Most people know the Hamptons as the summer destination for the world’s wealthiest jet setters. White parties, surfers, big mansions, and fundraisers. Many tourists flock to the area to catch a glimpse of the fabulous A-listers living their celebrity lifestyles and others avoid it like the plague for more down to earth destinations, like the North Fork. But the Hamptons is so much more than what one might image, and it is also a great getaway destination for New Yorkers and other travelers throughout all four seasons.
The Hamptons definitely get a little quieter after Labor Day, and could be described as desolate in the dead of Winter, but plenty of people still live there and many weekenders and tourists still continue to visit this famous and historic destination year round.
Fall in the Hamptons
If you’re fortunate enough to make it to Hamptons in September and October, you need to be sure to include apple picking, wine tasting, and a trip to the pumpkin patch on your itinerary. The crisp Fall weekends are the perfect time to explore the many villages that make up the Hamptons without the crowds. And if you’re lucky, the spontaneous Northeast weather might even grant you a fabulous September beach day.
If you want pumpkins, check out Hank’s Pumpkintown, fun for all ages! But if the kids start to drive you crazy, walk yourself across the street to Duck Walk Vineyard! If you want cider and donuts after you pick the apples for your homemade apple pies, (who doesn’t?!?!) check out Milk Pail.
I’ve also started spending many holidays in the Hamptons, including Thanksgiving. A visit to the local farm stands and Small Business Saturday shopping with the locals are just a few of the common activities. You can also visit the many museums, like the Sag Harbor Whaling Museum or the Parrish Art Museum. There are also several nature reserves for you to explore, or take a walk on the beach at sunset (or sunrise).
Winter in the Hamptons
While the Hamptons are the emptiest in the months after Christmas until we start to see blooms in the Spring, there is still plenty to do. I nestled in for the big snow storm this year. You can read about My 5 Favorite Blizzard Activities here. Additionally there is ice skating in Southampton, or indoor swimming at Gurney’s Montauk paired with a lovely spa treatment.
Spring in the Hamptons
The past few years, I have been spending Easter in the Hamptons. I attempted to travel to St. Louis for Easter a few years ago, but the airport was hit by a tornado and my trip was canceled. So now I try to avoid returning to Missouri during tornado season, and I’ve adopted a new tradition of spending Easter in the Hamptons with friends and family.
Some of the Hampton’s wonderful restaurants are available to serve Easter brunch if you aren’t interested in the task of preparing a meal. You can stroll along Main Street in Sag Harbor to see what you fancy. You also must be sure to see the Easter Bonnet Parade in Sag Harbor. My custom hat is still in the works, but it will be ready for next Easter, and I can not wait!
This year there weren’t many signs of vegetation, but if Easter falls a little later, a nice stroll through some local gardens is a great way to explore the area, or bundle up for a beach walk.
Summer in the Hamptons
And well, what can you do in the Hamptons in the summer? Too much to talk about here. My recommendation would be to get your groceries delivered, make a lot of meals at home, hit the beaches early, and spend afternoons by the pool. But if you’re looking to catch a glimpse of celebrities at local hot spots, stay tuned for future posts on exactly how you should be spending your summer weekends in the Hamptons.