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Enjoying the Hamptons during off-season


The Hamptons is not just a great summer spot but the perfect place for year-round weekend getaways. There are also certain advantages to going to the Hamptons during off-season like less traffic, fewer people, and wonderful fall weather.

Here’s a guide on how to enjoy the off-season in the Hamptons:

Where to stay

  • Inn at Windmill Lane
    23 Windmill Lane, Amagansett, New York

    The Inn at Windmill Lane is a charming yet luxurious inn that has seven suites, three cottages, and the 21 House. It’s a tastefully decorated place that combines beautiful landscafull-service end, full service hotel amenities.

    Their concierge service goes above and beyond. You can ask to be picked up in their luxury SUV and have your room stocked with gourmet groceries and wine. They offer food delivery from your favorite restaurant to a private garden dining space.

  • Topping Rose House
    1 Bridgehampton-Sag Harbor, Turnpike, Bridgehampton, New York

    Topping Rose House is within walking distance of boutiques, cafés, art galleries, restaurants, and more. It is a year-round “modern luxury refuge” found right in the center of the Hamptons.

    The hotel offers 22 beautiful guestrooms, each with lush linens, wonderful bathroom fixtures, and an array of complimentary drinks and snacks.

    They have a range of amenities like spa services, a fitness center, heated outdoor pool, and a house shuttle service. They also have a wonderful restaurant that showcases farm-to-table ingredients from local farmers and fisherman.

Where to eat

  • Lulu Kitchen & Bar
    126 Main Street, Sag Harbor, New York

    Lulu Kitchen & Bar gives off a rustic and down-to-earth vibe that perfectly complements their simple and authentic way of cooking. They have a wood-burning grill and oven that creates delicious meat dishes and pizzas.

    They have a wide range of options from morning brunch to late night fixes. The front of the restaurant gives perfect views of the busy Main Street while the back has comfortable leather banquettes around the large zinc bar.

  • Highway Restaurant & Bar
    290 Montauk Highway, East Hampton, New York

    Highway Restaurant & Bar offers a seasonal menu inspired by New American cuisine mixed with subtle urban and global influences. This is a wonderful neighborhood restaurant that gives off a comforting yet hip atmosphere. Diners can feel right at home as they eat a delicious and expertly crafted meal.

What to do

  • Shop at Sag Harbor

    Sag Harbor offers an array of shopping opportunities from chic boutiques to art galleries. Check out LoveShackFancy which features beautiful women’s and girl’s clothing in a romantic and Parisian style. See unique finds like glassware, stationary, books, music, and art at Romany Kramoris Gallery. Or head over to Book Hampton and find the latest New York Times’ bestsellers, beach reads, biographies, and more.

  • Go wine tasting

    The Hamptons during autumn is one of the best places to go wine tasting. Check out the Channing Daughters Winery in Bridgehampton which offers whites, pinks, oranges, reds, fortified, and sparkling wines. Try some of their featured wines like the 2016 TocaiFriulano, 2018 Rosso Tellant Naturel, 2015 L’Enfant Sauvage Chardonnay or the 2016 Mosaico.

    Visit the Wölffer Estate Vineyard in Sagaponack and see their wide variety of award-winning wines. Alongside their fantastic wine selection, they also have great live music, winery tours, and plenty of events making it a wonderful place to socialize.

  • Visit the Elizabeth A. Morton Wildlife Refuge
    2595 Noyack Road, Sag Harbor, New York

    The Elizabeth A. Morton Wildlife Refuge is a great place to experience the beauty of nature. This 187-acre peninsula features a number of diverse habitats, beaches, and gorgeous views of the bay. Walk around the mile-long natural trail and see the wildlife in the area. You might spot a white-tailed deer, painted turtles, songbirds or eastern chipmunks.

  • Check out the Ghost Town Trail
    East Hampton

    Go sightseeing at the Ghost Town Trail and discover items from settlements of the 18th and 19th century. The path is three-miles long and has a stony and sandy terrain. It goes through a gorgeous forest filled with oak and pine trees, birch, and locust. During the fall season the landscape gives off a quiet and calm atmosphere because of the autumn colors.

Looking for a home in NYC? Let me, Danny Nassi, help you find a home that suits your lifestyle perfectly. Get in touch with me and my team by calling 917.239.1124. You can also send an email to dnassi(at)bhsusa(dotted)com.

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