36 Hours in Greenport, N.Y. (and Beyond)

Wondering what visiting here on an autumn weekend would be like...

Get a Reuben sandwich at the Orient Country Store along with your cookie

Thanks for pricing us retired people out of existence..

Thank you for writing this article. I read it while on lunch break at work. It transported me to a wonderful place that I hope to visit one day.

Gross gentrification... great term. I know, right? We locals would like to dine out occasionally also.

And with this article Greeport will become like Montauk-a formally quiet, low-key, local community that has become galleries, expensive shops, and overrun with people from the Manhattan...gross gentrification

My family has had a splendid home on Little Peconic Bay in Southold (about 5 miles SW of Greenport) since the 1930s; it was built by my paternal grandfather and grandmother. As a kid, I spent every August there in the 1960s and early '70s, and loved the whole area for its tranquility, semi-rural ambiance, and peace and quiet. All of these qualities are now gone. (I stopped visiting in the early 2000s.) The idyllic farms are gone; in their place, Commercialism is a rampant weed. Highway 25 -- once a veritable "street" -- which connects Southold to Greenport, is now a full-fledged and ceaselessly congested highway. Don't hope for "peace and quiet": This whole area now exudes the interminable buzz and hiss of automobiles and motorcycles. I miss the simpler, quieter times of my childhood. And I feel terribly sorry for today's youths, that they rarely 9if ever) have the chance, anywhere, to experience Quiet.

As a Southampton native, I love the spotlight on Greenport + the North Fork. But... in the future, don't refer to all locals as "shopkeepers and farmstand workers." We are business-owners, doctors, lawyers, writers, teachers, farmers, fishermen and yes...employees too. Word choice matters and by describing all of us as 'workers' you're erasing our identities and motivations for calling the East End home.

Uhh. We can’t handle the excessive crowds, long lines, hour plus waits for tables, zero parking and travel gridlock anymore. The Northfork has reached its tipping point of over hype. The first rule of the Northfork is WE don’t talk about the Northfork.

I highly recommend Fordham House Bed & Breakfast. The rooms are gorgeous and immaculate. The breakfast is outstanding and the hosts are gracious and extremely knowledgeable about the area.

I'm amazed that you didn't mention the Orient Point - New London ferry. It's a great ride, especially since you actually have to get out of your car when the boat sails and interact with others.

Great article. Have to say I as the owner of the kayak and paddle board rental shop inside of Orient beach state park, found it funny that when speaking about rentals in the park you give a link to a shop in Greenport. They are awesome people that I refer to often. Was a bit of a dig though I must say.

If you go to the North Fork area and Greenport, you're missing out if you don't stay at the Soundview Inn with all new rooms with each room on the water. And its amazing Halyard Restaurant.

I don’t think the lodging suggestions are very good.

My family has a summer home in Southampton and we've watched the area transition from a relatively insular beach town to that which it has become today (insert your own adjectives). For a glimpse of what "used to be" we often took a ride to the North Shore to visit places like Greenport, East Marion, and so forth. I've not been to the east end for years and while the photos suggest that Greenport has certainly been dolled up a bit (love the lavender!) it seems to have maintained it essential charm.....for now.

Missed Sound View Greenport for lodging, dreamy rooms and steps that take you to your own little beach -- heaven! and Pizza Beech for happy hour cocktails.

Please stop by the fireboat behind the Seaport Museum. It is being painstakingly restored and is one of the last steam engine fireboats in existence. I believe they do tours; the engine room is amazing!

The LIRR has summer service to Greenport from Penn Station. Not many trains however -- maybe three departures on summer weekends.

I've heard so many nice things about the North Fork. For those of us with no cars (and no license to rent a car! ;-) .... is there any way to get out there via LIRR + short Uber? Would be good info to include here for the many NYers with no cars. Tku!!

Another interesting shop in Greenport is Ray design shop. Vintage Scandinavian glass and modern prints. Right near Barba Bianca in the lead photo.