The Best Hotels to Book Near the Hollywood Theatre, Portland

The Hoxton will add a touch of class to your Portland stay
The Hoxton will add a touch of class to your Portland stay | Courtesy of The Hoxton Portland / Expedia
Matt Charlton

For a city so associated with creativity, you won’t be surprised to learn that Portland is home to a historic movie theater.

You also probably won’t be surprised to learn that – given Portland’s famed community spirit – the Hollywood Theatre has been owned by a non-profit organization since 1997. But hey, you’re in Portlandia, so there’s plenty more to do than the flicks – everything artisan, everything hipster and everything you could want from your accommodation. The best hotels are bookable on Culture Trip.

1. Lolo Pass

Hostel, Hotel

Patio terrace at Lolo Pass with wooden seats and a view over trees on a sunny day
Courtesy of Lolo Pass / Expedia

They claim that “anything can and will happen here”, which leaves a lot to the imagination – but let’s just talk about the certainties, shall we? You have the choice between nicely finished shared dorms or well-appointed private rooms, the latter of which have ensuite facilities. There’s also a shared kitchen if you’d like to cook – although the friendly lobby has a buzzy cafe and eclectic menu of its own – and there’s a rooftop terrace for sundowners.

2. Jupiter NEXT

Boutique Hotel

Courtesy of Jupiter Next / Expedia

This luxurious boutique hotel offers sweeping views – from the historic Central Eastside, to the glittering West Hills, down to the glowing Tilikum Crossing and finally up to the arch of the Fremont. The formerly run-down motel sparkles among the shops and restaurants of this trendy district, with its airy, minimalist rooms bearing touches including music streaming equipment and plump beds. Best of all for animal lovers: it’s pet-friendly.

3. Hotel Rose


StayPineapple Hotel Rose Downtown
Courtesy of StayPineapple Hotel Rose Downtown / Expedia

Painted with the color of a particularly ripe pineapple, this contemporary hotel offers equally bright interiors and stylish rooms and suites. Facilities include coffee and cakes – served in the lobby each afternoon – plus loaner bikes and the Naked Experience. Don’t worry – that just refers to what they claim are the comfiest towels, linen and bedding you’ll ever have. The sleek rooms have a touch of kooky design and include a smart TV, unlimited bottled water and Bluetooth connectivity.

4. Hotel Eastlund

Boutique Hotel

A grey-and-orange-toned social area at Hotel Eastlund, with an abundance of soft seating
Courtesy of Hotel Eastlund / Expedia

This boutique hotel has a hint of pared-back Scandi chic, while the thoughtfully designed accommodation features state-of-the-art technology – including integrated sensors for heating and air conditioning, HDTVs with premium channels, smart fridges, and plenty of USB plugs for your gadgets. Most rooms have city views, too, while the rooftop restaurant offers local beers and the bar serves from its very own wine cave.

5. The Hoxton, Portland

Boutique Hotel

Light and spacious sitting areas, including table and chairs and soft furnishings, at the Hoxton, Portland
Courtesy of The Hoxton, Portland / Expedia

With their understated style, absolute attention to detail and healthy smattering of fun, it’s as if the Hoxton and Portland were made for each other. The gorgeous bedrooms here are a lesson in mid-century chic, with wood paneling, designer chairs, bougie bathrooms and brass lighting. There’s also in-room continental breakfast, an excellent rooftop cafe and a speakeasy-like subterranean bar.

6. KEX Portland


KEX Portland
Courtesy of KEX Portland / Expedia

To call this place a hostel would be doing it a disservice. Even the bunk rooms have a design flair that you wouldn’t expect, and the private rooms – with an ensuite option – are meticulously designed with a unique blend of vintage furnishings and modern amenities. Speaking of amenities, there’s free wifi, a buzzy rooftop cocktail bar and an excellent seasonal restaurant offering a Portland twist on Nordic cuisine.

7. The Paramount Hotel

Boutique Hotel

A room with two floral chairs and a stylish painting at The Paramount Hotel
Courtesy of The Paramount Hotel / Expedia

Leaning away from the hipster elements of the city, this upscale, traditional hotel is nevertheless a treat, with every detail considered. A four-minute walk from the Portland Art Museum, the plush accommodation has recently been renovated and offers all the comforts you’d expect in a hotel of this standard. The prohibition-vibe restaurant offers a casual yet vivacious atmosphere, with a tasty comfort food menu and a carefully curated whisky selection.

8. Tiny Digs Hotel


Outdoor chilling area at Tiny Digs Hotel has a large firepit, rocking chairs and eccentric details
Courtesy of Tiny Digs Hotel / Expedia

Back to the quirky and boy, is this place a great example. At this hotel of tiny houses in the hip Kerns neighborhood, each little home – from shepherd’s huts to wagons and kooky trailers – has been excellently finished, with all details considered. Every one has complimentary wifi, as well as mini-fridges, coffee-makers and furnished porches. There are plenty of restaurants, cafes, shops and bars nearby and there is regular live music for dancing the night away.

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