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Hamptons.com
October 7, 2021

Columbus Day Weekend Hamptons Events

192
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Veronica Chumbiby Veronica Chumbi
in Entertainment
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Wölffer Estate’s 2019 Annual Harvest Party

The Hamptons is full of incredible events from the Hamptons Film Festival to the 40th Annual Montauk Fall Festival! 

Here are our top picks for this weekend!

Montauk:

 

40th Annual Montauk Fall Festival
Saturday, October 9th, 2021 – Sunday, October 10th, 2021
11:00am – 5:00pm

Montauk Village Green
Carl Fisher Plaza
Montauk, NY 11954

The 40th Annual Montauk Fall Festival brought to you by the Montauk Visitors Center and Chamber of Commerce. On Saturday enjoy the Annual Chowder Contest at 11am. Mugs are on sale now online and also in-person any time.

Joe Delia and the Thieves and The Realm will entertain with live music in the Gazebo. There will also be Pumpkin painting, kid crafts, bouncy rides and delicious treats are in the works along with the Chinese Auction, Online Silent Auction and our fabulous food tent. Farmer’s Market Vendors will line the street both days.

Click Here For More Info

Amagansett: 

 

Tyler Valcich Memorial Classic Car Show 
Sunday, October 10th, 2021
9:00am – 9:00pm

Amagansett Firehouse
439 Main Street
Amagansett, NY, 11930

Enjoy this Car Show & Cruise! There will be live music, food and ice cream trucks, raffles and train rides for the kids!

Click Here For More Info

 

East Hampton: 

 

29th Hamptons International Film Festival 
Thursday, October 7th, 2021 – Sunday, October 10th, 2021

The Hamptons

The 29th Hamptons Film Festival is back this year! The Hamptons will soon be filled with film fanatics from all over the world and celebrities from October 7th through October 13th. There will be in-person live screenings as well as virtual screenings.

Last year, everyone enjoyed popcorn in their cars and had a taste of the 60s at the Drive-In screenings, but this year we are back to some sense of normalcy. HIFF will open the 2021 festival with the World Premiere of THE FIRST WAVE. Passes are now on sale, so make sure to purchase yours before they sell out.

Click Here For More Info

 

ARF’s Annual Stroll To The Sea Dog Walk 
Saturday, October 9th, 2021
9:00am – 12:00pm

Mulford Farm
10 James Lane
East Hampton, NY

Sea Dog Walk will take place IN-PERSON, on Saturday, October 9! Bring your furry friends and enjoy a scenic two-mile walk to the ocean and back at Mulford Farm, 10 James Lane in East Hampton. Enjoy fun contests, prizes, food and live music while raising funds to help the cats and dogs of ARF.

Gates open at 9 AM, walk starts at 10AM. Or walk anywhere and participate virtually!

Click Here For More Info

 

1st East Hampton Airport Honey Harvest Fest 
Saturday, October 9th, 2021
10:00am – 3:00pm

East Hampton Airport
173 Daniels Hole Road
Wainscott, NY, USA

Come join the fest as they harvest over 180lbs of honey produced locally here at our airport. Free samples will be provided to attendees as well as fun activities for the kids.

 

Sag Harbor: 

 

Julie Keyes Gallery: Color of Freedom Art Show 
Friday, October 8th, 2021 – Monday, October 11th, 2021
11:00am – 6:30pm

Julie Keyes Gallery
45 Main Street
Sag Harbor, NY

The COLOR OF FREEDOM is an art show at the Julie Keyes Gallery in Sag Harbor. The art was lovingly created by the children of the Bridgehampton Child Care & Recreational Center. The works were done on the theme of freedom and cultural identity. 

www.JulieKeyesArt.com

 

Bay Street Theater: Isaac Mizrahi
Saturday, October 9th, 2021
8:00pm – 9:30pm

Bay Street Theater
1 Long Wharf
Sag Harbor, NY

Isaac Mizrahi is taking to the stage with an all-new show! Accompanied by his band of six jazz musicians—led by Ben Waltzer—Mizrahi will perform a range of music, including favorites by Billie Holiday, Barbra Streisand, Cole Porter, and Madonna. Throughout the show, he’ll share his hilarious musings on everything of the moment from politics to dieting to his latest Instagram obsessions.

Click Here For More Info

 

Sagaponack:

 

Wölffer Estate’s 2021 Annual Harvest Party
Saturday, October 9th, 2021
12:00pm – 4:30pm

Wölffer Estate Vineyard
139 Sagg Rd
Sagaponack, NY 11962

Join us for a joyous afternoon celebrating our 31st annual grape harvest, taking place on Saturday, October 9, 2021, from 12:00pm – 4:30pm on the expansive lawn at the Estate. Laugh and play with family and friends as we celebrate the hard work of Harvest season while enjoying the untouched beauty of our Sagaponack vineyard in October.

Click Here For More Info

Southampton:

 

John & Alice Coltrane Concert Tribute
Friday, October 8th, 2021
9:00am – 12:00pm

Southampton Arts Center
25 Jobs Lane
Southampton, NY

In collaboration with Hamptons Jazz Fest, a special evening of music and discussion centered on the progress and mission of the Coltrane Home will feature an all-star ensemble. Following a panel discussion moderated by Coltrane scholar and music historian Ashley Kahn, saxophonists Ravi Coltrane and Joe Lavano, vocalist Michelle Coltrane, and harpist Brandee Younger will perform.

Click Here For More Info

 

Heritage Brazil: Brighton Beach Bliss Exhibition 
Saturday, October 9th, 2021 – Tuesday, November 9th, 2021
9:00am – 5:00pm

Heritage Brazil Gallery
87 Powell Avenue
Southampton, NY

Heritage Brazil would like to cordially invite you for a night of art featuring works by Marcia Grostein.

Marcia Grostein is a Brazilian-American artist whose practice works across public art, sculpture, painting, video, photography, and portable art/jewelry. Her Brighton Beach Bliss beachgoer portraits are a testament of harmonious coexistence between diverse populations. In this series, perfection is not defined by a single perfectly-proportioned body; rather, Grostein asks us to find beauty that can be found in the human gaze, and in a mutual desire to act together within natural and built environments.

Click Here For More Info

 

Westhampton Beach: 

 

WHBPAC: Comedy Night With Anthony Rodia 
Friday, October 8th, 2021
9:00am – 12:00pm

Westhampton Beach Performing Arts Center
76 Main St,
Westhampton Beach, NY 11978

Anthony Rodia is a first generation Italian Comedian born and raised in Westchester NY. He has always had a way of turning any situation into comedy! Using Social Media as his platform, Anthony has exploded onto the Comedy scene out of nowhere, making quite a name for himself and building a large fan base.

Click Here For More Info

 

Westhampton Beach’s Oktoberfest Celebration 
Sunday, October 10th, 2021
10:00am – 5:00pm

Main Street
Westhampton Beach, NY

Celebrate Oktoberfest on main street and enjoy with the whole family! There will be food trucks, games, a car show, live music, beer garden and so much more!

Click Here For More Info

 

Art Studio Hamptons: Inktober Drawing Marathon 
Friday, October 8th, 2021 – Saturday, October 30th, 2021
6:00pm – 8:00pm

Art Studio Hamptons
96 Old Riverhead Road
Westhampton Beach, NY

October is INKTOBER month! Learn a variety of pen and ink drawing techniques with ‘Inktober’ drawing prompts, and your own! All ages are welcome to join for some fun family art time at ART STUDIO HAMPTONS.

Click Here For More Info

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TRENDING

There's a stop on my Montauk map, and it might be my new favorite.

Montauk General Store just opened its first permanent storefront at 805 Montauk Highway, and walking in felt like stepping into a memory I didn't know I had. Think '80s Malibu surf shack meets midcentury design, driftwood textures, stainless steel finishes, and vintage coastal Americana all layered together in the most effortless way.

Montauk General Store Puts Down Roots, One Matcha Latte at a Time

There’s a stop on my Montauk map, and it might be my new favorite.

Montauk General Store just opened its first permanent storefront at 805 Montauk Highway, and walking in felt like stepping into a memory I didn’t know I had. Think ’80s Malibu surf shack meets midcentury design, driftwood textures, stainless steel finishes, and vintage coastal Americana all layered together in the most effortless way.

Read more
The designs themselves are intentionally versatile, and the personal part comes from the person wearing it. Some clients customize a piece, some choose a meaningful gemstone or charm, and others simply make it their signature. I love creating jewelry that gives people the opportunity to make it their own.

Where Fine Jewelry Meets Everyday Joy with Stephanie Gottlieb

The designs themselves are intentionally versatile, and the personal part comes from the person wearing it. Some clients customize a piece, some choose a meaningful gemstone or charm, and others simply make it their signature. I love creating jewelry that gives people the opportunity to make it their own.

Read more
This weekend, the Association of Volleyball Professionals (AVP) will return to East Hampton for its seventh stop of the 2026 AVP League season. The world's best professional beach volleyball players, including Olympians and AVP stars, will face off at EHP Resort & Marina (295 Three Mile Harbor Hog Creek Road, East Hampton), where approximately 300 tons of sand were trucked in to create a court worthy of the world's best athletes, overlooking the marina.

AVP League Returns to the Hamptons for Its Seventh Stop of the Season

This weekend, the Association of Volleyball Professionals (AVP) will return to East Hampton for its seventh stop of the 2026 AVP League season. The world’s best professional beach volleyball players, including Olympians and AVP stars, will face off at EHP Resort & Marina (295 Three Mile Harbor Hog Creek Road, East Hampton), where approximately 300 tons of sand were trucked in to create a court worthy of the world’s best athletes, overlooking the marina.

Read more

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Hamptons Surf Report

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Summer of Discontent in Long Island’s Coastal Waters

Summer of Discontent in Long Island's Coastal Waters

  • Tucked inside the Sole East hotel, this hidden gem offers one of Montauk’s most relaxing dining experiences. The setting alone is worth the trip: the restaurant sits right beside a giant swimming pool ringed with loungers, where you can grab a drink, stretch out on the lawn, and settle into true Montauk fashion for the afternoon. It’s the kind of scene that makes you forget you have anywhere else to be.

But as cool as the setting is, the food is the real standout. The seafood is the star of the menu, featuring fresh fish sourced directly from the boats at Gosman’s, so what lands on your plate practically came straight off the dock. You can taste the difference immediately. Paired with seasonal vegetables and thoughtfully prepared dishes, every plate feels light, flavorful, and perfect for summer.

The drink menu deserves its own mention. Sole East’s mezcal negroni is one of the best drinks I’ve tasted. It’s smoky, balanced, and a standout on an already impressive drink menu.

From the welcoming, owner-operated atmosphere to the laid-back setting and exceptional food, Sole East is a spot we’ll gladly return to. It’s everything we love about dining in Montauk.
@soleeastmontauk #montauk #soleeast
  • Top Hamptons Events This Weekend✨⁠
⁠
⁠
🎤 Ms. Lauryn Hill Live at The Clubhouse⁠
📅 Saturday | 7–9 PM⁠
📍 Clubhouse Hamptons, East Hampton⁠
GRAMMY Award winner Ms. Lauryn Hill performs a special acoustic concert featuring her iconic hits.⁠
⁠
🎨 Guild Hall Clothesline Art Sale⁠
📅 Saturday | 9 AM–2 PM⁠
📍 East Hampton⁠
Shop original works from local artists with pieces ranging from $75 to $3,500.⁠
⁠
🧘 Elements Barre Class & WATSKIN Trunk Show⁠
📅 Saturday | 9:30 AM⁠
📍 Sag Harbor⁠
Start your morning with a barre class followed by an exclusive WATSKIN trunk show.⁠
⁠
🌸 Marni Blooms Pop-Up⁠
📅 Friday–Sunday | 11 AM–7 PM⁠
📍 il Buco, Amagansett⁠
Browse limited-edition handcrafted fabric flowers made in Italy from archival Marni prints.⁠
⁠
🎭 Shakespeare at the Manor: Twelfth Night⁠
📅 Saturday | 6–8 PM⁠
📍 Shelter Island⁠
Enjoy Shakespeare under the stars at historic Sylvester Manor. Bring a chair or blanket!⁠
⁠
✨ The Watermill Center Summer Festival⁠
📅 Friday & Saturday | 6 PM⁠
📍 Water Mill⁠
Experience “LIMITLESS TIME,” an immersive celebration of Robert Wilson featuring performances, dinner, and more.⁠
⁠
🦉 Get Wild! Gala⁠
📅 Saturday | 5:30–8 PM⁠
📍 Marders,Bridgehampton⁠
Celebrate the Evelyn Alexander Wildlife Rescue Center’s 26th anniversary.⁠
⁠
🌈 Hetrick-Martin Institute’s “School’s Out” Benefit⁠
📅 Saturday | 5:30–11 PM⁠
📍 Water Mill⁠
An evening supporting LGBTQ+ youth through critical summer programming.⁠
⁠
📚 Fridays at Five: David S. Reynolds⁠
📅 Friday | 5 PM⁠
📍 Bridgehampton Library⁠
Hear the acclaimed historian discuss Two Ships.⁠
⁠
🔥 Grilling with Roman & Marc x PANORAM ASADOS⁠
📅 Sunday | 6 PM⁠
📍 Sagaponack⁠
An unforgettable evening of open-fire cooking paired with exceptional Wölffer wines.⁠
⁠
🎸 The Last Waltz at The Stephen Talkhouse⁠
📅 Sunday | 8 PM⁠
📍 Amagansett⁠
Catch a special performance at one of the Hamptons’ most iconic music venues.⁠
⁠
🌶️ Chef Colin Ambrose Pop-Up at Love Eats⁠
📅 Saturday | 9 AM–1 PM⁠
📍 Amagansett⁠ Square
Meet the chef behind Estia’s Little Kitchen and shop his signature hot sauce. 
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
⁠
#laurynhill #easthampton #art #hamptons #wolffer
  • From now through July 25th, Pivotal is bringing the future we’ve all been promised to East Hampton: flying cars.

Their Helix model doesn’t require a pilot’s license to fly over eligible non-congested areas. According to Pivotal, most people can learn to fly it with just 3-4 days of training.

If you’d like to see the Helix in action, stop by Shagwong Marina this weekend for an exclusive demo.
  • The Candied Anchor is a must-visit sweet shop in the heart of Montauk, offering gourmet candy, freshly baked treats, and plenty of indulgent favorites. It’s the perfect stop for an afternoon treat or a little something to take home.

Beyond the shop, The Candied Anchor also brings the fun to local events with candy, popcorn, and ice cream carts available for catering. If you’re visiting Montauk this season, be sure to stop by. They’re open daily from 10am - 10pm.
#candy #sweets #montauk
  • The Hamptons Greek Festival brought a little slice of Greece to the East End this year, complete with traditional music, lively dancing, and an incredible sense of community. From the moment we arrived, the energy was contagious.

I, of course, went for the food, but the festival had something for everyone. The kids loved the arts and crafts area, where they spent nearly an hour making Greek masks and bracelets while we enjoyed the festivities nearby.

One pleasant surprise was how easy everything felt. The shuttle buses made parking a breeze, and before long we were enjoying one of the best gyros we’ve had: warm pita, perfectly seasoned meat, and fresh, homemade tzatziki.

Between the music, dancing, family-friendly activities, and unforgettable food, the Hamptons Greek Fest was one of the highlights of the weekend. We’ll definitely be back next year.
#greek #hamptons #greekfest
  • Looking to shop local in Montauk? Visit the Montauk Farmers Market on the Montauk Village Green every Thursday from 9am - 2pm and explore fresh produce, flowers, baked treats, and more from 40+ local vendors.

#Montauk #Hamptons
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