Our Hotels

Staypineapple, An Artful Hotel, is a 24-story, pencil-style, classic-yet-modern hotel. This limited-service hotel offers a graceful blend of modern touches, such as ultra-high-speed Wi-Fi and upgraded soundproofing to maximize utility, while luxury fabrics and finishes and custom-designed bedroom furniture and bathrooms evoke an easy, residential-style experience.

Staypineapple, An Iconic Hotel, is a 14-story beautifully restored architectural landmark completed in 1895. It is ideally located just steps away from State Street shopping, Loop theaters, lakefront parks and museums. This historic luxury hotel is steeped in 19th-century detailing, with deep mahogany, frosted Tiffany glass, Terrazzo mosaic tiling, original ornate grillwork on the elevators and a magnificent wrought-iron-clad marble staircase. It offers modern conveniences such as a fitness facility, meeting space for small groups and a restaurant and bar that has become a Chicago dining staple, putting modern twists on comfort food and classic cocktails.

Staypineapple, An Elegant Hotel, is a 7-story historic building centrally located to all that The City By the Bay offers. Stepping into this hotel is the beginning of a sensory experience, featuring an impressive lobby that boasts Carrera marble floors and gold accents adorned with a thoughtfully curated art collection meant to evoke feelings of elegance and grandeur. Ensuring the space is comfortable and inviting, the lobby provides guests with a restaurant, bar and espresso stand, as well as a beautiful circular front desk, stylish sitting area with custom furnishings, expansive ceilings and two-story windows that afford light and views to the street outside.

Staypineapple, A Delightful Hotel, is situated in the beautifully brick-clad South End neighborhood of Boston, just steps away from Back Bay and many of the city’s famous historical sites. Surrounded by numerous stylish stores and great restaurants, this 8-story hotel was renovated with thoughtfully modern designs to create a convenient and comfortable guest experience that still honors the architectural relevance of the building and neighborhood. The property features Staypineapple’s signature fun and youthful look while offering travelers space-maximizing guest rooms situated directly above the neighborhood's favorite watering hole, Trophy Room restaurant and bar.

Staypineapple, The Maxwell Hotel, is a 5-story property that is proud to be the brand’s only hotel built from the ground up specifically as a Staypineapple. The expansive lobby is a nod to founder Michelle Barnet’s vision at every turn, from the brilliantly colorful custom furniture to the interactive virtual art installation. Ensuring accessible convenience for guests, the hotel features offerings such as an espresso bar, full-service restaurant and bar, indoor pool and secure underground parking. Designed to celebrate the local arts and culture in the surrounding neighborhood, The Maxwell Hotel is ideally located one block from Seattle Center, home to ballets, concerts, museums and sporting events.

Staypineapple, Hotel FIVE was once a boring-chain-beige-box-style hotel, and now is the perfect example of how Staypineapple’s colorfully-industrial approach to city center boutique hotels can encompass the inspired beating heart of a downtown neighborhood. Combining Seattle’s unique culture with Staypineapple’s signature elements, this 5-story hotel offers guests full-service amenities such as a restaurant and bar, espresso stand, fitness facility and meeting room. Perfectly located near popular tourist attractions like Seattle Center and the original flagship Nordstrom, as well as being centered between the business hubs of downtown Seattle and bustling South Lake Union, it’s an excellent place for business or leisure travelers to experience exceptional hospitality in the heart of the city.

Staypineapple, Watertown Hotel, is a 6-story property boasting a colorful, contemporary, urban and upscale vibe. Located just four blocks from the University of Washington and offering easy access to local Link Light Rail station, Watertown Hotel makes it easy for travelers to get the best of both Seattle’s University District and lively downtown neighborhoods. With guest amenities including multiple meeting space options, full fitness facility and Pineapple Cafe, Watertown Hotel is a perfect mix of fun and function.

Staypineapple, University Inn, a hotel originally built for Seattle’s 1962 World’s Fair, gives off a groovy vibe in the heart of Seattle’s University District neighborhood. This 4-story hotel sits just four blocks from the University of Washington campus and the UW Medical Center, making it a perfect destination for visiting parents or medical professionals. But don’t worry, the hotel is just a quick Link Light Rail ride away from exploring all that Seattle’s bustling downtown has to offer.

Staypineapple, Hotel Rose fits right into Portland’s “keep it weird” vibe with its wildly colorful interiors and sleek yet stylish rooms and suites. Located directly across from Tom McCall Waterfront Park on the sparkling Willamette River, this award-winning hotel spoils guests with easy access to nearby shopping, dining and outdoor recreation. This 5-story hotel’s Bottle + Kitchen is a full-service restaurant and bar that gives guests the opportunity to taste Portland’s boldly creative culinary flavors. Boasting spacious meeting room options and a full fitness facility, all  just steps from the downtown business district, Hotel Rose is also great for business travelers looking for a funky-cool corporate travel option.

Staypineapple, Hotel Z is an award-winning property sitting smack-dab in the middle of San Diego’s Gaslamp Quarter, a 16 ½ block urban playground abundant with dining, shopping and nightlife. The limited-service 4-story hotel is purposefully located within walking distance of Petco Park and the San Diego Convention Center, making it ideal for both business and leisure travelers alike. With its vibrant and playful design elements and bright-yellow beach cruiser bikes, Hotel Z’s personality whimsically balances with the lively energy of the Gaslamp Quarter.