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Hamptons.com
September 25, 2014

Pumpkin Carving, Apple Picking, Wine Tours And Spooky Ghost Walks: It Feels Like Fall In The Hamptons

20
VIEWS
Elsie Boskampby Elsie Boskamp
in Entertainment
Home Entertainment

Like always, Labor Day weekend has come and gone, announcing the end of summer time fun. But just because autumn has begun, doesn’t mean the party’s over. As the long and lazy days of summer slowly wind down, some of the best months in the Hamptons are upon us.

Whether it’s going apple picking with the youngsters, carving that perfect pumpkin with your best friend, getting lost in a corn maze ten times over or simply relaxing at some of the best wineries on the East End, there’s something for everyone to enjoy.

So, while the leaves begin to drop and that familiar fall breeze returns, reminding us why autumn is so beautiful, here are the top ten things to do this fall season.

What better way to appreciate this beautiful island we call home than to go camping? (Photo: Elsie Boskamp)


1. Find Your Favorite Farmstand: The Hamptons is famous for their food, and what better place to shop than your local farmstand? Tucked away in secret corners across the East End, you’ll find some of the best locally-grown produce around. So whether it be a stop at The Green Thumb (829 Montauk Highway, Water Mill), North Sea Farms (1060 Noyac Road, Southampton), Round Swamp Farms (184 Three Mile Harbor Road, East Hampton) or the best pop-up stand in your neighborhood (like the one on Library Avenue in Westhampton Beach), be sure to check them out and find your favorites! Even better, while you’re there pick up fall favorites like butternut squash, brussel sprouts, broccoli and cauliflower.

2. Embrace Your Inner Nature: What better way to appreciate this beautiful island we call home than to go camping? Fall weather is perfect for cuddling up next to a cozy bonfire and roasting marshmallows under the stars. During the day enjoy fun at the playground and friendly fishing competitions with family and friends. Pack up the camper, or the tent, and head over to Indian Island County Park (County Road 105, Riverhead) or escape to the ocean-front Hither Hills State Park (164 Old Montauk Highway, Montauk).

One of the best things about picking 20 pounds of apples is going home and baking apple pie for the next week. (Photo: Elsie Boskamp)


3. Go Apple Picking: Nothing says autumn like packing up the car and heading to an apple orchard. And, of course, one of the best things about picking 20 pounds of apples is going home and baking apple pies for the next week. This year, visit the Milk Pail (located at 50 Horsemill Lane, Watermill) or Seven Ponds Orchard (65 Seven Ponds Road, Water Mill) to satisfy all your apple-picking needs. While you’re there, don’t forget to taste their homemade goodies and fresh apple cider too!

4. Explore The East End: Dust off the cobwebs on your bike and dig up that old map that’s lying around the house and put it to good use. If biking isn’t your forte, grab a friend and go on a hike. Pack a picnic and set out towards Shelter Island or Camp Hero State Park (50 South Fairview Avenue, Montauk) or go exploring around your own village.

Since farms, animals and fall go hand in hand, why not take the family to a petting zoo? (Photo: Facebook/LongIslandGameFarm)


5. Brave A Spooky Walk: The month of October is famous for its freaky frights and startling, spooky walks. If you love Halloween, and don’t mind a good scare, then this is definitely a must do. For a traditional spooky walk complete with ghouls and goblins, try the Quogue Wild Life Refuge (3 Old Country Road, Quogue), which also has an Enchanted Forest Trail for the kids. If you’re looking for more of a fright, check out one of the Island’s longest spooky walks at Camp Pa-Qua-Tuck (2 Chet Swezey Road, Center Moriches).

Pumpkin carving is always a fall favorite. (Photo: Nicole Barylski)

6. Carve A Pumpkin: Pumpkin carving is always a fall favorite. There’s something about being elbow deep in pumpkin goo that we all love – and that glowing jack-o-lantern makes it all worthwhile. Find that perfect pumpkin at Hank’s Pumpkintown (240 Montauk Highway, Water Mill) or Andrew’s Family Farm and Greenhouses (1038 Sound Avenue, Wading River). Make sure you share your carved masterpieces with Hamptons.com on social media where they’re done!

7. Tour The Wineries: With dozens of the nation’s best vineyards located on Long Island, there’s no better place to indulge then on the East End. From the many North Fork options like Kontokosta Winery (825 North Road, Greenport ) and Bedell Cellars (36225 Main Road, Cutchogue ) to Lieb Cellars’ Hamptons store (26 Park Place, East Hampton) and Channing Daughters Winery (located at 1927 Scuttlehole Road, Bridgehampton) on the South Fork, you’ll sip, savor and smile all season long.

8. Navigate A Corn Maze: Take the time to get lost in a corn maze this season. After enjoying a fun fall hayride, take your family and friends in hand and dare to navigate the maze. Check out Harbes Farm and Orchard (698 Sound Avenue, Riverhead) for one of the best in corn mazes as well as a variety of family fun.

With dozens of the nation’s best vineyards, there’s no better place to indulge then on the East End. (Photo: Facebook/LiebCellars)


9. Play At A Petting Zoo: Since farms, animals and fall go hand in hand, why not take the family to a petting zoo? Long Island Game Farm (489 Chapman Boulevard, Manorville) is perfect for adoring and feeding baby animals and, even better, they have fall festivities throughout the season.

10. Be Thankful: With Thanksgiving around the corner, fall can be considered the season of appreciation. So, pay it forward to all the people who love you most. Stroll the town with your friends, eat candy apples and kettle corn with your family, and treat your co-workers to pumpkin spice lattes, all the popular fall favorites.

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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

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Which is a year over year DECREASE of 45%.

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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.

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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.

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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
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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.⁠
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🎆 Shelter Island Fireworks Spectacular⁠
📅 Saturday, July 11 | 9 PM⁠
📍 Crescent Beach, Shelter Island Heights⁠
A favorite community tradition overlooking beautiful Crescent Beach.⁠
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#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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