Columbus Day Weekend Hamptons Events

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.

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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!

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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.

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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!

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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.

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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.

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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.

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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.

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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.

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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!

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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.

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