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I went to the Hamptons during the last busy weekend of the summer. These are my biggest takeaways.

September 3, 2025
in News
I went to the Hamptons during the last busy weekend of the summer. These are my biggest takeaways.
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Homes in the Hamptons
I spent a notoriously busy weekend in the Hamptons.

KENA BETANCUR/AFP via Getty Images

I’d been driving for almost three hours when I saw the license plate signalling my time in the car was almost over: an abbreviated spelling of Water Mill, a hamlet in Southampton.

I spent the notoriously busy Labor Day weekend in the Hamptons, and though I knew to expect a wide variety of wellness options and expensive groceries, other aspects of the East End stood out.

Keto Deviled Eggs in Hamptons
There was no shortage of wellness options, like these keto deviled eggs.

Alice Tecotzky

Tension simmers not so far under the surface

The Hamptons is well-known for a tremendous concentration of wealth, but not everyone visiting over the weekend supported the uber-rich.

On Sunday, a small group of protesters gathered in East Hampton as part of a nationwide “Workers Over Billionaires” campaign. Some gathered at an iconic restaurant, others targeted the home of billionaire hedge fund manager Bill Ackman. A press release for the event said protesters wanted to “confront billionaire donors reshaping New York politics,” referencing the city’s coming mayoral race, where frontrunner Zohran Mamdani’s policies have spooked some wealthy residents.

Protestors in the Hamptons
Some demonstrated against billionaires on Sunday.

Aileen Oser

Houses were also a source of conflict. Two luxury real estate agents in the area told Business Insider that some residents are grumbling about a recent change to the East Hampton zoning code that limits the size of new houses. Local news talked about existing properties, though — an edition of the East Hampton Star featured an article about water usage in the area, noting that some homes pump millions of gallons of water yearly.

43 E Dune Lane house
I toured an 11,000-square-foot home that couldn’t be built under the new zoning rules.

Alice Tecotzky

It’s more family-oriented than expected

Many know about the Hamptons nightlife, but I was struck by how family-oriented the area seemed, even on such a busy weekend. I saw more kids with ice cream cones than I did drunken clubbers, at least out in public. Kyle Rosko, a real estate agent at Douglas Elliman, told me most of his buyers are families.

That’s not to say there wasn’t drinking or partying — lines at the infamous Stephen Talkhouse, for example, stretched down the block.

Stephen Talkhouse line
The line at Stephen Talkhouse on Saturday night stretched down the block.

Alice Tecotzky

Remote work changed things

I knew crowds would swell over Labor Day, but I saw firsthand how stark the difference is between mid-week and the weekend. The Hampton Classic Horse Show was fairly empty when I visited on Wednesday, but an employee at a food stall told me crowds surge on the weekend.

In Montauk, lines stretched out the door at local coffee and breakfast spots over the weekend, but I didn’t see any crowds when driving through on Tuesday morning. The same went for Amber Waves, one of Ina Garten’s favorite farm stands — there was hardly a wait on Wednesday, though customers snaked through the aisles late Sunday morning. I wasn’t shocked, but the difference was more striking than I expected.

Hermés stand at Hampton Classic Horse Show
The Hampton Classic Horse Show was fairly empty on Wednesday

Alice Tecotzky

Dana Feller, 52, cofounder of homeware brand Hamptons Blue who lives in Water Mill full-time, said she’s seen remote work impact the pacing of each week.

“A lot of people come out here now on Thursday and then stay some time through Monday, and then they’re in the office Tuesday, Wednesday, Thursday,” said Feller, who has been coming to the Hamptons for 20 years but moved here permanently during the pandemic. “As opposed to it being a Friday to Sunday, it’s now a Thursday to Monday.”

By the time I left on September 2, the summer season had officially ended. One waitress at a popular Amagansett spot told me she would head to Colorado to work for the winter ski season; a valet at a Montauk restaurant said they were getting ready to shut down until next year.

The natural beauty isn’t all natural

As picturesque as many of the multimillion-dollar houses are, the landscaping sometimes caught my eye more than the architecture. Hedges are cut at right angles or in perfect bulbs; hydrangea bushes are trimmed to reveal perfect end-of-summer blooms.

Nature is far more unruly, though, than the estates suggest, and evidence of the work required to maintain the landscape is everywhere. Vanity Fair reported in 2023 that some residents spend hundreds of thousands annually to maintain their lawns.

Landscaping truck in Hamptons
Landscaping trucks dot the roads.

Alice Tecotzky

One morning, I heard two employees from a groundskeeping business talking in front of a house in Amagansett about “fix” the landscaping chaos (to my untrained eye, the lawn looked pretty good). Landscaping trucks dot the shoulders of local roads, and it’s easy to notice them given how slowly traffic often crawls.

The post I went to the Hamptons during the last busy weekend of the summer. These are my biggest takeaways. appeared first on Business Insider.

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