Open-mindedness, DIY creativity and a passion for start-up businesses helps Portland thrive as one of America’s most progressive cities. “Stay weird!” Portland exclaims, encouraging its residents and visitors to indulge in its evident individuality. Indeed, Portland continues to stand out as one of the environmentally friendly, progressive and quirky cities in America. The Pacific Northwest provides a lush backdrop for a burgeoning city full of artists and musicians, foodies and an innovative tech scene. Atop its geographical blessings, the town is also known for its odd-ball sensibility and over-the-top political correctness. And while IFC comedy series “Portlandia” pokes fun at its conventions, such policies have built an edgy, open-minded city with a solid LGBT community.

There are a million distractions in Portland, so it’s best to have a rough plan in mind for where you’d like to spend your time. Downtown is where business happens on weekdays, but on days off you’re more likely to find unique events happening across the city’s many bridges. On the east side, cocktail bars tuck into old Victorian houses, bike lanes dominate avenues, and you can get lost in the maze of food carts, upcycled art stores and beautiful murals.



Situated in the heart of bustling Downtown, the Woodlark is half occupied on the airy ground floor by Texas-inspired restaurant Bullard and the other its sister cocktail bar, Abigail Hall. Botanical prints decorate each guest room, and there’s spiral staircases and colour coding along the hotel corridors to help guests navigate their way around. The best part? All rooms offer pillow- and Salt & Straw ice-cream menus.

Kimpton RiverPlace Hotel

As the name suggests, this spot is set right along the Willamette, so many of the rooms have great views of the river. Though modern, it has the design of a luxury lodge, with leather headboards, plush velvet furnishings and a stone fireplace in the lobby. It is on the pricier side, however it works out cheaper the more days you stay.

The Society Hotel

One of Portland’s most historic properties, The Society Hotel was salvaged and refurbished by local building owners who managed to keep most of the original 1892 woodwork, so it feels bright and airy. Don’t forget to check out the wallboard by the front desk; it’s covered in dozens of handwritten suggestions for fun and unusual things to eat, drink or do.

Jupiter NEXT

Offering a stay where you can see the city from all angles, this affordable yet luxury hotel is finished with in-room cocktail bars, glass-cube bathrooms and digital concierges. Designed by a Portland-based architecture agency, it cuts a modern asymmetrical figure across the inner east-side skyline, so you can’t miss it.

Ace Hotel Portland

Centrally positioned in Downtown, this flagship hotel has minimalist rooms that come in all shapes, sizes and levels of privacy (some have bunk beds and shared baths). The interiors are decorated with repurposed furniture, vintage record players and murals by local artists. It’s also host to one of the town’s most iconic third-wave coffee roasters, Stumptown.

The Kennedy School

In true Portland style, an old 57-classroom schoolhouse in the North East wa reborn as unique hotel and place to visit! Inside the 1800’s-era building, there are 6 bars, including one dedicated to whiskey and cigars, a movie theater, and best of all, a large communal hot pool open to the public for just $5 for an hour’s soak.
Rooms start at $135/night with upgrades such a “Beer101 package” for $185.

  • +1 503 249 3983
  • Go to Website
  • 5736 NorthEast 33rd Avenue

The Hoxton

This 119-room remodelling of the old Grove Hotel shares the Hoxton brand’s sleek, Mad Men-ish aesthetic and dedication to convenient luxury – think: breakfast bags you hang on the door to be filled and a minibar that you can stock for market prices. There’s also a stellar foodie offering, with Pacific Northwest-inspired Lovely Rita, Tope rooftop bar and a basement speakeasy.


With a blend of dorms and private rooms, KEX offers functional flair for groups of friends, those on a budget or lovers of Scandi style. The lively downstairs bar has craft beer and cocktails on tap and hosts regular music events next to restaurant Dottír, with a rooftop bar set to open by the summer. Don’t forget to stop by the basement sauna.

  • +1 971 346 2992
  • Go to Website
  • 100 NE Martin Luther King Boulevard
    OR 97232

You May Also Like

City Guides

You know how you have that one incredible friend who knows their city inside out? That’s us. We take the world’s most dynamic destinations, hand-pick the best bits and give them to you in one place. This is the kind of guide that you don’t need to run by a local – it was written by one. Eat your heart out, shop until you drop, drink like a fish, dance your socks off, sleep – then repeat.


Need some inspiration while working from home? Shop 20% off magazines when bundled together.

Download Suitcase App
Learn More