Long recognized as the summer playground of affluent New Yorkers, the Hamptons is a tony seaside community that offers visitors a slice of the good life all year long. If your dream vacation includes mornings sweating it out at SoulCyle, afternoons tasting wines at local vineyards, and evenings feasting on seasonal produce and shellfish amid a multitude of famous faces…well, then the Hamptons is for you. It's also the perfect opportunity to flex your style and packing prowess. From caftans that work on upscale restaurant terraces and sun-dappled beaches (though Cooper’s Beach is the most popular, we prefer Cupsogue since you can also check out the oceanfront mansions on Dune Road) to separates that you can mix and match for a hike, museum tour, or performance space visit, we’ve got the 411 on how and what to pack for your perfect Hamptons holiday.
Let’s face it, when you go to the Hamptons, you’re planning to see and be seen. That includes your luggage. As such, we’ve picked three pieces that are as fashionable as they are functional. For a long weekend away, grab Herschel’s Novel Duffle. Topped off with a preppy stripe, this duffle bag has become a hipster mainstay. Bonus points for it fitting under the seat, as well as the overhead bins. If your trip lasts a week, try Bric’s sleek B|Y Ulisse carry-on. It’s shock- and scratch-resistant, features multiple interior dividers and pockets, and includes its own USB port for easy charging at all times. For trips that last two weeks or more, we recommend a larger option such as Samsonite’s 28-inch Hartlan suitcase. We love its modern, streamlined design, water-resistant accents, and organization-focused interior. Plus it’s designed for frequent traveling, so you can be sure it’ll hold up trip after trip. Smart Hamptons travelers also pack a cute wet bag for transporting wet swimsuits.
THE THREE PAIRS OF SHOES YOU’LL NEED FOR EXPLORING THE HAMPTONS
Yes, the Hamptons is known for having long, sandy beaches that beg for an umbrella and lounge chair. However, this doesn’t mean that the only shoes you’ll need are flip-flops. When it comes to choosing vacation shoes, versatility is key. After all, you won’t have the luxury of popping into your closet for every occasion. For both men and women, we suggest bringing a pair of beach-to-cocktail hour shoes, a pair for going out on the town, and a comfy (but still stylish) pair for sightseeing. This way, you’re not only making effective use of your suitcase space, but you’re also completely covered for all your shoe needs. Oh, and if you’re planning on spending time in the ocean, don’t forget water shoes.
When it comes to fashion in the Hamptons, locals (and visiting celebrities and socialites) aim to look good without trying too hard. This is one place where anything doesn’t go. What does this mean, exactly? Avoid any pieces that you could describe as overly “trendy.” If you want to fit in here then the goal is to look chic, but also timeless. Summer suiting, maxi dresses, and layered necklaces are all tried and tested styles that the Hamptons crowd loves to reinvent year after year. Think a little boho, a little preppy (a solid polo shirt will never be wrong), but without settling too far in either corner. To be clear though, this doesn’t mean boring. After all this is the favored vacation spot of the rich and shiny set: Sarah Jessica Parker, Alec Baldwin, Jennifer Lopez, and Gwyneth Paltrow are just a few of the famous—and stylish—faces that have homes in the Hamptons. While you might think that the clothes around you are simple pieces picked up here and there, the reality is that you’re probably looking at a famous designer’s resort collection. Don’t worry though, we’ve got the complete breakdown on how to achieve perfect Hamptons’ style.
Women’s Local Style for The Hamptons
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When dressing for the beach, you need to make sure your outfit will look as chic on the sand as it does during cocktail hour. Spend the day at Ditch Plains (a favorite beach for Montauk locals) and then head to The Surf Lodge’s open-air terrace for locally caught seafood and refreshing cocktails—all with a perfect view of the coastline, of course.
Women’s Hamptons Beach Outfit
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2. WHAT TO WEAR TO VISIT BREWERIES AND WINERIES IN THE HAMPTONS
From Montauk Brewing Company to Wölffer Estate Vineyard and Channing Daughters Winery, a trip to the Hamptons isn’t complete without time spent at some of the areas famed vineyards and breweries. Spend your day sampling different vintages while feasting on delicious cheeses and charcuterie. Oh, and don’t forget to grab a few bottles to take home as souvenirs!
Women’s Hamptons Winery/Brewery Outfit
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3. WHAT TO WEAR TO VISIT MONTAUK POINT STATE PARK AND MONTAUK POINT LIGHTHOUSE
In addition to rest and relaxation, the Hamptons offers numerous opportunities to get out and explore. For some, that means a hot yoga class at Sag Harbor staple Yoga Shanti. For those who are focused on the “out” aspect of getting out and about, there’s the Montauk Point State Park. Visitors can take in 862-acres while hiking, stand-up paddle boarding, surfing, and more. Grab a picnic box from Fork & Anchor to enjoy after your activities. Not feeling athletic? Head to the historic Montauk Point Lighthouse where you can tour the scenic lighthouse and museum before dining at the nearby Lighthouse Grill.
Women’s Montauk Point Outfit
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A day in East Hampton could include anything from exploring former artist home-turned-National Historic Landmark, Pollock-Krasner House and Study Center to snacking on locally grown produce and baked goods at Round Swamp Farm, to walking the Instagram-friendly sculpture gardens at LongHouse Reserve. And that’s just during the day—evening brings fine dining, live music, and chic cocktail lounges to toast (and dance) the night away.
Women’s East Hampton Town Outfit
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5. WHAT TO WEAR TO EVENTS /PARTIES IN THE HAMPTONS
Remember what we said about going to the Hamptons to see and be seen? Well, here’s your chance! When heading to a special party or event, don’t be afraid to play around with colors and accessories—just remember not to get too carried away. After all, as Coco Chanel once said, “before leaving the house…look in the mirror and remove one accessory.”
Women’s Outfit for Events and Parties in the Hamptons
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THE MOST FUN THING WTP EDITORS PUT IN OUR SUITCASE FOR THE HAMPTONS
Packing for the Hamptons means mixing fashion with function. This is a place to see, be seen, and capture every waking moment on Instagram. You need to look cute, but you also want to be comfortable and protect your face from the sun. Enter: Eugenia Kim’s iconic sun hats. We’re not saying she designed this chic “Greetings From…” sun hat with the Hamptons jet set explicitly in mind, but we wouldn’t be surprised if she did. Where do we wear this eye-catching hat? Everywhere from brunch at Topping Rose House to poolside at the Montauk Beach House to a bike ride to Coopers Beach. Don’t be surprised if a friend asks to borrow your hat for their very own #hamptonsselfie.
The weather in the Hamptons runs the gamut. In the winter months, you can expect temperatures to drop WAY down, but once spring (and peak travel season hits), things tend to warm up considerably. After all, there’s a reason so many people flock here during the summer months. June through September are typically the warmest months of the year, with July winning for most humid. Make sure to pack clothing that is light and won’t cling during this time of the year. The cold season on the other hand lasts just over three months—usually from December through March—and requires an emphasis on layers. Cozy sweaters, heavy parkas, and warm boots will be your safe haven to ward off the cold. Rain does fall throughout the year (including some days during peak travel season), but isn’t overly heavy. Which is all to say, that, no matter the season, when packing for a trip to the Hamptons a good rule of thumb is to always include a raincoat or travel umbrella in your suitcase. That way you’re prepared for any eventuality.
Note: This data comes from our friends at Weather.com. We recommend using this together with a traditional forecast as you get closer to your departure date.
JANUARY
Plan for day temps between 24 and 39
Expect 4 inches of precipitation
What to Wear in the Hamptons in January: January is the coldest month of the year. Prepare for low temperatures with chunky knits and warm, shearling-lined parkas.
What to Wear in the Hamptons in March: Temperatures rise a little, but are still on the cold side. Plus, the chance for rain increases this month. Be prepared with warm outerwear and a travel umbrella.
What to Wear in the Hamptons in April: April continues to bring a chance of showers and temperatures that are slowly on the rise. Have a raincoat handy just in case.
What to Wear in the Hamptons in May: Spring has officially begun! This month marks the start of the Hamptons’ summer season, so channel long weekend energy with casual denim and fun prints.
What to Wear in the Hamptons in September: The summer season is coming to an end. Soak up the last of beach-friendly weather with all your swimwear essentials.
What to Wear in the Hamptons in December: Thick, windproof coats ensure maximum warmth while sightseeing in December. Make sure to pack a pair of cozy gloves and some comfy boots so you can stay toasty.
The Hamptons is a grouping of towns and villages along the eastern end of Long Island in New York state. Located about 80 miles—or two-and-a-half hours—from Manhattan, the area is made up of two towns, East Hampton and Southhampton, which are themselves made up of a number of villages and hamlets. Southampton includes the Village of Southhampton, Sag Harbor, Quogue, Sagaponack, Westhampton Beach, Eastport, Speonk, Westhampton, East Quogue, Hampton Bays, Shinnecock Hills, Water Mill, Bridgehampton and Remsenburg. East Hampton includes the Village of East Hampton, Wainscott, Springs, Nepeague, Montauk, Amagansett, and Sag Harbor, which it shares with Southhampton.
Where is the best place to stay in the Hamptons?
There are a number of different ways to stay in the Hamptons. Some people choose to rent out an entire house or cottage for a set number of weeks. Others choose to steal away for a weekend here and there via a more affordable airbnb. If you’re going the hotel route, however, then two popular options are the Topping Rose House, a full-service luxury hotel in Bridgehampton, and The Maidstone, an East Hampton boutique hotel located in a Civil War-era home. Whichever route you go, book early. The Hamptons fill up fast—especially in the summer.
What are the best shops and boutiques in the Hamptons?
Good news, when it comes to shopping in the Hamptons, you’re spoiled for choice. Looking for delicate, feminine pieces for women and little girls? Check out luxury lifestyle brand LoveShackFancy. All about designer goods? Make your way to Kirna Zabête for the latest from such labels as Dolce & Gabbana, Fendi, Altuzarra, and more. In search of a variety of ready-to-wear styles inspired by the best of beach living? Head to Surf Bazaar. If clothes aren’t your thing, then no worries. Check out the clean beauty wares at Botanica Bazaar or local delicacies from such spots as North Fork Chocolate Company, Sang Lee Farms, and the original Tate’s Bake Shop.
Which celebrities live in the Hamptons?
Celebrities love to get away to the Hamptons all year round—so much so that many have second or third homes in the area. Some recognizable faces that you might spot while on vacation include Alec and Hilaria Baldwin, Gwyneth Paltrow, Katie Couric, Brooke Shields, Jennifer Lopez, Anderson Cooper, Neil Patrick Harris, Beyoncé and Jay Z, Julianne Moore, Paul Simon, Sean “P. Diddy” Combs, Steven Spielberg, and Jimmy Buffett, to name a few.