A Cozy Stay

This article was updated on July 26th, 2021

You want to getaway and catch up on some much-needed R&R, but also be able to do things. We want you to be able to experience what it’s like out here when you visit. We decided to share a sample itinerary for a stay on the eastern part of the North Fork in Greenport. We’ve selected destinations for lodging, dining and tasting, with a little shopping and exploring thrown in. 

Greenport is a quaint seaside village with many of its best spots to see within walking distance – even in winter. We recommend a stay at The Inn at Harbor Knoll, located on Fourth Street. This inn has a breathtaking water view and is tucked away in a peaceful spot. However, it is also situated within walking distance of the village. The village provides all that you’d need in terms of shopping and browsing through galleries. It also has gourmet and more casual eateries, as well as cocktail hot spots. The Inn at Harbor Knoll provides breakfast and many nice amenities in all seasons. Our favorite is the hidden bar that the innkeeper opens for you just before you head off to dinner. View their website for more.

When dining cozy in Greenport, definitely check out First & South, located on the corner of First Street and South Street. The food is fresh and creative, featuring local seasonal dishes. It is also really inviting, with dim lighting and super comfy seating. We think the staff makes the experience what it is with their welcoming and friendly personalities. Check out their website for a menu and more details.

If you do visit with your car or decide to have a car service pick you up, we recommend you visit a couple of nearby tasting rooms. Since this is a cozy stay, we will include some of the more boutique tasting rooms. One to visit would be Coffee Pot Cellars. The wine is excellent, the tasting room offers comfortable open space but is not large, and the pricing is also good. We love the family pug dog, who is also their mascot.

Since two wine tastings seem to be a good number, we also suggest Paumanok Vineyards in Aquebogue. The tasting room offers some tables, so you can have the option of being seated for your wine flight. Their wines are amazing, with a good variety to suit your taste preferences. In addition, we love their cheese menu. We recommend ordering this with your tasting and get the warm bread.

There are many cozy places and things to do on the East End of Long Island. Plan your getaway for the day, the weekend or longer. Be sure to visit our Events page and explore attractions, more dining, wineries, shopping, lodging and more.