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Hamptons.com
September 26, 2025

Top Hamptons Hot Spots for Apple Picking, Pumpkin Picking, and Family Fun!

Veronica Chumbiby Veronica Chumbi
in Community, Trending
Home Community

Fall officially back! But early birds get the worm—or, in this case, pick out the best pumpkins. Sweater weather is approaching, and the scent of pumpkin spice lattes is lingering in the air.

 

Hamptons.com has curated a list of the best places for fun fall activities! Whether you enjoy getting lost in the corn maze, want to pick the perfect apples, or want to enjoy a hayride, we’ve got you covered.

 

Hank’s Pumpkin Town

240 Montauk Hwy, Water Mill, NY
Monday through Sunday – 9:30am – 5:30pm

This is a gem in the Hamptons! Enjoy apple picking, pumpkin picking, a Maze Park full of fun activities for kids, shop at the market for fresh apple cider and their famous apple cider donuts!

Their Famous Corn Maze is pictured above, can find your way through? 


 Fairview Farm at Mecox

19 Horsemill Ln, Bridgehampton, NY 11932
Friday through Sunday – 10:00am – 6:00pm

Have you ever shot a corncob out of a cannon? Well, you can, here! If you hit the target, you’ll win a gourd! Answer the questions to get through their stunning maze, enjoy delicious ribbon fries cooked right in front of you, and pick out a pumpkin for carving that perfect Halloween ghoul.


Corwith Farmstand

851 Head of Pond Rd, Water Mill, NY 11976
Mondays through Sunday – 9:00am – 5:00pm

Pet and feed the cutest baby goats! They are very friendly and waiting for you to stop by and say hello. Meet their animal friends, two lazy pigs and an energetic sheep. Kids will love exploring the playground and being surrounded by farm animals. On your way out purchase delicious apple pies, corn and pumpkins.


Milk Pail U-Pick Farm

50 Horsemill Ln, Water Mill, NY 11976
Friday through Sunday – 10:00am – 5:30pm

They have a variety of apples for you to pick! Empire, Gala, Golden Delicious, Honeycrisp, Macoun to name a few. They also have Pumpkin picking and Sunflower picking! There’s a beautiful field of sunflowers you can cut and enjoy – you’ll want to take out your camera for this one!


Seven Ponds Orchard

65 Seven Ponds Road, Watermill, NY 11968
Mondays through Sunday – 9:00am – 6:00pm

Enjoy hayrides, a corn maze, a huge playground and a market full of fresh seasonal fruit, baked goods and seasonal vegetables.

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LOCAL EVENTS

Events

06
Mar
06
Mar
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06
Mar

Free Community Health Fair

March 6 @ 11:00 AM - March 6 @ 02:00 PM
St. Luke's Church, 18 James Lane, East Hampton, NY
06
Mar
06
Mar
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12
Mar

Hoppers in IMAX in Southampton

March 6 @ 11:30 AM - March 12 @ 07:00 PM
Southampton Playhouse - 43 Hill Street, Southampton, New York 11968
06
Mar
06
Mar
-
06
Mar

Knowledge Friday with Margaret Garrett

March 6 @ 06:00 PM - March 6 @ 07:30 PM
The Church, 48 Madison St., Sag Harbor, NY, 11963
06
Mar
06
Mar
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06
Mar

An Evening of Gypsy Jazz with Sanda Weigl to Benefit HARLI

March 6 @ 07:00 PM - March 6 @ 09:00 PM
200 Main Street, Sag Harbor, NY 11963
06
Mar
06
Mar
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06
Mar

Evil Woman: The American ELO

March 6 @ 08:00 PM - March 6 @ 10:00 PM
The Suffolk 118 E Main Street Riverhead, NY 11901
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The Sag Harbor American Music Festival Complete Line-Up Revealed

Top Hamptons Events This Weekend: September 26th, 2025

  • Check out the Top Hamptons events This Weekend!⁠
⁠
🎨 2026 Student Exhibition Preview Day⁠
📅 Saturday, March 7 | ⏰ 11am–5pm⁠
📍 Parrish Art Museum, Water Mill⁠
Saturday is for the arts! Enjoy exhibition previews, a drop-in drumming circle, imagination play workshops, and a performance by the Southampton String Ensemble.⁠
⁠
🎻 Fiddler’s Green: A Traditional Irish Music Concert⁠
📅 Saturday, March 7 | ⏰ 1–2:30pm⁠
📍 Southampton History Museum, Southampton⁠
Fiddler’s Green brings the traditional music of Ireland to the East End.⁠
⁠
🍀 Pot O’ Gold Catapult Workshop⁠
📅 Saturday, March 7 | ⏰ 3–6pm⁠
📍 Children’s Museum of the East End, Bridgehampton⁠
Kids can build a catapult and launch gold coins into the lucky pot.⁠
⁠
🎸 Gene Casey and the Lone Sharks⁠
📅 Saturday, March 7 | ⏰ 8–10pm⁠
📍 Bay Street Theater, Sag Harbor⁠
Dubbed “the house band of the Hamptons,” the group brings their iconic country sound to the stage.⁠
⁠
🥣 Project MOST’s Empty Bowls⁠
📅 Sunday, March 8 | ⏰ 12–3pm⁠
📍 Amagansett American Legion Post 419⁠
Taste soups crafted by local chefs while supporting vital programs for children and families. Plus live music, a 50/50 raffle, and family fun.⁠
⁠
🎤 “Sing-Along the American Songbook” Jazz Jam⁠
📅 Sunday, March 8 | ⏰ 2–5pm⁠
📍 Southampton Cultural Center⁠
Celebrating Women’s History Month with vocalists Ludmilla Benevides and Vanessa Trouble, joined by Jane Hastay, Iris Ornig, and Carl Sarafina.⁠
⁠
🥘 Spanish Tapas & Paella Cooking Class⁠
📅 Sunday, March 8 | ⏰ 3:30–6:30pm⁠
📍 R.AIRE, Hampton Bays⁠
Cook alongside Chef Alex, enjoy wine pairings, and dine together afterward.⁠
⁠
🥾 Montauk Loop Hike⁠
📅 Saturday, March 7 | ⏰ 10am–12:30pm⁠
📍 Montauk Lighthouse⁠
Explore scenic trails and keep an eye out for harbor seals.⁠
⁠
🎬 Hoppers in IMAX⁠
📍 Southampton Playhouse⁠
Follow Mabel as her consciousness transfers into a robotic beaver and she enters the animal world.⁠
⁠
📚 BookHampton Book Club: Vigil⁠
📅 Tuesday, March 10 | ⏰ 4pm⁠
📍 LongHouse Reserve, East Hampton⁠
Join fellow readers to discuss George Saunders’ newest book.⁠
⁠
Visit Hamptons.com for more events!⁠
⁠
#weekend #hamptons #hoppers #events #books
  • Quogue Wildlife Refuge held its beloved “Light The Night” trail walk. I’ve heard through the grapevine that the annual walk is magical, peaceful, and paints the dreaded cold winter nights in a whole new light (literally).⁠
⁠
The community braced the cold, freezing temperatures as they followed a lantern trail and entered a quaint marketplace with a Hamptons Coffee Company booth serving delicious, complimentary hot chocolate in reusable mugs, a merch booth with an impressive selection of animal stickers, beanies, pins, maps, stuffed animals, and my personal favorite, a bandana with a map of the Refuge. A must-have for any wildlife fanatic.⁠
⁠
📸: Quogue Wildlife Refuge & Dennis Maroulas & Hamptons.com⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
⁠
#quoguewildliferefuge #lightthenight #trail #community
  • As the Hamptons’ ultra-luxury sector accelerates—with sales above $20 million doubling year-over-year—an architecturally significant coastal contemporary estate has entered the market at $32 million.⁠
⁠
Located at 200 Rose Hill Road in Water Mill, the newly constructed residence spans approximately 19,000 square feet across three levels and is set on 2.29 landscaped acres overlooking a 65-acre agricultural reserve. Mecox Bay lies at the end of the street, with Atlantic Ocean beaches just moments beyond.⁠
⁠
Recently acquired by Moskow Management Trust and offered fully furnished, the gated estate is exclusively represented by Vince Horcasitas of Saunders & Associates.⁠
⁠
@vinceinthehamptons⁠
@hamptonsrealestate⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
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#hamptons #realestate #luxury #watermill
  • Check out the Top Hamptons Events This Weekend!⁠
⁠
From art openings to live music and family fun — here’s what’s happening:⁠
⁠
🖼 Opening Reception: Reclaiming Death Exhibition⁠
📍 Ma’s House, Southampton⁠
🕔 Saturday, Feb 28 | 5–8PM⁠
A powerful group exhibition featuring 20 artists exploring personal and cultural end-of-life practices.⁠
⁠
🎬 2026 Oscar-Nominated Short Films at Sag Harbor Cinema⁠
🕗 Saturday, Feb 28 | 8–10PM⁠
Catch this year’s Oscar-nominated Animated, Documentary, and Live Action shorts.⁠
⁠
👨‍👩‍👧 Family Day at Guild Hall⁠
🕐 Saturday, Feb 28 | 1–3PM⁠
Stop-motion films, tours, and hands-on activities for all ages.⁠
⁠
🥾 Four Ponds Hike⁠
📍 Long Pond Greenbelt Nature Center, Bridgehampton⁠
🕙 Saturday, Feb 28 | 10AM–12PM⁠
A scenic 3.5-mile hike with pond views.⁠
⁠
🎸 The Surfcasters: A Led Zeppelin Celebration at Bay Street Theater⁠
🕗 Saturday, Feb 28 | 8–10PM⁠
Classic rock energy all night long.⁠
⁠
🎻 Clarice Jensen Live at The Church⁠
🗓 Sunday, March 1 | 3–4:30PM⁠
A contemporary classical performance from her latest album.⁠
⁠
🎨 Clay Workshop for Kids⁠
📍 Mudita, Water Mill⁠
🕚 Saturday, Feb 21 | 11AM–12PM⁠
Hands-on creative fun with clay.⁠
⁠
🎤 The Seismatics at Stephen Talkhouse⁠
🗓 Feb 27 | 8PM⁠
Modern + classic rock hits.⁠
⁠
🍷 Wine Wednesday at Nick & Toni’s⁠
🗓 March 4 | 5:30–7PM⁠
Discover highlights from Frederick Wildman.⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
.⁠
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#hamptons #arts #oscars #easthamptons #weekend
  • Charlie Fox Dispensary wants you to know what you put in your body.⁠
⁠
So, if you’re looking for a clear, uncluttered, and elevated cannabis experience, Charlie Fox is for you. If you’re a first-timer, excited to explore cannabis (now legal in New York), or a lifelong enjoyer who’s looking for the best cannabis on the East End, find it at Charlie Fox Dispensary.⁠
⁠
New to Southampton in 2026, Charlie Fox Dispensary is elevating the Hamptons’ luxury wellness/cannabis space with edibles (and drinkables) for every occasion, CBD+, premium vapes and pre-rolls, wellness topicals and remedies, the best flower in the Hamptons, and accessories you won’t have to hide when you entertain.⁠
⁠
Founded by the luxury-minded, hospitality-focused team behind Calissa, you already know it’s chic, with an obvious focus on boutique-level service and one-on-one facetime for anyone (over 21, obvi) who comes through the doors, open 7 days a week, 471 County Road 39 in Southampton.⁠
⁠
Read the full article at the Hamptons.com (Link in Bio)⁠
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#charliefox #southampton
  • Husband and wife duo John and Kelly Piccinnini are thrilled to announce they will be taking over operations of the iconic Sag Harbor property at 1 Main Street, The Corner Bar, maintaining the restaurant’s original name.⁠
⁠
The local couple, who also own The Clam Bar and Sett Coffee, both located in Amagansett, are excited to introduce a refreshed concept that honors The Corner Bar’s storied past while ushering in a new era. The vision preserves The Corner Bar’s beloved, old-school neighborhood charm while updating the design, brand, and menu for a more modern sensibility. Guests can expect a thoughtfully designed space with an approachable vibe – timeless, local, and familiar.⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
⁠
#cornerbar #sagharbor #hamptons #bar
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