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Hamptons.com
September 15, 2023

Why September is the Best Month in the Hamptons and What to Do

David Lion Rattinerby David Lion Rattiner
in Entertainment, Featured
Home Entertainment
Why September Is the Best Month in the Hamptons and What to Do

If you can allow yourself to believe it, September in the Hamptons is without a doubt the best month to be here. The traffic has subsided, the parking restrictions have come to an end, and the weather is the kind of weather you wish summer was: not too hot, but definitely still hot enough to go to the beach and enjoy the sunshine, and a lot less humid. September in the Hamptons is simply awesome.

 

Here is a list of things to do in September in the Hamptons.

 

RESTAURANTS: First of all, you MUST reserve a table at that restaurant you wanted to visit all summer but couldn’t get a reservation because it was so busy. There are many restaurants in this category. Now is the perfect time to go! Some busy spots where you should be fine these days are Le Bilboquet, Gurney’s, Mavericks, The Crow’s Nest, Beacon, and Tutto. They will all have a table waiting for you!

 

BIKING: Did you know that you can rent a bike for $40 for basically the entire day in Sag Harbor at the Sag Harbor Bike Shop? I didn’t either until recently. This is a great activity and is a lot safer in September because there is less traffic to watch out for! www.sagharborcycle.com

 

GOLF: Think the golf courses are too busy? Think again! Poxabogue and Montauk Downs are wide open in September, and so is the Sag Harbor Golf Course. These are all excellent places and open to the public!

 

FITNESS CLASSES: This has been the summer of Pilates, but quite frankly, almost every popular workout class has been practically sold out everywhere. Not anymore. Check out Soulcycle, Barry’s Bootcamp, and Tracy Anderson for a fun and AVAILABLE workout class.

 

FISHING: September is a great month for fishing in the Hamptons, especially in Montauk, which is often referred to as the “Fishing Capital of the World.” A quick Google search will yield plenty of options, all of which will be much more available to take you out for a fun day of fishing.

 

PUMPKIN TOWN OPENS: Hank’s Pumpkintown is now officially open! It’s such a fun Fall activity to do with the kids.

 

WÖLFFER VINEYARDS: Nothing is more pleasurable than a wine tasting at Wölffer Vineyards, but in the Fall, you don’t have to deal with the crazy crowds or parking.

 

Don’t let the best month in the Hamptons slip through your fingers. Enjoy your September to the fullest.

 

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LOCAL EVENTS

Events

09
May
09
May
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10
May

Evelyn Alexander Wildlife Rescue Center Mother’s Day Plant Sale

May 9 @ 10:00 AM - May 10 @ 05:00 PM
228 West Montauk Highway, Hampton Bays
09
May
09
May
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09
May

Jen Proudman Jewelry Pop-up at Le CLoset Southampton

May 9 @ 02:00 PM - May 9 @ 05:00 PM
9 Windmill Lane, Southampton, NY, 11968
09
May
09
May
-
10
May

Aperitivo Fridays & Saturdays at The Baker House 1650

May 9 @ 05:00 PM - May 10 @ 08:00 PM
The Baker House 1650
09
May
09
May
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19
May

Happy Hour at Bostwick’s on the Harbor

May 9 @ 05:00 PM - May 19 @ 06:30 PM
39 Gann Rd., East Hampton, NY 11937
09
May
09
May
-
09
May

Per Te (For You) A concert of dedications – Music by Roberto Scarcella Perino played by pianist Baron Fenwick

May 9 @ 06:00 PM - May 9 @ 07:30 PM
The Church, 48 Madison St., Sag Harbor, NY, 11963
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Sixty-Something: About Sag Harbor

Sixty-Something: About Sag Harbor

  • 7 Ashwood Court, Southampton, NY 11968⁠
Saunders Exclusive: $6,200,000⁠
@vinceinthehamptons⁠
@hamptonsrealestate⁠
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This magnificent new construction offers a blend of modern luxury and timeless sophistication. Spanning 7,546 +/- sq. ft. on a pristine 0.92-acre lot, this two-story traditional-style residence boasts 7 bedrooms, 7 full baths, and 1 half bath.⁠
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Inside, find an open kitchen adorned with marble countertops and high-end stainless steel appliances, perfect for the culinary enthusiast. The home features a spacious entry foyer, a living room, dining room, family room, den/office, and a study. Enjoy the comfort of two primary bedrooms, each with its own freestanding soaking tub, located on the first and second floors, respectively.⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#saunders #hamptons #hamptonsrealestate #luxuryrealestate #southampton
  • Steeped in tradition, history, and familiarity, a refurbished Sagaponack General Store has reopened its doors. Though still on the same footprint, the renovated establishment feels larger and more spacious, with an open layout and abundant natural light that adds warmth and charm. It now shares space with the newly restored historic Post Office at 542 Sagg Main Street in Sagaponack, located between Sagaponack Road and Hedges Lane, just south of the Sagaponack Common School.⁠
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The original 1878 building was meticulously moved 15 feet back from Sagg Main Street and now features a welcoming new porch. The Post Office, located there as well, has its own handicapped-accessible entrance. While construction is complete, the Post Office has not yet reopened to the public. ⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#sagaponackgeneralstore #local #community #sagaponack #⁠
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  • Check out the top Hamptons events this weekend!⁠
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🎭 Coppélia at Guild Hall⁠
📅 May 2–4⁠
🕖 Fri & Sat @ 7PM | Sun @ 12PM & 5PM⁠
📍 Guild Hall, East Hampton⁠
✨ Hampton Ballet Theatre School’s spring ballet!⁠
🎟️ Link in bio⁠
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🎙️ Elvis Meets Sinatra @ WHBPAC⁠
📅 Sat, May 3 | 🕗 8PM⁠
📍 Westhampton Beach PAC⁠
🎶 Top tribute acts for Elvis & Sinatra⁠
🎟️ Link in bio⁠
⁠
📚 Gingy’s Diaries @ Southampton Arts Center⁠
📅 May 2–4⁠
🕑 2PM & 7PM⁠
🎭 A witty, moving new show by Ilene Beckerman⁠
🎟️ Link in bio⁠
⁠
🌸 Spring Market @ Share the Harvest Farm⁠
📅 Sat, May 3 | 🕙 10AM–12PM⁠
📍 St. Luke’s Church, East Hampton⁠
🎶 Live music, fresh food, flowers & gifts⁠
🎟️ Link in bio⁠
⁠
🏇 Kentucky Derby Party⁠
📅 Sat, May 3 | 🕓 4PM–7PM⁠
📍 Fauna, Westhampton Beach⁠
🍹 Cocktails, hors d’oeuvres & hat contest!⁠
🎟️ Link in bio⁠
⁠
🌼 Mother’s Day Flower Arranging Class⁠
📅 Sun, May 4 | 🕒 3PM–5PM⁠
📍 The Hampton Maid, Hampton Bays⁠
💐 Create a bouquet with Andrews Family Farm⁠
🎟️ Link in bio⁠
⁠
🧘‍♀️ The Rise Wellness Retreat⁠
📅 Sun, May 4 | 🕘 9AM or 3PM⁠
📍 East Hampton Indoor Tennis Club⁠
💪 Yoga, Padel, painting & shopping powered by Lululemon⁠
🎟️ Link in bio⁠
⁠
🏃 May Day 5K – East Hampton⁠
📅 Sun, May 4 | 🕘 9AM⁠
📍 101 Ocean Ave, East Hampton⁠
💖 Run for Family Service League⁠
🎟️ Link in bio⁠
⁠
🪑 Almond Zigmund: Wading Room Exhibition⁠
📅 Opens Sun, May 4 | 🕛 12PM–5PM⁠
📍 Guild Hall, East Hampton⁠
🎨 A fusion of art, furniture & collaboration⁠
📸 Photo Credit: Francine  Fleischer
🎟️ Link in bio⁠
⁠
🍽️ Long Island Restaurant Week⁠
📅 May 2–4⁠
📍 Various Restaurants⁠
🍷 Enjoy 3-course prix fixe meals across LI⁠
🎟️ Link in bio⁠
⁠
⛳ CMEE Spring Golf Outing @ The Bridge⁠
📅 Wed, May 7 | 🕜 1:30PM–6PM⁠
📍 Bridgehampton⁠
🥂 Golf, brunch, cocktails & auction⁠
🎟️ Link in bio⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
⁠
⁠
#hamptons #weekend #local #springmarket #golf ⁠
  • 98 Bay Street, Sag Harbor, 11963⁠
Saunders Exclusive: $8,995,000⁠
@hamptonsrealestate @edmundgaetjens⁠
⁠
Discover an unparalleled offering in the heart of historic Sag Harbor Village. Situated on an idyllic 0.63-acre corner lot, this meticulously restored Victorian delivers the ultimate Hamptons lifestyle: a luxuriously appointed main residence, a lofted studio, and resort-like grounds with a heated gunite pool. Just moments from Sag Harbor
  • To launch the celebrations for its 50th edition, the Hampton Classic Horse Show has unveiled its 2025 poster, “Beneath the Painted Sky,” featuring artwork by Michael “Mickey” Paraskevas of Southampton, NY. Paraskevas has previously designed the Hampton Classic poster four times (1987, 1992, 1998 and 2008).⁠
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Celebrating 50 years of world-class equestrian competition, the Hampton Classic returns to Bridgehampton, NY, August 24-31, featuring FEI CSI5* and CSI2* show jumping and USEF Premier hunter competitions with more than $1 million in prize money.⁠
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📸: Poster Courtesy of the Hamptons Classic⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#hamptonclassic #arts #poster #bridgehampton
  • The countdown has begun! ⁠
⁠
Only a couple of weeks till Memorial Day Weekend! ⁠
⁠
Check out the top Hamptons events this weekend!⁠
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🧘‍♀️ Hot Yoga Flow – Southampton⁠
📅 Friday, April 25th | 🕤 9:30–10:30 AM⁠
📍 Wave Social Wellness, Southampton⁠
🔥 Move, stretch, and detox in a 95°–105° room. Mindfulness meets movement.⁠
⁠
🏃‍♀️ 13th Annual Katy’s Courage 5K⁠
📅 Saturday, April 26th | 🕖 7–10 AM⁠
📍 21 W Water St, Sag Harbor Village⁠
💖 Supporting scholarships & Katy’s Kids @ CMEE. Run with heart.⁠
📸: Courtesy of Katy’s Courage⁠
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🛶 Kayak Big Fresh Pond⁠
📅 Saturday, April 26th | 🕙 10 AM–12 PM⁠
📍 Elliston Park, Southampton⁠
🚣‍♂️ Bring your kayak & life jacket! Nature, peace, and paddling.⁠
⁠
🎨 Spring Craftmarket – Ashawagh Hall⁠
📅 Saturday, April 26th | 🕙 10 AM–4 PM⁠
📍 780 Springs Fireplace Rd, East Hampton⁠
🛍 Handmade art, crafts, food & more. One day only!⁠
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🎶 BCM Spring: Spring’s Clarity⁠
📅 Saturday, April 26th | 🕔 5–6:30 PM⁠
📍 Bridgehampton Presbyterian Church⁠
🎵 Mendelssohn, William Grant Still, & more—live chamber music bliss.⁠
⁠
😂 Ha Ha Hamptons Comedy Tour⁠
📅 Saturday, April 26th | 🕗 8–10 PM⁠
📍 Bay Street Theater, Sag Harbor⁠
🎤 4 comics, 1 hilarious night. Don’t miss the laughs.⁠
⁠
🍽 Long Island Restaurant Week⁠
📅 April 27th – May 4th⁠
📍 Various Locations⁠
🥂 3-course meals. One week. Your favorite Long Island spots.⁠
⁠
🎥 Happy Gilmore – Special Screening⁠
📅 Sunday, April 27th | 🕒 3–4:30 PM⁠
📍 Southampton Playhouse⁠
🏌️‍♂️ Sink a hole-in-one = free popcorn & soda!⁠
⁠
🎬 Ferris Bueller’s Day Off⁠
📅 Sunday, April 27th | 🕑 2 PM⁠
📍 Sunset Theater, Westhampton Beach⁠
📽 Watch a classic in a fresh new space!⁠
⁠
Check out more events at Hamptons.com⁠
⁠
#events #hamptons #films #yoga #restaurantweek
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