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Hamptons.com
August 27, 2022

Sixty-Something: The Hamptons’ Transformation from August to September

T.J. Clementeby T.J. Clemente
in Community, Trending
Home Community

 

Years back the saying used to be that September in the Hamptons was the best kept secret. Then slowly but surely that secret was out. September is the month that the folks who are the nuts and bolts of the Hamptons really get to enjoy all the east end has to offer, without the rudeness huge crowds can create.

 

Beach parking is no longer a problem, even on the warmest and sunniest of weekend days. Choice seats at favorite restaurants are available without a wait. Parking in the town lots and even on the streets is easily available. The only negative is the rush hour traffic to and from the east end that still happens in the morning and the evening. After all, people still go to work daily in September.

 

In the next few weeks many stories will be posted about “Tumbleweed Tuesday,” that being the name locals have given the Tuesday after Labor Day. The change of the seasonal rental and vacation folks exiting the east end is that drastic.

 

When the bar/restaurant Nichols was in its heyday on the north side of Route 27 in Wainscott, a crowd would gather at the outside seating and just enjoy a cocktail while they watched the mass exodus of cars heading west with bicycles and beach chairs strapped to the roof or rear of the car. The local patrons, many loyal Sag Harbor golfers, would watch, sip their drinks and just smile for hours.

 

Folks who live in Montauk will now be able to park and shop at the local IGA with ease after Labor Day. That will be true all over the east end. Gone will the long lines due to people buying $700 worth of groceries then intensely checking the bill.

 

However, then there is the return of the rental home owners to do their post season victory lap as they move back into their rental second homes. It’s time for them to enjoy their summer vacation in September in the Hamptons. You can overhear them conversing with fellow second home owners who rent out the homes about how much revenue they received, could have ascertained or turned down. They compare damages done to the house and changes they will attempt to make in the off season.

 

September 2022 is going to be a pivotal time on the east end. With the Covid pandemic phenomenon now in retreat how will the east end respond? Will inflation continue to financially tag the local hourly wage earners? Will home values continue to rise, or stabilize or even get soft? One truly doesn’t know, but one thing folks sixty-something in age know is that rarely does living life anywhere get less expensive over time.

 

Back as a child I used to really enjoy an ice-cold coca cola in those special coke bottles out of the vending machines for ten cents. You put that shinny little dime in that coke machine and out with that certain noise came the very cold coke bottle. The vending machine had the bottle opener right next to where to put the dime in. Then we were told about a sugar shortage and the drink price went up to twenty-five cents and has kept on going up, no matter what the sugar market is.

 

Now that September is right around the corner that doesn’t mean the busy days before Labor Day wind down. Actually it is quite the opposite. The bigger private jets and helicopters are now arriving at the airports. Also, the more expensive and exotic cars seem to be appearing on the town roads.
You can’t help but notice all the lights seem to be on at the largest south of the highway homes late into the night along with huge private lawn parties.

 

I have a sailing ritual every Sunday night before Labor Day. I have a friend named Andrew who comes out to sail with me. We sail and if it is warm enough take a sunset swim at Sammy’s beach. Then, when it gets dark we slowly motor across Three-Mile-Harbor. While cruising we observe all the lights on in all the rooms. It is the one night all of the homes are lit up.

 

The lit up homes along the shore line create a Christmas eve effect. Then the following Tuesday night, all around the harbor at least three quarter of those homes are dark. They stay dark every evening until the next Memorial Day.

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Inaugural Concours d’Elegance to benefit the Southampton Fresh Air Home

Inaugural Concours d’Elegance to benefit the Southampton Fresh Air Home

  • The 33rd Hamptons International Film Festival kicked off last Friday with the U.S. premiere of A24’s Eternity starring Elizabeth Olsen, Miles Teller, and Callum Turner.⁠
⁠
Elizabeth Olsen attended the premiere on Friday, and on Saturday sat down with IndieWire’s Editorial Director Kate Erbland at the Sag Harbor Cinema as a part of the festival’s “A Conversation With” series. Later that day, the second “A Conversation With” took place as Ethan Hawke and moderator Alison Stewart talked about Blue Moon, as well as Hawke’s filmography. ⁠
⁠
Sydney Sweeney received the festival’s Achievement in Acting Award following the U.S. premiere of her film Christy in East Hampton. ⁠
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Notable Guests included: Alessandro Nivola, Alec Baldwin, Amanda Peet, Tonatiuh, Miriam Shor, Lois Smith, Tim Blake Nelson, Mareille Enos, Bob Balaban, E. Jean Carroll, Roberta Kaplan, Ellen Barkin, Bernie Telsie, Bill Condon.⁠
⁠
📸: Jess Dalene⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#hiff #hamptonsinternationalfilmfestival #film #elizabetholsen #sydneysweeney #hamptons #hamptonsfilm⁠
  • When: Fri, Oct 3rd – Sun, Oct 5th, 2025
8am – 5pm

Where: Levain Bakery, 354 Montauk Hwy, Wainscott, NY

Levain Bakery is introducing a new cookie for a limited time: Peanut Butter Dark Chocolate Chip – a decadent mix of creamy and chunky peanut butter with rich dark chocolate chunks. Originally created to celebrate the opening of Levain’s Beverly Hills Bakery, this indulgent new flavor will now be available for just three days only, October 3–5, at all retail bakery locations.

To make the weekend even sweeter, guests who purchase a cookie will receive a Levain Bakery mini tote (while supplies last), a fan-favorite collectible sure to go quickly.

#levain #levainbakery #cookie #minitote #tote #hamptons
  • From world premieres at the Hamptons International Film Festival to SouthamptonFest! ⁠
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Check out the Top Hamptons Events This Weekend!⁠
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🎬 33rd Hamptons International Film Festival⁠
📅 Oct 3 – 13, 2025 | 9AM – 10PM⁠
📍 Various Locations⁠
A global lineup of films, shorts & documentaries.⁠
⁠
🍪 Levain Bakery⁠
📅 Oct 3 – 5, 2025 | 8AM – 5PM⁠
📍 354 Montauk Hwy, Wainscott⁠
Try the Peanut Butter Dark Chocolate Chip cookie + snag a mini tote (while supplies last).⁠
⁠
🎉 13th Annual SouthamptonFest⁠
📅 Oct 3 – 5, 2025 | 10AM – 7PM⁠
📍 Southampton Village⁠
Arts, culture, food & family fun all weekend long!⁠
⁠
🎶 SpringsFest⁠
📅 Oct 4, 2025⁠
📍 1 Parsons Pl, East Hampton⁠
Live music, raffles, crafts, blacksmith demos & more.⁠
⁠
💃 Salsa Social @ The Clubhouse Hamptons⁠
📅 Oct 4, 2025 | 9PM – 11:30PM⁠
📍 East Hampton⁠
Dance the night away w/ DJ Chile & more!⁠
⁠
🐚 34th Annual Largest Clam Contest⁠
📅 Oct 5, 2025 | 12PM – 3PM⁠
📍 Amagansett Life Saving Station⁠
Taste clam chowder, clam pies & cheer on the winners!⁠
⁠
🎷 East Meets West Jazz Jam Session⁠
📅 Oct 5, 2025 | 2PM – 5PM⁠
📍 Southampton Cultural Center⁠
Free community jazz jam – all are welcome.⁠
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🌕 Full Hunter’s Super Moon Hike⁠
📅 Oct 6, 2025 | 6:30PM – 7:30PM⁠
📍 SOFO Museum Parking Lot⁠
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✨ Which event are you most excited for?⁠
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Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #hamptonsinternationalfilfestival #hiff #jazz #fullmoon #hike #film #levainbakery #community
  • So many fun fall activities in the Hamptons 🎃

@fairviewfarmatmecox 
@corwithsfarmstand 
@milkpailfarmorchard 

Check out our fall guide at Hamptons.com (Link in Bio)

#hamptons #fall #applepicking🍎 #pumpkin #maze #pettingfarm
  • As summer winds down and the cool breezes of fall approach, jewelry enthusiasts and fashion lovers alike are looking for the latest seasonal trends. Yael Fraynd, founder and president of Yaya Publicity, offers an insider’s perspective on what to expect this fall — especially for those embracing the chic lifestyle of the Hamptons.⁠
⁠
Looking ahead to fall, Fraynd described the evolving styles with enthusiasm. For fall, expect to see bold statement pieces, rich gemstone colors like orange and a playful mix of metals. ⁠
⁠
She also noted the influence of pop culture on jewelry trends, including celebrities like Taylor Swift, who is recently engaged, saying, “It could also be just, you know, with Taylor Swift, who has such a big effect on what people like.”⁠
⁠
On the seamless transition from summer to fall styles, she observed, “In the summer, you see a bit of Western-inspired pieces, and I think that they really do kind of transition into fall really nicely. ⁠
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@yayapublicity⁠
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Read the full article at Hamptons.com (Link in Bio) ⁠
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#fall #falltrend #falljewelry #hamptons⁠
  • Apollo in the Hamptons returned with a celebratory evening at the EHP Resort & Marina (Si Si Restaurant) in East Hampton. The annual fundraiser supported Apollo’s year-round artistic and educational programs and its first full-scale renovation and restoration. ⁠
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📸: Danté Crichlow for The Apollo⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#apollo #apollotheater #hamptons #easthampton #benefit #fundraiser
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