PHOTO: Dreamstime

The 5 Best Hotels To "Keep It Weird" In Portland

Deanna deBara | April 27, 2018

Portland’s motto is “keep it weird.” It’s a nod to the authenticity, originality, and uniqueness that’s so revered in this city. And that authenticity, originality, and uniqueness isn’t limited to Portland’s residents - it’s also something you can find in its hotels. Here are the top hotels to keep it weird in Portland.


Jupiter Hotel

Why it made the list

Jupiter Hotel is a pretty standard property, with one major exception - it’s the home to Doug Fir Lounge, a staple in the Portland music scene. Get down to some epic indie jams with Portland locals (Doug Fir Lounge hosts shows most nights of the week).

The hip, creative, and adventurous flock to this contemporar Read More


Hotel Rose

Why it made the list

Portland is known for being quirky, and what’s more quirky than pineapples? Hotel Rose (a Staypineapple property) has pineapples splashed all over everything, from the pillows to the wall art to the signature pineapple cupcakes you can snag from the lobby.

This recently renovated and rebranded boutique property over Read More


Inn @ Northrup Station

Why it made the list

Inn at Northrup Station is arguably the most Portland-y hotel in Portland. From the retro-chic theme (complete with alarmingly bright colors) to the abundance of artwork from local artists to the Portland Streetcar right outside the front door, this is the perfect hotel if you really want to get in the Portland spirit.

Bright colors, bold patterns, and retro designs characterize Read More


McMenamins Crystal Hotel

Why it made the list

Only in Portland can you stay in a room named after a Death Cab for Cutie song. McMenamins Crystal Hotel’s guestrooms are all themed after an artist or song that’s graced the stage of the hotel’s sister property, The Crystal Ballroom, over the last century it’s been hosting shows.

Travelers who appreciate good music and good beer—especially Read More


McMenamins Kennedy School

Why it made the list

McMenamins Kennedy School is an elementary school-turned-hotel where you can catch a movie in the auditorium, eat a burger (with a beer!) in the cafeteria, and relax in an outdoor soaking tub that used to house the teacher’s lounge. If that’s not weird, we don’t know what is.

In a renovated elementary school on the edge of a trendy Nor Read More

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