Westhampton Beach is known as a very artist-centered community — visitors and residents look forward to wide variety of arts and crafts fairs, live music performances, antique shows and other art-related events. The community is also home to the Westhampton Beach Performing Arts Center, which hosts numerous world-renowned artists every year. Bridgehampton has some of the very best features found in other Hamptons towns — a laid-back but sophisticated vibe, a quiet but chic downtown area, and miles of pristine beaches.
In addition to incredible nightlife, East Hampton also has picturesque beaches, as well as plenty of great shopping and dining venues, which makes it a very well-rounded community. Sag Harbor is one of the most picturesque villages in the Hamptons, with its quirky storefronts and classic appeal.
This historic hamlet is imbued with a h2 maritime character, as it was once a whaling port during its early days. The most significant one is location — Montauk is nestled at the very end of Long Island, and is almost completely surrounded by water.
The distance from the town to beach is shorter in this town, making Amagansett a great choice for someone hoping to spend a weekend without a car. However, it has fewer places to dine out in the evenings than the other East End villages. Like many other hamlets, Napegue, the narrow stretch of land between Amagansett and Montauk, does not have a main street—just a few businesses along 27, including two iconic lunch stops, Clam Bar and Lunch.
Here is where the stately trees and privet hedges give way to scrub pine and open sky. Montauk is considered the preferred destination for surfers and sport fisherman. In recent years Montauk has also gotten a reputation for being the life of the party in the Hamptons—with dozens of new hotels and restaurants that cater to the chic city set.
Montauk is also arguably the least fancy spot on the South Fork, with putt-putt mini golf, a drive-in burger joint, and competing pancake houses. Hotels are cheaper here—and plentiful—and many are within walking distance of both the ocean and the train and bus stations.
Despite what you may have heard about the wild party scene at Sunset Beach Hotel, Shelter Island is a sleepy place with little in the way of nightlife and a lot in the way of old-school charm and nature. Greenport, on the other hand, becomes more and more Hamptons-like with each passing year, as new shops and restaurants fill the downtown storefronts. While Greenport has become more of a destination, it and the rest of the North Fork are still more rural than the Hamptons.
Prices are lower than on the South Fork, and because the North Fork is a bit less of a tourist attraction than its neighbors to the south, there are more locals.
Plus, most restaurants and establishments are open year-round. Cookie banner We use cookies and other tracking technologies to improve your browsing experience on our site, show personalized content and targeted ads, analyze site traffic, and understand where our audiences come from. By choosing I Accept , you consent to our use of cookies and other tracking technologies. Cities Atlanta Austin Boston. Chicago Detroit Los Angeles.
New York San Francisco Archive. Then at night, the pubs take over with a nightlife scene that draws both hipster and local crowds to this fisherman's village. It also has stellar beaches, tons of shopping, top-notch restaurants, and plenty of celeb spottings. Essentially, East Hampton has everything. Southampton puts all other villages to shame when it comes to three things: Shopping, celebrities, and real estate.
Southampton is packed with any kind of men's, women's, children's, home goods, or artsy store you could possibly name. It's also a favorite spot among the rich and famous — mainly because the epic, multi-million dollar mansions that line the ocean are only affordable if you have deep pockets.
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