Very Good 40 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 40 Reviews
Amazing and enjoyable stay!
Reviewed 1 month ago

Quaint, cozy, captivatingly comfortable. Can't say enough about the superb and attentive service and assistance provided by Daniel. Thank you Daniel. Location was perfect for our four-day stay; just a few short/walking blocks from waterfront. Private parking for guests in back; cozy garden, a great place to sit and enjoy cocktails or a glass of wine with friends. Just about everywhere we went on our wine-tasting crawl, we were reminded that we must try the restaurant, KonTiki, located on the premises. We will definitely book this hotel on our next stay in Greenport.

Mothers day weekend visit
Reviewed 2 months ago

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!!

A real gem!
Reviewed 3 months ago

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.

What reservation?
Reviewed 9 months 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 9 months 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.