The Gallery Hotel
What We Love
- Daily breakfast is included in the Jetsetter rate
- Free WiFi
- The hotel’s art gallery features an eclectic mix of contemporary artworks
- Afternoon cocktails on the pretty garden patio
- A game and movie room, both of which have a cool, loungey feel
What To Know
- No guests under 21
- The hotel aims to attract a hip, young jetset crowd
- Fido will have to stay at home; the Gallery Hotel isn’t pet-friendly
- Greenport is a sleepy beach town, but it offers much in the way of recreational activities
- Free WiFi
- Parking On Site
Tucked between sleepy Main Street and Central Avenue in Greenport, the newly opened Gallery Hotel is an eclectic jewel box of a boutique property. Though the exterior of the shingle-style building has preserved the town’s old whaling port charm, the inside daringly breaks from that tradition, exuding a colorful South Beach meets Mediterranean feel. Expect vibrant abstract paintings, funky map art and summery mixed pattern furnishings against stark white walls. Select antiques nod to Greenport’s heritage, while the bold decor (a candy stripe couch here, fun neon wall art there) suggests a whimsical tropical influence.
Bed and Bath
The restful guestrooms temper the funky aesthetic of the common areas with calming tones that recall sea and sand: eggshell, teal and seafoam green. Oak floors, natural fiber furnishings and crisp white bed linens give the rooms a barefoot cottage vibe, while the bathrooms are understated, with rainfall showers and Philosophy bath products.
Rise early to enjoy the continental breakfast spread — Greek yogurt, pastries, a variety of fruit, sandwiches and cappuccino — in the hotel’s sunlit café. If you prefer to eat alfresco, make your way to the lush, flower-lined garden patio, where you can kick back and relax under chic umbrellas. In the event of showers, challenge a friend to a chess match in the retro-inspired game room, or head to the movie room to catch a flick.
In the Area
Start your day by going back in time at Greenport’s sidewalk boutiques. Times Vintage, conveniently located just steps from the hotel, is packed to the gills with a vast selection of retro art, vintage clothing and antique furniture and jewelry. Across the street is Beall & Bell, a favorite antiques store among big name Hamptons designers and magazine editors looking to score unique heirlooms and period pieces. From there catch the ferry to Shelter Island and take a guided paddling tour of the isle’s protected creeks and scenic harbors through Shelter Island Kayak Tours. You’ll have worked up an appetite, so head back to Greenport and treat yourself to a feast of saffron risotto, grilled steak fiorentina and homemade pasta at the romantic, Italian-accented Caci North Fork restaurant, and don’t leave without trying their all-natural homemade gelato. End your night by chatting with locals and sipping expertly crafted cocktails and local wines at the hipster haven Brix & Rye speakeasy.
How to Get There
My wife and I went out to Greenport for mothers day weekend. We had never stayed at Gallery and we were very happy with our new find. The room was nice new and very clean. Backyard was nice and relaxing for a pre dinner drink. Easy to walk to any restaurant in town. Totally recommend this hotel!!
Loved this place! It’s quaint and charming, full of artwork, great sitting spaces and a movie room. Great location, downtown close to all shops and restaurants. We had room #2, with outdoor space. The staff were friendly and accommodating. Will definitely stay here again.
I booked the hotel 1 year in advance through Expedia. When confirming 2 weeks before the date Nancy told me I had NO RESERVATIONS. I had to scramble to make other arrangements. Then on the night of the booking I got a text from them looking for me. I in fact DID have a reservation but nancy could not find it.
I wish we had more time to explore, but we were only there for one night. Very cute space, near the main street, great backyard space and other fun hangout spots. The room was small but well laid out. It was really loud on the street though (garbage pickup?)so if you're looking for a good night sleep, better see if you can get a room at the back of the property.
The wonderful and friendly staff will make you feel right at home. The hotel rooms have all the essentials and the beds are cozy and comfortable. The hotel itself is full of areas that you can claim as your own space. The retro eclectic decor will take you back to a MadMen era. I loved everything!!! 🍸