Portland, OR: Where to Stay

When most people think of Portland, Oregon, a few things come to mind:

  1. It rains all the time
  2. Voodoo Doughnuts
  3. Powell’s
  4. Hipsters
  5. Portlandia

While the majority of those things are elements of Portland, the largest city in Oregon is a dynamic, exciting city with activities and sights way cooler than most tourists ever experience.


When planning your trip to Portland, the first thing you need to decide is where you want to stay. Portland is split in to two halves by the Willamette River (pronounced will-am-ett), affectionately known as the Eastside and Westside. The Westside is where you will find Downtown, The Pearl, The Alphabet District, NW 23rd, Voodoo Doughnuts, Powell’s, and much more. The Eastside is more residential than the Westside, but no less dynamic! The Eastside is the most quintessentially “Portland, ” and has areas like Mississippi, Division, Williams, the Lloyd District, the Alberta Arts District, and much, much more.

The Westside has a much higher concentration of hotels, but the Eastside is hot on its heels with new hotels entering the market en masse. Here are some of my favorite picks from around the city…

$- Under $100
$$- $100-$200
$$$- $200-$300
$$$$- $300+

the Nines, A Luxury Collection Hotel


525 SW Morrison St, Portland, OR 97204

Am I biased because I worked here? Maybe. Is it still one of the best hotels in the city? Definitely. When to comes to location, you absolutely can not beat the Nines. Located right in the middle of Downtown, across from Pioneer Square, the Nines has every MAX and Streetcar (the Portland light rail systems) line literally right at your doorstep.

The Nines features two amazing restaurants on property that go far beyond typical hotel restaurant fare. During the summer, check out the deck at Departure, the rooftop Asian fusion restaurant, for an amazing panoramic view of the city.


Hotel DeLuxe


729 SW 15th Ave, Portland, OR 97205


Drawing inspiration from old Hollywood, the DeLuxe is something very special in Portland. the DeLuxe has a classically boutique feel to it without feeling stuffy. Located slightly outside the hustle and bustle of Downtown, the Hotel DeLuxe is quiet an unassuming while still being only steps from the action.

Check out the Driftwood Room for an old time cocktail lounge, blending glamour with cocktail craftsmanship.


Hotel Eastlund

1021 NE Grand Ave, Portland, OR 97232

The Hotel Eastlund is the Eastside hotel. Bringing some Downtown cool to an area previously considered less than ideal to stay in, the Eastlund fills a huge gap in the Eastside hotel market. With the popular Altabira on the rooftop, offering killer city views, the Eastlund is a perfect home base for all your Eastside (and Westside) adventures.

Plus, as an extra little bonus, the Hotel Eastlund offers all the glamour you would expect from a luxury hotel at a much lower price point than its competitors!


Hotel Vintage

422 SW Broadway, Portland, OR 97205

Don’t let the name fool you! The Hotel Vintage is a hip, modern hotel that oozes Portland cool. Located in the heart of Downtown, the Vintage is the boutique hotel of your dreams. Featuring a game room and walkable to just about everything, the Vintage offers features to please just about everyone!


Hyatt House Portland/Downtown

2080 SW River Dr, Portland, OR 97201

Stepping outside of Portland in to the South Waterfront is like a breath of fresh air. The chaos of the city fades away and you enter a beautiful and, by city standards, quiet neighborhood.

The brand new Hyatt House is tucked away but still right on the Streetcar line, which will take you just about anywhere you need to go. Wander down the street past OHSU to the South Waterfront and you will be treated to local institutions like Blue Star Donuts without the lines and chaos of the Downtown locations.


McMenamin’s Kennedy School

5736 NE 33rd Ave, Portland, OR 97211

And now for something completely different! If you are a Pacific Northwest native, you know that McMenamin’s is what’s up. McMenamin’s is a local chain of hotels, restaurants, bars, venues, and just generally rad places located all over Oregon and Washington. Kennedy School is, hands down, my favorite of their locations. Unassuming and old-school cool, Kennedy School is a hotel with an assortment of bars and restaurants tucked away in an old grade school.

Even if you choose not to stay at Kennedy School (though you should!) it is absolutely worth a visit if only for the day!


I love a beautiful hotel, but as an AirBnb loyalist, here are a few amazing AirBnbs in prime locations through the city. All the below AirBnbs are the entire home, budget conscious, and walkable to essential Portland activities. I tried to keep most of my selections outside Downtown, as there are already a huge amount of hotel options in that area.

Please note that I haven’t stayed at any of these properties, this is just my attempt to help you sort through the dozens of AirBnb options, as I know it can be overwhelming to find the perfect place when you aren’t familiar with the city.


Eco City Cabin

Mississippi Neighborhood (Eastside)

Rustic Modern Tiny House

North Williams (Eastside)

Little Pink/Green House

Mississippi Neighborhood (Eastside)

Blue Door Loft

Mississippi Neighborhood (Eastside)

Sun-Filled Detached Studio

Hawthorne/SE (Eastside)

The Clay Hut

Industrial District (Eastside)

Wisteria Retreat

Hawthorne (Eastside)

Modern Studio

NW 23rd (Westside)

Sunny Bungalow

Nob Hill


Happy Portland travels!


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