The prevailing theme of Staypineapple hotels is barely surprising: pineapples. What might come as a shock to some, however, is just how seriously the hotel takes the pineapple motif: the fruit is prominent in the décor, stitched into the shirts of the employees, and even emblazoned on a rentable bike out front. The lobby offers complimentary pineapple-infused water and pineapple-flavored mini cupcakes amid modern, yet eclectic, furnishings. Covering one wall in the lobby is the following haiku: “Pineapples are sweetYellow makes people happyAnd everyone loves dogs - especially Michelle” Michelle is Michelle Barnet, the founder of the small hotel chain which has locations in a handful of cities across the country. Her passion for dogs informed the last line of the haiku - the hotel is extremely dog-friendly, even offering a “Pup Package” to make traveling with furry friends as relaxing as possible. Each room comes equipped with a plush dog that guests are welcome to purchase at the end of their stay, with a portion of the proceeds going towards animal rescue organizations. “The significance of pineapples is that they are a universal symbol of hospitality, ” manager James Bryant explained when Manhattan Sideways inquired about the unique theme of the hotel chain. He said that the symbolic meaning of the pineapple dates back to the 1700s, when the fruit was rare and difficult to acquire. It became a coveted gift, and when placed in front of travelers, it let them know that they were welcome in an unfamiliar place. “It’s this international sign of ‘You are welcome here. Come in and stay with us. ’” We explored two rooms. While smaller than a typical hotel room, the first was full of surprises. In a building that is only twenty-four feet wide, Staypineapple creatively utilizes their space. The television was hidden away at the foot of the bed, revealing itself with the press of a button. A coffee machine was tucked away in a similar automated compartment. An entire wall of the room was windowed, offering views of the city that more than offset the small size of the room. Staypineapple prides itself on “The Naked Experience, ” a title they have applied to their unique bedding situation (which is so luxurious, "they won’t blame you for wanting to sleep naked"). Two exceptionally soft, twin-sized duvets give guests extreme freedom with their sleeping experience - and diffuse any fighting over covers. In the second, larger room we met Pineapple: a virtual assistant and Staypineapple’s answer to the traditional bedside telephone. James explained that the device “acts as a smart speaker, a telephone, and a way to communicate with the front desk. ” Similar to an Amazon Echo or a Google Dot, an automated voice will answer at the cue of “Okay Pineapple. ” The device is also loaded with staff-curated dining recommendations, and can answer just about any question a guest might have, from the best sushi restaurants in the area to the day’s weather. Staypineapple is a hotel full of surprises and, in many ways, it is just plain fun. Manhattan Sideways found it refreshing to see a business lean into a theme so unabashedly, and we believe that the commitment pays off. The hotel creates an extremely inviting environment that does not take itself too seriously, prioritizing comfort and hospitality alongside their innovative technology and highly-Instagramable décor.
Modeled after their chain of Spanish hotels, the Tryp was a pleasure to enter. The lobby is of tan wood, with curved slats like the hulls of ships hanging overhead. A bar with a large open seating area serves as a "plaza central, " designed to allow mingling and encourage conversation. Upstairs, the rooms are a tasteful mix of light brown, black, and deep reds, aesthetically simple but marvelously contemporary, meeting any guest's needs. One of the rooms that we were taken into can accommodate a family of eight or a group of friends, as there are bunk beds, twin beds and a double bed in the large space - but just one bathroom for all to share. The vibe was European as we hung around downstairs for a bit after our tour, but the hotel is designed for anyone from families to business travelers to bon vivants hoping to enjoy the city.
After visiting the newly opened Renwick, Olivia, Tom and I walked west to its sister hotel, the Gregory. Originally built in 1903 and known as “The Gregorian, ” its purpose was to house spillover guests from the Waldorf Astoria. It was designed to be reminiscent of Upper West Side homes, with rooms that were double the height of normal hotels. In the mid-twentieth century, the Gregorian closed and the building passed through the hands of different hospitality groups. In 2015, however, the Gregory opened with the goal of recreating the hotel’s former glory. Susan Richardson, the Director of Marketing at the time, was pleased to give us a tour of the newly renovated hotel and to share some of the history, while also pointing out the various amenities and features. The overall design of the hotel is inspired by elements of the fashion world, as it is located in the garment district. Susan also mentioned that the Gregory is the only hotel that is a member of the Save the Garment Center movement and that they have recently formed a partnership with Fashion Institute of Technology (FIT). Susan explained that the hotel was designed with the goal of feeling "homey. " The lobby was built to have the comfort of a living room, complete with the bar, called “The Liquor Cabinet. ” The whimsical idea behind the name is that guests can “raid the Liquor Cabinet” during happy hour. While chatting, the bartender made one of their signature drinks, the Ginger Bootlegger, made with Bootlegger vodka, Cointreau, and ginger beer. The cozy, home-away-from-home atmosphere is enhanced by the concierge desk, where guests are encouraged to sit down in an armchair as they check-in and to feel the warmth of the fireplace during the colder months of the year. Similar to the Renwick, the Gregory focuses on trying to manufacture many of the features of the hotel in New York City. The lobby’s wood floors were not only made in Manhattan, but cut right here in the building. The shelves, which held fashion books, sewing machines, and other relics of the design world, were also cut in the lobby. Adding to their strong link to its history, we observed the pictures of the original hotel on the wall, along with an old menu and various artworks from the early twentieth century. Before heading into the elevator, we stopped into Brendan’s, the lively Irish pub connected to the hotel. The restaurant used to be the Gregorian’s Palm Court. “They are a great neighbor, ” Susan said. Upstairs, we stepped inside an impressive guest room. It was remarkable how different the Gregory and the Renwick are, but with the same careful attention to detail and emphasis on guest comfort. Where the Renwick has eclectic images and outside-the-box design, the Gregory has clean lines and simple patterns. As Susan so aptly described it, “The Renwick is the artist and the Gregory is the tailor. ” There are hints of the fashion world everywhere, including Do Not Disturb signs made of ties and framed clothing patterns on the walls. Like the Renwick, each of the beds are custom made for the hotel. Although both hotels are designed for the transient traveler, Susan feels that the Gregory appeals to a slightly younger crowd - one that wants a warm, communal place to work and network. With that in mind, guests are encouraged to come down to the lobby for coffee in the morning and mingle with one another. The tech industry has started drifting into the neighborhood and Susan feels that members of the tech world appreciate the chance to meet people and work in the living room environment of the lobby. “We are creating a culture of offering guests an experience, ” she said, smiling.
At Gallery 35, we were charmed, entertained and educated on the staff's commitment to their own work and the art community as a whole. Sharing space, one flight up, with others affiliated with the Community Church next door, Gallery 35 is only open on Saturday evenings. Each week they showcase the work of a collective of artists, using media and styles across the board – water colors, digital media, glass painting, quilts, wood cuts. Once a year, the gallery hosts shows featuring artists from around the world. The most recent rendition featured paintings and quilts from Cuban and Brazilian artists. I was particularly taken by the story behind the art that was exhibited in the winter of 2013. Vidho Lorville, a native of Haiti, who had been painting for over twenty years before the earthquake struck his country, was chosen to be the guest artist. His commitment to the people and the celebration of the rebirth of Haiti were not only displayed in his work, but he also chose to donate a portion of the proceeds from Gallery 35 towards programs in Haiti.
Stepping off the elevator on the 18th floor, we had the feeling that we might run into the Queen of Hearts lounging and looking out over the city. Our visit was not during peak hours, so we missed bumping elbows with the chic crowd that normally populates Monarch, but we did get a sense of the futurist atmosphere and the ever-lovely views afforded by a visit. The Empire State Building, long a favorite of our crew, towers majestically in unimpeded splendor to the south. Brick walls give way to geometric, angular wooden walls and ceilings. Lights hang down in mobile-like formations, while chandeliers drip aquatically nearby in a tented heated area that can be utilized throughout the year. The furniture is comfortable and swoopingly high-backed. When our friends want to feel like City royalty, we certainly know where to send them.
Situated somewhere between Irish and American, straddling, too, the distinction between refinement and seaminess, Playwright offers food, drink, sports and a place to rest. The fare is traditional American with a few British accents thrown in - Shepherd's Pie and Fish & Chips to be exact. On the main floor, there are flatscreens aplenty above a long bar bursting with ales. American sports games are shown and, of course, Playwright is always showcasing European soccer games. On the second level, a more traditional dining area in the front gives way to a comfortable seating area in back. With its mixture of old regal furniture pieces collected over the years, in faded burgundies, beiges and browns, and an electric fireplace, Playwright has provided an inviting atmosphere for many to cozy up.