Greenport Overnight

2 Days

Named by Forbes as one of the prettiest towns in the United States, Greenport is a lovely town located on the North Fork with plenty to offer. Known for its abundance of restaurants, great shopping, attractions, and more, Greenport has it all. Spend a weekend here and get all the best deals with our Downtown Deals Travel Pass today!

The East End Seaport Museum offers a 2-hour lighthouse cruise to explore Bug Light. Originally built in 1860, Bug Lighthouse is a symbol of Greenport’s maritime heritage. The museum also offers an extended 3.5-hour-long cruise that tours additional lighthouses and attractions in the area.

Metal Monk is a one-of-a-kind store that showcases handmade jewelry, funky gifts, cool metal art, and more. Each piece is unique and handcrafted personally. It is owned and operated by local artist Donya O’Brien, whose work is featured around the world.

  • 111 Main Street
  • (631) 477-0627

Waterfront dining at Claudio's Restaurant, Claudio's Waterfront, and Crabby Jerry's. Claudio's Restaurant is the oldest same family-owned restaurant in the United States and is a historic landmark.

  • 326 Front Street
  • 1.631.477.0066

Greenporter Hotel is a small, privately owned Green-Certified hotel located in the heart of the North Fork’s wine country in Greenport, Long Island. The Greenporter Hotel is located in the walking Village of Greenport near most restaurants, boutiques, galleries and village docks, as well as a…

Day 2

The Railroad Museum of Long Island was created for the restoration, preservation, and interpretation of the history and artifacts of the Long Island railroads. Greenport was the reason for the start of the LIRR and serves as the perfect place for this museum to be located. Guests can find different…

Teas and Tchotchkes is a boho lifestyle gift shop that carries all your shopping needs. Browse clothing, to home goods, plants, organic tea and more! It is in the heart of Greenport and offers products from local artists as well as hand crafted pieces from around the world.

A perfect way to spend a Long Island summer day, Greenport Harbor Brewing Company has been serving up brews since 2009 and has recently expanded to two tasting room locations and distribution across the tristate area. Every drop of their beer is made on the North Fork of Long Island. Try their…

Ralph’s of Greenport is a staple of Long Island summers. Try a shake, smoothie, sundae, twister, acai bowl, and more. With over 100 flavors to choose from, there is something for everyone!