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Here's What to do in the Hamptons Every Day of October 2021

Updated: Oct 4, 2021

October in the Hamptons is more than farm stands, pumpkin picking, ghosts, and goblins (although we have our fair share). Indoors or out, in-person or virtual, there are so many events to choose from. Here's a selection of 31 of fun activities to enjoy in October 2021.

The Hamptons

October 1: Tour the Watermill Center

Water Mill

Walk through history with an intimate guided tour of The Watermill Center and its manicured grounds and gardens, carefully curated art collection, and expansive study library.

October 2: Andy Warhol Preserve Visual Arts Project


Explore themes of color perception, sensory memories of the outdoors, and found objects in art.

October 3: The 31st Annual Largest Clam Contest


Enjoy a fun-filled event with live music, face painting, a chowder contest, and of course, a prize for the largest clam.

October 4: Roy Lichtenstein: History in the Making

Water Mill

This is the first major museum exhibition to investigate the early work of one of the most celebrated American artists. Roy Lichtenstein’s long history with the East End makes this a singular occasion.

October 5: Creative Collage: Matisse, Krasner & Pollock


Discover the innovative collages of three modern masters: Matisse, Krasner, and Pollock. Then virtually tour the Pollock Krasner studio and create your own collages.

October 6: Annual Golf Outing Fundraiser


The Bridgehampton Association’s Annual Golf Outing will take place at the Bridgehampton Club and include lunch and prizes. Proceeds benefit the Bridgehampton community.

Hamptons International Film Festival

October 7: Hamptons International Film Festival

Multiple Locations + Dates

Attend screenings and world premieres of a unique collection of international films at this year’s Hamptons International Film Festival, running October 7–13.

October 8: Art & Meditation at the Parrish Art Museum

Southampton, Multiple Dates

Now is the time to reconnect mind, body, and soul. It’s also a great time to connect with the Parrish Art Museum in a more holistic way. Enjoy this fully immersive wellness experience.

October 9: ARF Stroll to the Sea

East Hampton

Bring your furry friends for a scenic two-mile walk to the ocean and back. Enjoy fun contests, food, prizes, live music, a photo booth, and more while raising money for the cats and dogs!

Riverhead 45th Country Fair

October 10: 45th Annual Country Fair


The Riverhead Country Fair features craft vendors, food, carnival rides, and midway games for children. Live entertainment and local craft spirits will be offered throughout the day.

October 11: Color of Freedom Art Show

Sag Harbor

Works created by the children of the Bridgehampton Child Care Center on the theme of freedom and cultural identity will shine a light on the rich cultural heritage and diversity of our extraordinary community.

October 12: Fictional Narratives

Cutchogue - North Fork

Delve into the imaginative worlds of national award-winning artists as they present their visions through photomontage, still life, and scenic design that observe nuances of nostalgia, surrealism, and the human condition.

October 13: The Gory Gallery

Riverhead, Multiple Dates

This delightfully haunting yet humorous history exhibit is sure to delight, entertain, and horrify!

October 14: Hitched on Art


Did you know Hitchcock recreated 20th-century masterpieces in his films? Enjoy a virtual presentation and learn where Hitchcock created the art and which artists he was most fond of.

October 15: Philosophy Discussion: Postmodernism


Join a philosophical discussion that will probe the emergence of Postmodernism from the era of Modernism and see how it plays out in every aspect of our current culture.

Fall Bird Migration at Promised Land - Amagansett

October 16: Fall Bird Migration at Promised Land


An expert birder will take you on an excursion to Promised Land, the perfect location to observe our songbirds during their late fall migration.

October 17: Sunday Afternoon Chess in the Courtyard

East Hampton

Tired of playing chess online? Meet up for a game of chess in the East Hampton Library’s courtyard. All levels are welcome.

October 18: Pumpkin Picking on the East End

Multiple Locations

Here's a shortlist of some popular fall destinations, with pumpkin and apple picking, corn mazes, wagon and tractor rides, games, donuts, and more.

October 19: Halloween Escape Room


Can you beat the clock and escape before the time runs out? Use your wits to find the clues needed to escape. Beware: ghosts, ghouls, and goblins may try to stop you.

October 20: Introduction to Beekeeping


Learn the basics of starting a bee colony and the importance of these pollinators to our local ecology from a master beekeeper.

Fall Festival Weekend in Herrick Park - East Hampton

October 21: Fall Festival Weekend in Herrick Park

East Hampton

Enjoy a fun fall celebration in Herrick Park with food vendors, arts and crafts for sale, live music, games for the kids, and lots more.

October 22: After Hours Movie Night: The Corpse Bride


Watch Tim Burton's "Corpse Bride," a stop-motion animated musical fantasy film set in a fictional Victorian-era village in England.

October 23: Autumn Leaves: Rub, Draw, and Paint


Learn about leaves and how you can use them in art projects. Have fun making leaf rubbings as well as painting leaves with watercolor.

October 24: Wag-O-Ween Spooktacular

Hampton Bays

Join the Southampton Animal Shelter for some fun. There will be a contest and costume parade, bake sale, games, auction, photo booth, and much more.

October 25: Writing with Wade


Join actor/playwright Wade Dooley, the creator of Bay Street’s "The Prompter," for a weekly writing salon. Share your work weekly and get feedback from Wade and your fellow students.

October 26: Just for Laughs Improv

Sag Harbor

You don’t need to be funny to take this class. Just be open to fun and join improv master Scott Baker to learn both short-form and character-development improvisation techniques.

Halloween Cupcake Wars - Southampton

October 27: Halloween Cupcake Wars


This creative and tasty crafts activity designed for the fall season lets you create your own spooky cupcakes and compete for prizes.

October 28: Dogs of Chernobyl


Get a personal look, through rare videos and photos, at the dogs who descended from the pets left behind after the nuclear accident of 1986.

October 29: Kids’ Halloween Bash


Unfurl those capes, shine your tiara, and break out the face paint for the Halloween Bash. Families are invited to join a fun-filled evening of ghoulish games, trick or treating, creepy crafts, and more.

October 30: Little Lucy’s Pet Parade


Bring your best-dressed dog to Agawam Park and then a parade through the Village. There will be costume awards, raffles, celebrity judges, live music, food, vendors, and more. All proceeds will go to the Kent Animal Shelter.

October 31: Tripleheader Hike

North Fork, Multiple Locations

Spend the day on the North Fork with three short hikes in beautiful Suffolk County parks, first at Inlet Pond, then Dam Pond, and finally Orient Point.

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