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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, Trending
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

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Aug
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Hampton Jazzfest & LTV Studios Present Bill O’Connell

August 25 @ 06:00 PM - August 25 @ 08:00 PM
LTV Studios 75 Industrial Road Wainscott, NY, 11975
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Hamptons Jazzfest & LTV Studios Present: The McIver Piano Jazz Series

August 25 @ 06:00 PM - August 25 @ 08:00 PM
75 Industrial Road, Wainscott, NY, 11975
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The Perlman Music Program Alumni Octet

August 25 @ 06:00 PM - August 25 @ 07:00 PM
Jewish Center of the Hamptons, 44 Woods Lane, East Hampton, NY 11937
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The Center at West Park Presents One-Night-Only Staged Reading of All the President’s Men

August 25 @ 07:00 PM - August 25 @ 10:00 PM
Guild Hall, 158 Main Street, East Hampton, NY 11937
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A Miserable Evening with Jackie Hoffman at Bay Street Theater

August 25 @ 08:00 PM - August 25 @ 10:00 PM
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Sixty-Something: About Sag Harbor

Sixty-Something: About Sag Harbor

  • @wagsandwalks @themontaukbeachhouse 

Puppies + Pilates + @montaukila = The Perfect Day

Check out our Events Calendar for more events! (link in bio)

#wagsandwalks #animaladoption #adoptdontshop❤️ #dog #montauk #montaukbeachhouse #montaukila #pilates
  • Check out the Top Hamptons Events This Weekend! ⁠
⁠
✨ 50th Annual Hampton Classic Horse Show⁠
📅 Sun, Aug 24 – Sun, Aug 31, 2025 | 8am–5pm⁠
📍 240 Snake Hollow Rd, Bridgehampton, NY⁠
🐴 One of the largest outdoor horse shows in the U.S., a premier summer destination for competitors & spectators.⁠
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🎶 Apollo in the Hamptons⁠
📅 Fri, Aug 22, 2025 | 6pm⁠
📍 Si Si, 295 Three Mile Harbor Hog Creek Rd, East Hampton, NY⁠
Experience the essence of the legendary Apollo Theater with DJ Cassidy, Doug E. Fresh & more!⁠
⁠
⁠
🦈 50th Anniversary of JAWS Celebration – Montauk⁠
📅 Sun, Aug 24, 2025 | 12pm–7pm⁠
📍 Shark Bar Montauk, 2167 Montauk Hwy⁠
Screening, live music with Molly Scheider, themed cocktails, shark merch 🦈 — all to benefit Hayground School.⁠
⁠
⁠
😂 Chelsea Handler at WHBPAC⁠
📅 Fri, Aug 22, 2025 | 8pm⁠
📍 WHBPAC, 76 Main St, Westhampton Beach, NY⁠
A night of comedy with Chelsea Handler!⁠
⁠
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🎵 The Knocks at Surf Lodge⁠
📅 Sat, Aug 23, 2025 | 4pm⁠
📍 The Surf Lodge, 183 Edgemere St, Montauk, NY⁠
The Knocks bring their signature groove to the Hamptons.⁠
⁠
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🌅 Generation S.O.S – Live From Water Mill Fundraiser⁠
📅 Sun, Aug 24, 2025 | 5pm–8pm⁠
📍 Water Mill, NY⁠
Featuring Jason Biggs, Luke K, & MC Sophie Sumner.⁠
⁠
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🇬🇷 Mykonos Nights at Calissa⁠
📅 Fri, Aug 22, 2025 | 10pm⁠
📍 Calissa, 1020 Montauk Hwy, Water Mill, NY⁠
End-of-summer vibes with DJs, drinks & dancing.⁠
⁠
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👜🐶 Bark Jacobs by Marc Jacobs at The HUB⁠
📅 Sat, Aug 23, 2025 | 11am–7pm⁠
📍 The HUB, 2183 Montauk Hwy, Bridgehampton, NY⁠
Shop Marc Jacobs & get your pup’s portrait or initials hand-painted on your accessories.⁠
⁠
⁠
🐾 Wags & Walks’ Party Cruise⁠
📅 Sun, Aug 24, 2025 | 3pm–5pm⁠
📍 Easy Breeze Cruises, 462 W Lake Dr, Montauk, NY⁠
Cruise Montauk waters with cocktails & adoptable pups.⁠
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🎨 5th Annual Celebrating Creatives of Color⁠
📅 Sat, Aug 23, 2025 | 11am–5pm⁠
📍 The Church, 48 Madison St, Sag Harbor, NY⁠
Showcasing artists & authors of color, with works available for sale.⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #weekend #hamptonsclassic #jaws #montauk #apollotheater⁠
  • The Southampton Animal Shelter Foundation held its “Sweet 16th” Unconditional Love Gala, a premier Hamptons event celebrating compassion, community, and animal welfare at a private estate in Bridgehampton. The Unconditional Love Gala is SASF’s largest fundraiser of the year, with proceeds directly supporting the shelter’s mission to provide care, rehabilitation, and forever homes for homeless animals. ⁠
⁠
Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#animalshelter ⁠
#fundraiser #hamptons #southampton
  • Make sure you check out the sunset music series before the end of August. For more info on dates and times check out the Wölffer website.

#sumsetmusic #winestand #wölffer #rosé
  • Hilary Matt Interiors is a residential design firm started and located in New York City with projects spanning across the country, including in the Hamptons and East End.⁠
⁠
Hilary, principal and founder, is known for a bold aesthetic that is comfortable and livable. She always keeps her clients at the forefront so they can express themselves as individuals through their spaces. After starting out in the fashion industry, Hilary felt a call to interior design where she has been bringing her unique approach and style to every space as the brand continues to grow.⁠
⁠
Hilary spoke more about her background, how each HMI project differs from one another, and why the Hamptons is such a special place to her. She also shared her top 5 interior design tips as inspiration.⁠
⁠
Can you discuss your background and how you got started with interior design?⁠
⁠
HM: I studied business and apparel merchandising. After graduating, my first job was at a women’s contemporary showroom in NYC. I had always loved fashion and wanted to be in the industry. After a year, I realized it wasn’t quite what I expected. I had always been interested in interior design, so I took a leap of faith and accepted a job as an assistant to an interior designer. I was initially nervous to leave fashion, but I figured I could always return. I ended up loving it and worked with her for eight years, learning the ins and outs of the business. I also took classes on weekends and evenings to learn computer programs, scaling, and other essential skills. After leaving that position and having my first son, I started my own company, which has snowballed into what we are today.⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#hilarymatt ⁠
#hilarymattinteriors ⁠
#hamptons ⁠
#interiordesigner⁠
#hamptons lifestyle⁠
#interiorstyling⁠
#design
  • Comedian Des Bishop took the stage at Westhampton Beach Performing Arts Center this week and delivered laugh after laugh. A native New Yorker, Des moved to Ireland in his teenage years, which ultimately inspired his start in comedy and a successful career that has spanned three decades.⁠
⁠
His comedy is full of observational humor and nostalgia, whether it be about his many cross-cultural experiences, an ever-changing societal landscape, and his own personal stories growing up. Des brings energy and a unique perspective to every show, evident at his Westhampton show, the place he has spent all his summers since the 90s.⁠
⁠
Des spoke more about his background, how his experiences have shaped his approach to comedy, his connection with the East End, and his WHBPAC show.⁠
⁠
Can you tell us a bit about your background and how you first got into comedy?⁠
⁠
DB: Well, my background is a little complicated, but the quick version is I grew up in Queens, flunked out of St. Francis Prep at 14, and ended up going to Ireland to boarding school in 1990. It was a crazy, life-changing experience, but it definitely saved my education and ultimately inspired a comedy career that in the early days focused a lot on being an outsider looking in. It’s hard to know if I ever would have tried stand-up if I hadn’t been in Ireland. I got sober at 19 and it was a comedian I knew from that world that pushed me to try stand up. Once I got on stage that was all she wrote. I was addicted.⁠
⁠
Read the full interview at Hamptons.com (Link in Bio)⁠
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#desbishop #comedy #westhampton #whbpac
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    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
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