Very Good 37 Reviews
Jetsetter Verified
This Hotel meets our standards
Our editors have been here and it has met our standards

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
Disclaimer: This content was accurate at the time the hotel was reviewed. Please check our partner sites when booking to verify that details are still correct.
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A vibrant pastiche hotel in Greenport, Long Island, with spacious guestrooms, an idyllic garden patio and a contemporary art gallery

The Look

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

The Gallery Hotel
437 Main St # 441
Greenport, NY 11944-1427 United States


4.0 Very Good 37 Reviews
What reservation?
Reviewed 4 weeks ago

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.

Fun little spot!
Reviewed 1 month ago

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.

Reviewed 2 months ago

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!!! 🍸

Manhattan Style With a NOFO Soul!
Reviewed 3 months ago

Just home after spending two nights here to celebrate our wedding anniversary, and we couldn’t have left happier. Small hotel with easy access to everything in Greeport village had a Lower East Side design vibe, but unpretentious service that was warm and friendly without being obtrusive. The room was light and airy, with a super comfortable bed, soft sheets, fluffy towels and robes, great water pressure in the shower, air conditioning that worked well and quietly, and a 46- inch Sony flatscreen TV. Minibar prices were very reasonable, and lively art is all over the place. It has some of the most fun and whimsical public spaces I’ve ever seen in a hotel, including a movie viewing room, another room dedicated to the enjoyment of vinyl records, a second floor gaming parlor with chess and backgammon sets, and an incredibly beautiful garden for guest use. Art and pop culture artifacts were everywhere, but in such a stylish way. We were warmly checked in by Christine, who showed us to our room and explained all of its features. We had a few minor room issues - a CO2 detector that was a little sensitive, etc - but they were handled quickly and thoroughly. The restaurant - Kon Tiki - has a cool Polynesian theme and a great looking menu, but we already had dinner plans. Went there for a nightcap twice - young gent who seemed to be in charge was terrific, but bartender could smile more and make eye contact a little more quickly. Restaurant was also on the warm side. Loved this hotel though, and look forward to returning.

Excellent Customer Service
Reviewed 3 months ago

For a budget hotel the hotel was very nice. The most important thing, comfortable beds and clean rooms. I had an amazing night sleep. The staff were super helpful and couldn't do enough to help me, including an early check in and late check out. If you are looking for good accomodation that won't break your bank, the Gallery Hotel is the place