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December 2, 2023

Sixty-Something: Holiday Season in the Hamptons

T.J. Clementeby T.J. Clemente
in Community, Trending
Home Community
Sixty-Something: Holiday Season in the Hamptons

It’s now December, and the holiday season is upon us. The hamlets of the East End are showcasing their festive spirit, transforming each village into a scene reminiscent of a Hallmark Card. Driving across the Hamptons after rush hour when darkness falls, a weekly ritual for me becomes a delightful experience. Witnessing the windmills illuminated with enchanting lights is a sight I can never tire of. Montauk Village, Bridgehampton, East Hampton Village, Water Mill, and Quogue, all excel in creating a festive atmosphere. However, reminiscing about decades ago when I delivered a free weekly paper throughout the Hamptons and Shelter Island, Southampton Village, with its double lanes of Main Street and Jobs Lane, adorned with charming alley shops, truly felt like Christmas. There’s a certain magic to walking its streets during this time.

 

This season brings with it parties, gift buying, and home decorating. Some individuals wholeheartedly embrace the holiday spirit, adding a unique personal touch to their homes with seasonal wreaths, lights, trees, and the now-popular huge air-filled inflatables that have become signature pieces. Personally, I’ve always believed there’s no place like home for the holidays, prompting me to festively adorn my home each year.

 

Many people enjoy covering their shrubs and bushes with multicolored Christmas lights, while others prefer basic colors such as all white, green, or blue. Some homeowners go to great lengths, either personally adorning their homes with lights or enlisting specialized help to illuminate trophy homes. I vividly recall my father, when I was young, bravely ascending a ridiculously high ladder to decorate the roof of our home. That’s a feat I could never replicate.

 

Then there are those who go all out with elaborate displays, featuring Santa Claus, his sleigh, reindeers, The Grinch, nativity sets, and an assortment of Christmas decor. For families with young children, creating a festive home is almost a given. In the Hamptons, many grandparents take joy in decorating for the delight of their grandchildren. While my own grandchildren reside in England, I strive to make my home as festive as possible, pulling out cherished Christmas photos from various eras.

 

Christmas allows everyone to revisit the past, creating new memories while cherishing old ones. Gathering the family to decorate the tree, with each person contributing to the placement of ornaments, is a tradition for many. Most families still possess ornaments crafted by their children, themselves, or even grandparents. Do you remember the days before LED lights when bulbs behaved like lava lamps due to the fluid inside?

 

The choice of holiday trees remains a significant personal statement. Some opt for live trees, later planting them in their yards, while others faithfully reuse the same artificial tree year after year. In the Hamptons, some embrace an old-school approach, cutting down a tree in special locations only known to them. Over the years, I’ve enjoyed the spontaneity of pulling up to a pop-up Christmas tree stand, pretending to be knowledgeable about tree selection. There was even a time when my daughters took charge of picking the tree, making the process easier. I once impulsively purchased a Christmas tree at a pop-up stand in New York City and drove it down Park Avenue in my little convertible Volkswagen, from the high nineties all the way to Gramercy Park where I was staying.

 

Having lived in several East Hampton locations over the years, each place held a distinct holiday ambiance. Montauk Village, my most recent residence, will always hold a special place in my heart. Singing Christmas songs at Liar’s Saloon Karaoke just before Christmas became an annual tradition during that time. Walking through Montauk Village when the entire hamlet is aglow and decorated is a truly special experience. Yet, it was my one year living in the heart of East Hampton Village that stands out as perhaps the most magical Christmas I’ve ever had. Late on Christmas Eve, a sizable group of us, without our families nearby, enjoyed a late (until midnight) dinner at the Palm. As the evening concluded at midnight, with snow flurries in the air, the nearby church bells began to chime through the wispy snowfall. I continued to hear them as I walked home, no more than an eighth of a mile. It was as magical as Christmas can get.

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LOCAL EVENTS

Events

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Book Signing – Out East From Above at WAVE

May 29 @ 05:00 PM - May 29 @ 07:00 PM
WAVE Social Wellness - Southampton
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SAG HARBOR IN FOCUS – Photography Exhibiton: Opening Reception, Fashion Show, and Award Ceremony

May 29 @ 05:00 PM - May 29 @ 07:00 PM
The Church, 48 Madison St, Sag Harbor, NY 11963
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31
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Aperitivo Cocktails (Thursday, Friday & Saturday)

May 29 @ 05:00 PM - May 31 @ 08:00 PM
The Baker House 1650
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FINS & SCALES

May 29 @ 05:30 PM - May 29 @ 09:30 PM
Chabad of the Hamptons 13 Woods Ln
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  • NAMIRO made its Southampton debut in style on May 17 with a ribbon-cutting ceremony and VIP cocktail preview, joined by Mayor Manger. Guests enjoyed signature bites and high-energy vibes at this invite-only event.⁠
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Conceptualized by music and hospitality heavyweights, NAMIRO Sushi is more than a restaurant—it’s where sleek design, elevated Asian cuisine, and nightly celebration collide. Located at 76C Jobs Lane in Southampton, NAMIRO opened its doors to the public on May 21 and is open seven days a week, year-round.⁠
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📸: Rob Rich/SocietyAllure.com ©2025 ⁠
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Check out the gallery at Hamptons.com (Link in Bio)⁠
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#namirosushi #hamptons #southampton ⁠
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  • It’s Memorial Day Weekend in The Hamptons! 

So many pop-ups, collaborations, and more! 

🎶 Chloe Caillet & Kaytranada at The Surf Lodge
📍 183 Edgemere St, Montauk, NY
📅 Saturday, May 24 | 🕓 Doors at 4PM

🔥 SlowFires NYC x Ruschmeyers Pizza Pop-Up
📍 Ruschmeyers, 161 2nd House Rd, Montauk, NY
📅 Fri, May 23 – Sat, May 24 | 🕓 4–9PM

🎨 Dolce Vita Pop-Up in Southampton
📍 95 Main Street, Southampton, NY
📅 Fri, May 23 – Sun, May 25 | 🕚 11AM–3PM
Dolce Vita x Down the Street’s Summer Art Series: view new art drops, shop, and enjoy seasonal treats.

👜 Lands’ End x Round Swamp Farm
📍 Round Swamp MTK – 71 S Elmwood Ave, Montauk
📍 Round Swamp BH – 97 School Street, Bridgehampton, NY
📅 Fri, May 23 – Sat, May 24 | 🕣 8:30AM–6PM
Get a custom tote with any $200+ purchase—1 per customer.
📸 AD: Ryan Woehler | 📷: Chris Klinge | 👗: Jenny Huebner | 📸 Asst: Dan Kleinschmidt

🎤 Hello Brooklyn at The Stephen Talkhouse
📍 161 Main St, Amagansett, NY
📅 Saturday, May 24 | 🕥 10:30PM
It’s not a true Hamptons weekend without a night at Talkhouse! Dance the night away with Hello Brooklyn.

🍪 Levain Bakery X John’s Drive-In
📍 Levain Bakery, 354 Montauk Hwy, Wainscott, NY
📅 Starts May 23 | 🕗 8AM–5PM
Thick, gooey Levain cookies + classic scoops from John’s = summer magic.

🪩 Silent Disco Dance Party at Guild Hall
📍 158 Main St, East Hampton, NY
📅 Sunday, May 25 | 🕗 8–11PM
Dance in the garden!

🪁 Kites for Kids Benefit at Main Beach
📍 101 Ocean Ave, East Hampton, NY
📅 Saturday, May 24 | 🕑 2–5PM
Decorate & fly a kite—all proceeds benefit the Eleanor Whitmore Early Childhood Center.
📸 Photo Credit: John Musnicki

🍻 Jon Divello at Kidd Squid
📍 11 Spring St, Sag Harbor, NY
📅 Sunday, May 25 | 🕔 5–7PM
Live music + fresh brews = perfect weekend vibes.

🌸 Garden Club of East Hampton’s Garden Party
📍 Mulford Farm, 10 James Lane, East Hampton, NY
📅 Friday, May 23 | 🕕 6–8PM
Enjoy hors d’oeuvres, drinks, and a Silent Auction featuring art, books, and more.

🌿 Jenni Kayne’s Hamptons Kickoff
Celebrate summer with in-store events all weekend long at the Amagansett Store and the Southampton Store!
📸 Photo Credit: Holly Sarah Burgess

Tap the link in bio for info!
  • My curiosity piqued when I saw the new, shovel-ready plans at 28 Pepperidge Lane in Amagansett. Included with this nearly two-acre property, are sophisticated and luxurious plans by the firm Resolution: 4 Architecture (RES4). New construction in the Hamptons isn’t easy—but what if your dream home could be architect-designed and delivered directly to you? What is the latest in prefab architecture in 2025?⁠
⁠
To explore this intriguing approach further, Scott connected me directly with Robert Luntz, the co-founder of RES4. See our conversation on redefining luxury through modern modular design, its growing relevance in the Hamptons, and the future of high-end prefabrication.⁠
⁠
For more information about the plans in place at 28 Pepperidge Lane, Amagansett, contact Scott Bradley.⁠
⁠
RES4 has been a pioneer in modern prefab architecture. What inspired you to focus on this method of construction?⁠
⁠
We’ve spent over two decades innovating ways to deliver exceptional, modern homes efficiently and affordably. Our modular methodology uniquely allows us to combine luxury, precision, and accessibility, transforming the landscape of high-end housing by delivering refined design to a broader market.⁠
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@resolution4architecture @hamptons_waterman_lifestyle @hamptonsrealestate⁠
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Read the full interview at Hamptons.com. (Link in Bio)⁠
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#architecture #hamptons #hamptonsrealestate #luxury⁠
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  • NYC Second Chance Rescue hosted its 5th Annual Rescue Ball Gala — a dazzling evening of compassion, community, and celebration — at Pier Sixty in New York City.⁠
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The event honored two inspiring individuals for their outstanding advocacy and dedication to animal welfare: Martha Stewart, iconic lifestyle entrepreneur and lifelong animal champion, and Dr. Dan Belkin, leading dermatologist and passionate rescue animal advocate.⁠
⁠
Set against the stunning waterfront views of Pier Sixty, the gala brought together philanthropists, celebrities and compassionate supporters to champion NYC Second Chance Rescue’s mission. The night featured a special live performance by Rob Thomas, a special appearance by Georgina Bloomberg, a lively auction led by celebrity host Elvis Duran, host of Elvis Duran and the Morning Show on Z100, surprise guest Alexandra Daddario, and a high-energy DJ set by GEO ROC that kept guests dancing for a cause.⁠
⁠
⁠
📸: Sylvain Gaboury/PMC⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#secondchancerescue #nyc #marthastewart #robthomas ⁠
  • The 14th Annual Montauk Music Festival is back! ⁠
⁠
Check out the top Hamptons events this weekend!⁠
⁠
🎶 Montauk Music Festival⁠
📅 Fri, May 16 – Sun, May 18⁠
📍 Multiple venues, Montauk, NY⁠
A volunteer-run, grassroots celebration of Montauk’s vibrant live music scene.⁠
⁠
⁠
🐾 ARF’s Pet Celebration Day⁠
📅 Sat, May 17 | 📍 124 Daniel Hole Rd, East Hampton⁠
A tail-wagging good time! ⁠
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🧵 Airing of the Quilts⁠
📅 Sat, May 17 | 12–5PM⁠
📍 The Art Center at Duck Creek, East Hampton⁠
A beloved outdoor tradition! Bring a quilt, share your story, and explore the beauty of the log cabin pattern.⁠
⁠
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🌴 Jimmy Buffett Day at Clubhouse Hamptons⁠
📅 Sat, May 17 | 1–5PM⁠
📍 174 Daniels Hole Rd, East Hampton⁠
Tropical attire encouraged! Live music, raffles, and good vibes—all for a great cause.⁠
⁠
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🎉 Hampton Library’s Family Fest Fundraiser⁠
📅 Sat, May 17 | 2–5PM⁠
📍 Channing Daughters Winery, Bridgehampton⁠
Games, music, food trucks, and “The Sled” mobile tech library—family fun with a local flair!⁠
⁠
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🎸 Jackie Greene at The Stephen Talkhouse⁠
📅 Fri, May 16 | 7PM⁠
📍 161 Main St, Amagansett⁠
Roots rocker Jackie Greene takes the stage. Don’t miss this intimate performance!⁠
⁠
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🚲 Springs Bike Ride⁠
📅 Sat, May 17 | 10AM–12PM⁠
📍 Start: Bridge Lane over Sag Pond⁠
Ride through historic Springs after a quick tour of the local library and historical society.⁠
⁠
⁠
😂 Comedy in The Hamptons: Joe DeVito⁠
📅 Sat, May 17 | 7–10:30PM⁠
📍 Canoe Place Inn, Hampton Bays⁠
Catch NYC comedy favorite Joe DeVito for a night of nonstop laughs.⁠
⁠
⁠
💿 Hamptons Vinyl Record Fair⁠
📅 Sun, May 18 | 12–6PM⁠
📍 LTV Studios, Wainscott⁠
Dig through crates, catch live sets, and vibe with fellow music lovers.⁠
⁠
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🎬 Now Playing at Sunset Theater: Sinners⁠
📅 Fri, May 16 – Mon, May 19⁠
📍 2 Brook Rd, Westhampton Beach⁠
A chilling new horror film starring Michael B. Jordan and Hailee Steinfeld.⁠
⁠
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📷 Anthony Lombardo Photography Exhibition⁠
📅 Sat, May 17 | 12–4PM⁠
📍 Southampton Cultural Center⁠
A showcase of stunning visuals from a standout local photographer.⁠
⁠
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📲 Head to Hamptons.com for more events!⁠
⁠
#hamptonsweekend #montaukmusicfestival #weekend⁠
⁠
  • On Tuesday, April 29th, Kenneth Cole and co-hosts led a special launch event at the Core Club in New York City in partnership with the Mental Health Coalition ahead of Mental Health Awareness Month.⁠
⁠
The evening began with an intimate reception, allowing guests to mingle and connect over cocktails. It was followed by an elegant seated dinner and a special performance from multi-platinum recording artist Rachel Platten.⁠
⁠
Check out the full gallery at Hamptons.com (Link In Bio)⁠
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📸: Photography Courtesy of BFA: Yvonne Tnt⁠
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#kennethcole #rachelplatten #rachelrosnahan #nyc
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