland l Global Grasshopper – travel inspiration for the road less travelled

Sentinel Hotel Patio

I arrived at a grand and spectacular early Twentieth-century constructing with had an ornate brick facade after which I stepped inside and located a mixture of basic class and an elegant modern fashion – I noticed a grand staircase, plush furnishings, excessive ceilings full with spectacular chandeliers, black and white prints of intellects, worn leather-based sofas, Twentieth-century native artwork, and many books! 

It felt subtle and opulent however not a lot it felt intimidating, I nonetheless felt very welcomed! My visitor room was equally as spectacular and had boutique-style fashion decor, a pet-friendly coverage, a well-stocked minibar, a flat-screen TV, luxurious linens, and a cute pillow and speaker menu.

I used to be positioned in central downtown close to a streetcar cease and inside strolling distance of Powell’s Bookstore, the Portland Artwork Museum and buzzing eating places and nightlife.

I additionally beloved the key hidden wood-paneled library, the every day natural breakfast which got here with a lot of veggie choices, the fashionable health middle, the on-site Starbucks cafe, the basic American fare at Jake’s Grill and the craft-cocktails on the trendy Jackknife Bar.

My favourite highlights…

I beloved the superior Nicely & Match equipment in my visitor room which got here with a helpful yoga mat, skipping rope, and even a pill which got here pre-loaded with enjoyable health movies! 
Eating on the aromatic honey at breakfast which was produced by the bees dwelling within the beehives on the resort rooftop, I believed this was such a cute contact!

5. Moxy Downtown 

Moxy Downtown in Portland

Moxy Downtown Portland

I discovered this place positioned in a smooth black high-rise constructing adorned with pink neon lights. Inside I found a tech-savy and stylish industrial-chic world with modular seating, lashings of concrete and metals and and quirky particulars equivalent to classic cameras, bicycles mounted on partitions, vinyl document gamers and graffiti-style murals.

To me, it felt like a cool city retreat with a playful and enjoyable vibe and a youthful buzzy power. My visitor room that featured a lightweight, modern design, picket flooring, a big comfy mattress, retro-chic furnishings, fashionable artwork prints and funky slogan cushions. 

I believed its central downtown location was very good and I discovered myself proper on the doorstep of superior native nightlife, wonderful buying, eating, and many cultural points of interest.

I additionally made full use out of their 4 onsite eating places which gave me a selection of sushi to basic American dishes, the sociable bar and communal hang around areas, and the 24/7 fashionable health middle.

My private highlights… 

Consuming a lone birch chardonnay accompanied by a lot of truffle popcorn whereas chatting to different visitors within the funky onsite bar.

6. Resort Classic 

Vintage Hotel in Portland

Vintage Hotel Portland

I discovered a basic, early Twentieth-century brick facade with massive, arched home windows and inside I discovered an enormous, placing foyer with an extended spiral staircase, artwork sculptures, colourful slogan pillows, and chandeliers formed like bunches of grapes!

I stayed in a loft-style visitor room with a flat-screen cable TV, a mini-fridge, plush bathrobes, metropolis views, and a helpful yoga mat! 

I found it in downtown Southwest, close to Windfall Park and the Pearl District. It was an 11-minute stroll from the Portland Artwork Museum. The resort was additionally on the middle of quite a lot of leisure motion. 

The Pazzo restaurant served up a buffet breakfast, native wines, and Italian delicacies. The Bacchus Bar, positioned on-site, served craft beers and wines, and I beloved the enjoyable old-school arcade video games and the pool desk.

I additionally discovered a contemporary 24-hour health middle, a pet-friendly coverage (and some cute pooches!), a wonderful restaurant serving up a mixture of international and American delicacies and sociable wine tasting periods in its lounge room bar.

My highlights… 

I beloved their elevated variations of basic breakfast dishes – I opted for the Farmhouse Hash which got here with pink potatoes, spinach, cherry tomatoes and the distinctive addition of brussels sprouts!

7. Duniway Resort

Duniway hotel Portland

Duniway Hotel Portland

Billed as the town’s latest way of life resort, I believed the general design was trendy and stylish with an upscale really feel. I noticed stylish modern furnishings, unique rugs, lashings inexperienced crops, and artwork prints adorning the partitions.

I stayed in a spacious visitor room with featured fashionable boutique fashion decor, free WiFi, high-thread-count linens, a visible doorbell, wonderful metropolis views, and an espresso machine. 

It was positioned within the Central Enterprise District so I used to be inside strolling distance of impartial outlets, bars, and eating places. The Portland Artwork Museum, the Arlene Schnitzer Live performance Corridor, and MAX Gentle Rail had been close by.

It additionally featured an onsite restaurant overseen by movie star chef Chris Cosentino, an onsite eatery and bar, an indoor swimming pool, a contemporary fitness center, and a furnished terrace that frequently hosted reside music and yoga lessons (which I beloved)!

My private highlights… 

Enjoyable within the Mayrose bar with a Scotch-based Raspberry Lynchburg cocktail and truffle fries at comfortable hour.

8. Ace Resort

My photo of Ace hotel lobby in Portland taken February 2024
My photograph of Ace resort foyer in Portland – the styling right here very hip!

Ace Hotel in Portland Bedroom

I used to be an enormous fan of this funky mid-range lodging possibility that doubled as a neighborhood hipster hangout. It was housed in a historic constructing within the funky West Finish neighborhood which was full of nice nightlife, vibey bars, wonderful eating places, and fabulous impartial boutiques. 

The general look was very hip and artistic, with darkish wooden and colourful retro-styled furnishings. There was a cool communal vibe in regards to the place and I simply bought casually chatting with fairly a number of visitors.

My visitor room, which was adorned by native artists, had darkish picket flooring, an uncovered brick wall accent wall, and quirky options equivalent to a vinyl document participant. Some rooms have shared bogs, however all got here with free WiFi, minibars, and flat-screen TVs.

I dined on home-cooked regionally sourced meals, a continental breakfast, and an unlimited vary of alcoholic drinks within the cozy Clyde Widespread restaurant and bar overseen by Chef Carlo Lamagna, who provided a various vary of modern menu selections.

Different stand out options included the bespoke handmade bike which was created for the resort by artist Jordon Hufnagel and the foyer bar the place I performed a vinyl document and messed round within the classic photograph sales space. 

My private highlights… 

Discovering the stylish Pacific Normal bar which was simply across the nook and arrange by well-known bartender Jeffrey Morgenthaler – I beloved the darkish wooden guide cabinets and their espresso cocktails, particularly their Expresso Martinis!

9. Jupiter Subsequent 

Jupiter Next Hotel in Portland

Jupiter Next Hotel Portland Bedroom

That is the brand new sister resort of the Jupiter Resort, however I discovered it was an formally higher-graded resort. It had been designed by fashionable Works Progress Structure, and the resort had wonderful views of the town and the West Hills. The design was fashionable industrial-chic, with a concrete-and-steel staircase (a design piece by Laura Sol), a concrete hearth pit, and many black and glass.

My room had a city-inspired headboard, massive home windows, fashionable artwork, a glass rest room, a signature knit throw from Search & Swoon, a voice-activated in-room concierge, high-speed Wi-Fi, and a big flat-screen TV. 

It was positioned on Eastside Burnside Road so I discovered a lot of impartial boutiques and reside music venues on my doorstep, close to Voodoo Donuts and Revolution Corridor. 

The resort additionally had area to work, calm down, and socialize and I used to be particularly keen on the tropical-themed onsite restaurant and bar which served American delicacies, a tasty buffet breakfast, and handcrafted cocktails and even changed into a disco within the evenings. There was additionally an open-air lounge on the fifth flooring which had superior metropolis views.

My private highlights… 

I actually favored the little particulars particularly the “Native Hookups” key-card program which had superior reductions for native points of interest and eating places the neighborhood and the enjoyable digital concierge gadget which was named Roxy! 

10. Hoxton Resort

Hoxton Hotel in Portland Bar

Hoxton Hotel Portland Restaurant

I discovered this boutique resort housed in a restored 1906 constructing, and inside it featured modernist furnishings, quirky ornaments, a pastel coloration scheme, and huge home windows that flooded the place with pure mild.

Visitor rooms ranged in dimension from small to spacious, and my room featured darkish woods, artwork, a flat-screen TV, free WiFi, air-con, tall home windows providing metropolis views, and black-tiled non-public bogs.

It was positioned within the metropolis’s historic Chinatown, so I used to be inside strolling distance of nice eating places, fascinating outlets, and a MAX Gentle Rail station. I additionally discovered that the well-known White Stag signal and Tom McCall Waterfront Park had been close by.

I additionally actually favored their rooftop restaurant that mixed American meals with unbelievable metropolis views, a espresso store that served up gives pastries and occasional, and a speakeasy-style basement bar. I spent quite a lot of my time within the fashionable rooftop bar which served up artistic themed cocktails impressed by the native space, craft beers, and snacks.

My highlights… 

The high-end and unique design particulars – I discovered from workers that my room was adorned with ceramics by Clay Issue and the art work was chosen by the native gallery Upfor,

11. Resort Zags

Hotel Zags Portland

Hotel Zags Portland Garden

I believed this design boutique mirrored the town’s distinctive spirit. I personally thought it was a really placing place with retro-modern furnishings, modern artwork, and lashings of wooden and greenery.

My visitor room featured a flat-screen cable TV, air-con, free Wi-Fi, an iPod dock, and a chic-looking marble rest room. I additionally acquired a complimentary move to a close-by 24-hour health middle.

I discovered it located alongside Willamette River within the downtown arts district, simply two blocks from a MAX mild rail station and a 6-minute stroll from the Portland Artwork Museum. I used to be additionally close to the Farmer’s Market, South Waterfront Park, and the Hawthorne Asylum Meals Cart Pod.

Different facilities I found had been the fashionable inside courtyard which got here with fashionable hearth pits, the town’s first-ever dwelling inexperienced wall (which was spectacular!), a 24-hour retailer, a tasty buffet breakfast, and an onsite restaurant, Nel Centro, which served up a wonderful eating expertise engineered by the highly-regarded native chef and restaurateur David Machado. 

To guide, test costs or availability for Resort Zags

My favourite highlights… 

I beloved their superior Gear Shed the place I may borrow every thing from bicycles and skateboards (full with pads and helmets) to longboards, cameras, and climbing boots!

12. The Heathman

Hotel Heathman Lobby

I discovered this well-known place housed in a downtown historic constructing from 1927, it provided a premium boutique lodging and had a really upscale and romantic vibe – it even had been talked about within the Fifty Shades of Gray novels!.

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