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Hamptons.com
September 27, 2022

10 Reasons Why the Hamptons is Awesome in the Fall

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Veronica Chumbiby Veronica Chumbi
in Community, Trending
Home Community

I get it. Summer is over and we are all a little sad about it. But now it’s fall in the Hamptons and this is arguably just as good. Aside from the wonderful weather and fewer crowds, Fall in the Hamptons is very special. Here are the top ten reasons why it’s awesome. 

 

Pumpkin picking – That’s right, I said it. Pumpkin picking. It’s such a fun thing to do with your kids or even your friends if you’re looking for a laugh. Nothing beats Hank’s Pumpkin Town with your family, it’s ear to ear smiles all day. 

 

Fall Restaurant Specials – Because it’s fall, restaurants in the Hamptons no longer tell you that they don’t have a table available and brush you away. The exact opposite happens and restaurants are always coming up with creative ways to keep the locals coming in. Most of the top restaurants out here offer great Fall Prixe Fixes for less than $30. This is a great opportunity to hit up those places that you missed this summer. 

 

Jazz At Wolffer Vineyards – Nothing beats it and it goes on into the winter. Live music, Wolffer wine, lights on the vines as you get deeper into the season, it’s just the best. 

 

Outdoor Firepits – Suddenly, that outdoor firepit that you have in your backyard that you never used during the summer makes a lot of sense. The cool air makes an outdoor firepit feel like a campfire, and with night coming earlier, a nice evening can end by 9pm as you cozy up with your friends by the fire and share stories. 

 

Corn Mazes – My favorite one is located at Mecox on Fairview farm. Not only is the corn maze a blast but they have incredible snacks to enjoy like their homemade French fries with home grown potatoes. 

 

The Montauk Farmers Market in October- This farmers market is just the best and it is a great way to spend part of your day in Montauk during the off season. Speaking of good places in Montauk… 

 

The Montauk Brewing Company – Fall at Montauk Brewing Company is like a celebration of life. The entire brewery forms in a crowd outside to enjoy live music and of course a pumpkin flavored ale magically appears during this time of year. 

 

Oktoberfest at Rowdy Hall – This restaurant in East Hampton simply owns the month of October. If you are in the area you should not miss out on their Oktoberfest menu which only happens during this month. 

 

Beach Walks – Guess what? In the off season, you can park anywhere, at any beach and enjoy it. There are plenty of warmer days during the off season for a little picnic on the beach or a nice beach walk with a cooler breeze. 

 

The Sag Harbor Movie Theater – Movie night is what it’s all about in the fall and the Sag Harbor Movie Theater never disappoints. Nothing beats a nice night out in Sag Harbor with an evening at the theater and a stroll through town in sweater weather!

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The Hamptons is basketball country, thanks to the enduring impact of teachers like Coach Ed Petrie. This Saturday, Long Island Basketball Foundation's fundraiser at The Clubhouse will support Suffolk County student-athletes while honoring one of New York’s most accomplished high school coaches.

Coach Petrie’s Enduring Basketball Legacy Will Take the Court in East Hampton

The Hamptons is basketball country, thanks to the enduring impact of teachers like Coach Ed Petrie. This Saturday, Long Island Basketball Foundation’s fundraiser at The Clubhouse will support Suffolk County student-athletes while honoring one of New York’s most accomplished high school coaches.

Read more
Over the past week, there were 18 Listings that went into contract from Westhampton to Montauk.

Compared to this same week last year (2025), there were 33 Listings that went into contract.

Which is a year over year DECREASE of 45%.

Hamptons Real Estate Market Data – Week of 6/​30/2026

Over the past week, there were 18 Listings that went into contract from Westhampton to Montauk.

Compared to this same week last year (2025), there were 33 Listings that went into contract.

Which is a year over year DECREASE of 45%.

Read more
Last week, Stacey Bendet held a stunning poolside celebration at her Watermill home, signaling the official start of the summer season. DJ Jordan Emanuel from Bravo's Summer House kept the energy high while guests sipped on LALO cocktails and Wölffer's iconic wines. Guests were treated to custom bikini charms by Dorne, lymphatic massages, games of beer pong, and a Farmers Daughter pop-up.

Inside ALICE+OLIVIA’s Poolside Celebration in Watermill

Last week, Stacey Bendet held a stunning poolside celebration at her Watermill home, signaling the official start of the summer season. DJ Jordan Emanuel from Bravo’s Summer House kept the energy high while guests sipped on LALO cocktails and Wölffer’s iconic wines. Guests were treated to custom bikini charms by Dorne, lymphatic massages, games of beer pong, and a Farmers Daughter pop-up.

Read more

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Edwina von Gal Receives LongHouse Visionary Award

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  • An intimate dinner, artful resort wear, and a very chic first look at one of Southampton’s most joyful new collaborations.⁠
⁠
Anticipation is always high when a new restaurant or bar arrives in Southampton, especially one promising French hospitality, resort-minded style, and a reason to dress for more than just dinner.⁠
⁠
Maison Close Southampton delivered exactly that on Thursday, June 18, welcoming a well-dressed mix of friends, media, and familiar faces to The Capri for an intimate celebration of its new collaboration with the French resort wear institution (and longtime Hamptons staple) Vilebrequin. Maison Close is in its inaugural Southampton season at Capri, and the setting already feels right at home—chic, coastal, comfortable, and just polished enough.⁠
⁠
@maisoncloserestaurant @vilebrequin⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
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.⁠
#maisonclose #southampton#capri #vilebrequin
  • Good vibes. Great flavor. Zero sugar 💛✨

This past weekend, @swoon popped up at @amberwavesfarm for a day full of sunshine, drinks, free gifts, and farm tours. #swoon #hamptons #amberwaves #amagansett
  • It’s Fourth of July Weekend! ⁠
⁠
Check out our guide to all the fireworks displays set to dazzle the Hamptons. ✨⁠

⁠
🎇 Stars Over Montauk Fireworks by Grucci⁠
📅 Saturday, July 4 | 9 PM⁠
📍 Best viewing from Gosman’s Dock & Gin Beach, Montauk⁠
Bring a blanket or beach chair and enjoy one of the East End’s most spectacular fireworks shows.⁠
⁠
🚢 Fourth of July Fireworks Cruise aboard the Viking Classic⁠
📅 Saturday, July 4 | 8 PM⁠
📍 Viking Fishing Fleet, Montauk⁠
Watch the fireworks from the water while enjoying a cocktail hour and live music from The Realm Band.⁠
⁠
🎆 Devon Yacht Club Fireworks⁠
📅 Friday, July 3 | 9:15 PM⁠
📍 View from Fresh Pond Beach, Amagansett⁠
Although the event is private, the fireworks can be enjoyed from nearby Fresh Pond Beach.⁠
⁠
🎇 East Hampton Fire Department Fireworks⁠
📅 Saturday, July 4 | At Dark⁠
📍 Main Beach, East Hampton⁠
A beloved annual tradition lighting up the skies over Main Beach.⁠
⁠
🎆 Westhampton Country Club Fireworks⁠
📅 Saturday, July 4 | 9 PM⁠
📍 Westhampton⁠
While hosted by the country club, spectators gather throughout the village for great views of the Grucci fireworks.⁠
⁠
🎡 North Sea Fire Department Carnival Fireworks⁠
📅 Thursday, July 2 & Saturday, July 4 | At Dark⁠
📍 Firemen’s Field, Southampton⁠
Enjoy carnival rides, games, food, and two nights of fireworks.⁠
⁠
🎇 Sag Harbor Yacht Club John A. Ward Fireworks⁠
📅 Saturday, July 4 | 9:30 PM⁠
📍 Marine Park, Sag Harbor⁠
Don’t forget to tune into WLNG 92.1 FM for the synchronized fireworks soundtrack!⁠
⁠
✨ The Clamshell Foundation Fireworks Over Three Mile Harbor⁠
📅 Saturday, July 11 | 9 PM⁠
📍 Three Mile Harbor, East Hampton⁠
Keep the celebration going with this annual summertime fireworks display.⁠
⁠
🎆 Shelter Island Fireworks Spectacular⁠
📅 Saturday, July 11 | 9 PM⁠
📍 Crescent Beach, Shelter Island Heights⁠
A favorite community tradition overlooking beautiful Crescent Beach.⁠
⁠
#fourthofjuly #hamptons #fireworks #montauk
  • There are some restaurants in the Hamptons that simply become institutions, and Pierre’s in Bridgehampton is undoubtedly one of them.

One of the restaurant’s most famous dishes is its legendary chicken entrée, served with perfectly prepared vegetables and creamy mashed potatoes. It’s the kind of dish that keeps people coming back again and again for lunch. Chicken is one of the hardest dishes to make in my opinion, especially if it’s not fried, and this one is flawlessly executed every single time.

 #pierres #hamptons #bridgehampton #dining #review
  • Sean’s Place has been one of those beloved local institutions for years, and after this morning’s visit, it’s easy to understand why. Before I even walked inside, there was a line stretching out the door. In the Hamptons, where new restaurants seem to pop up every season, that kind of loyalty says everything.

 #hamptons #seansplace #breakfast #eggsandwich
  • Tour beautiful houses all summer long with Saunders Associates every Thursday and Friday this summer. Check @hamptonsrealestate for updates on the locations of the house houses. 

 @hamptoncoffee 
#Coffee #openhouse #summer
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