Make your stay in Portland just as cool as the city when you book a room at one of the coolest boutique hotels in Portland, Oregon. Portland’s eclectic character comes to life in these unique accommodation options. Local art, historic architecture and gourmet restaurants are what make these 11 Portland boutique hotels cool.

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Hotel deLuxe Hotel deLuxe
Hotel deLuxe

Hotel deLuxe (Prices & Photos)

Step back in time with the Hotel deLuxe, a boutique hotel boasting Old Hollywood vibes. From its crystal chandeliers to its curation of vintage film photographs from the 30s, 40s and 50s, this hotel is perfect for film nerds. The Golden Age of film truly comes alive here. However, you do not need to be a film critic to enjoy a stay at Hotel deLuxe. This downtown Portland hotel also offers modern amenities like in-room iPod stations and flat-screen high-def TVs.

The Nines, a Luxury Collection Hotel, Portland The Nines, a Luxury Collection Hotel, Portland
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland (Prices & Photos)

Stay at The Nines, a Luxury Collection Hotel found in the heart of downtown Portland near Portland’s popular attractions like Pioneer Square and the Portland Art Museum. The Nines Hotel features artwork in all the rooms and event spaces big enough for weddings and seminars. Found at the top floors of the Meier and Frank building, this cool Portland hotel is home to an onsite bar, Departure, and onsite steakhouse, Urban Farmer, which are both worth a visit during your stay here.

Kimpton Riverplace Hotel Kimpton Riverplace Hotel
Kimpton Riverplace Hotel

Kimpton Riverplace Hotel (Prices & Photos)

Enjoy Portland’s natural beauty when you stay at Kimpton Riverplace Hotel along the Willamette River. Book a suite with views of the marina to truly experience the scenery here. This modern hotel features a waterfront restaurant, King Tide Fish & Shell, and cool amenities like free rental bicycles and pet-friendly policies.

McMenamins Kennedy School McMenamins Kennedy School
McMenamins Kennedy School

McMenamins Kennedy School (Prices & Photos)

This hotel is too cool for school, seriously. This Portland boutique hotel operates in a historic elementary school. There are 57 guest rooms found at McMenamins Kennedy School, where original chalkboards and cloakrooms are part of the decor. This cool hotel also features a movie theater and a saltwater soaking pool. The McMenamins Kennedy School is truly a class act.

Ace Hotel Portland Ace Hotel Portland
Ace Hotel Portland

Ace Hotel Portland (Prices & Photos)

Ace Hotel Portland is an accommodation option that truly reflects the hipster vibe of this cool city. The rooms at the Ace Hotel come with in-room turntables, vintage furniture and clawfoot tubs. Hipsters on a budget can even stay at this cool boutique hotel since the Ace Hotel offers affordable guest rooms with shared bathrooms. When you are aren’t browsing the local art on the walls here, check out the basement bar or the onsite cafe for a well-crafted cocktail or organic coffee.

Inn at Northrup Station Inn at Northrup Station
Inn at Northrup Station

Inn at Northrup Station (Prices & Photos)

For those wanting to skip the hype of downtown, book a room at the Inn at Northrup located outside of the downtown area. No matter if you’re traveling alone or with the whole family, The Inn at Northrup is sure to cater to your needs. The 70’s retro decor will definitely brighten your day. Families will love the kitchenette suites, while couples will adore the hotel’s proximity to local breweries and boutiques. Since this cool boutique hotel is located right on the streetcar line, you can travel the city with ease.

Hotel Vintage Hotel Vintage
Hotel Vintage

Hotel Vintage (Prices & Photos)

Wine lovers looking for a cool place to stay in Portland should consider booking a room at Hotel Vintage. This wine-obsessed accommodation hosts complimentary wine receptions featuring wine from local vineyards. This downtown boutique hotel is also within walking distance to Pioneer Square and Governor Tom McCall Waterfront Park, among other popular Portland attractions. Guests will also find an onsite bar named Bacchus Bar and the Italian restaurant il Solito.

Sentinel Sentinel Hotel
Sentinel Hotel

Sentinel (Prices & Photos)

This historic hotel built in 1909 is listed on the National Register of Historic Places. Vintage mixes with modern at Sentinel, as the hotel is decorated with local art and antique furniture. Although this hotel has antique charm, it does not skimp on modern amenities like iPod docking stations and free WiFi access. Jake’s Grill, the on-site restaurant, draws not only guests of the hotel but also locals alike. Along with pet-friendly policies and in-room fireplaces, Sentinel is definitely a cool place to stay in downtown Portland.

Hotel Lucia Hotel Lucia
Credit: Hotel Lucia
Hotel Lucia

Hotel Lucia (Prices & Photos)

Hotel Lucia, originally built in 1909, is a swanky boutique hotel near the Pioneer Courthouse Square. This boutique hotel doubles as a gallery for the work of the Pulitzer-winning photographer David Hume Kennerly. You won’t want to miss the complimentary craft beer served in the afternoon. If amenities like pet-friendly service menus and free bike rentals don’t persuade you to book a room at Hotel Lucia, then maybe the pillow service menu will, as you can choose among specialty pillows to make your night’s sleep here perfect.

Heathman Hotel Heathman Hotel
Heathman Hotel

Heathman Hotel (Prices & Photos)

This list wouldn’t be complete without Heathman Hotel. Fans of the Fifty Shades of Gray series might recognize this hotel since it was featured as Christian and Ana’s first rendezvous point. Built in 1927, Heathman Hotel is truly a Portland landmark. From its massive library to live jazz music twice a week, Heathman Hotel has a great atmosphere for all types of travelers. And you’re sure to sleep well here, as the hotel offers a bed menu of specialty mattresses.

Crystal Hotel Crystal Hotel
Crystal Hotel

Crystal Hotel (Prices & Photos)

This boho hotel next to the Crystal Ballroom has a rock-and-roll theme that offbeat travelers will enjoy. Crystal Hotel is a small boutique hotel found in downtown Portland near Powell’s Books. This counterculture hotel is not only Instagram-worthy but also offers great amenities too. Enjoy the saltwater soaking pool and the speakeasy bar onsite. The colorful and creative art murals found all over the hotel were painted by local artists. This hotel is truly a fusion of art and music.

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