group enjoying winery

Things to Do in Greenport

Area Guide

The town of Greenport, a beacon of the bucolic North Fork, is surrounded by wineries and farm stands and bursting at the seams with restaurants and boutiques marked by resolute mom-and-pop charm. From our inn’s doorstep, we invite you to unplug and settle into the village life: see through a local’s eyes, taste what is homegrown, listen to the harborfront’s rhythm, and do not leave until you’ve lived.


Favorite Local Spots

woman with dog at distillery

Matchbook Distilling Company

Try your hand at gin making at Matchbook Distilling Company. These intimate experiences will show you how to properly nose and taste spirits, as well as dive into the science of distilling. Leave with a bottle of your own proprietary botanical blend. By appointment only.

room at North Fold Brewing Co.

North Fork Brewing Co

A farm brewery crafting traditional and new age beers with a serious focus on local ingredients, available for sampling in their modern tasting room located in a converted old fire house.

bait and tackle shop

Little Creek Oysters

What began as a wheelhouse of a whaling ship in the late 1800s is now part of a shuch-your-own oyster shop in the heart of historic Greenport. Eat in, or take a few dozen home for a sensual (and super-fresh) feast.


two sheep

8 Hands Farm

8 Hands aims to connect customers to the land, offering them access to the farmer, the livestock grazing the 28-acre pastures, and the herb garden. Pick up essentials like grass-fed meats, pastured eggs, homegrown produce, and woolens from the onsite flock of Icelandic sheep.

Hallockville Farmhouse

Hallockville Museum Farm

This 28-acre preserve and working farm dates back to the 18th century. Tour the buildings, collections, and gardens, and make some new four legged friends: the cows, sheep and chickens are eager to say hello.

dandelion field at farm

KK's The Farm

Farmer Ira Haspel employs biodynamic farming practices to grow some of the best produce in the North Fork including unique lettuce varietals and heirloom tomatoes.


Easterly Sailing

Easterly Sailing offers charters for up to six guests. Experience the excitement of sailing on beautiful bays on a sleek 33-foot, racing boat. Glide through the pristine waters at the helm, actively participating in sailing the boat. Or lean back and enjoy. The choice is yours!

Layla Sailing

Sit back in our comfy beanbag chairs under the silence of sails while sipping rosé. Feel the wind in your hair as you delight in the sound of the water passing by. Allow the crew to take care of your every need so you can be fully present. A trip on Layla is an intimate adventure you’ll be talking about for years to come.

Peconic Water Sports

Peconic Water Sports is the premier water sports company serving Eastern Long Island. We provide a world-class menu of water sports activities including water sports charter boats, wakeboarding, waterskiing, wake surfing, tubing, fishing charters, boat rentals, a boat club and more.