If you’ve wondered why many favor fall in the Hamptons, look no further than the fall events guide. The season is jam-packed with events like the famous Hamptons Marathon, the Hamptons International Film Festival, and several season-long farmers markets. Fall is also pumpkin picking time, and each of the beautiful Hamptons farms have their own events and activities for the whole family to enjoy. Whether you want to try your first triathlon, or laugh it up at the Westhampton Beach Performing Arts Center for one of their celebrity comedy specials, everything you need to enjoy the best fall events is right here.

Click Here for the Full Hamptons Fall Events Guide


Culture & Parades

Wildwood Fall Festival

Saturday, September 25, 2021 11:00 AM – 4:00 PM

Celebrate the fall foliage, get a taste of local craft vendors, and enjoy a variety of free activities at Wildwood State Park Fall Festival. Food and beverages will be available for purchase throughout the park.


Autumn Open House

Saturday, October 16, 2021, 1:00 PM – 4:00 PM

Take advantage of this beautiful 5 acre garden in the heart of Bridgehampton. The Bridge Gardens Autumn Open House includes complimentary refreshments and a variety of fun fall activities for both children and adults, including a scavenger hunt and sculpture exhibition.


Food and Markets: Food Festivals

Fall Fling Parrish Art Museum

Saturday, October 2, 2021

Enjoy a night full of delicious food and wine from local vendors while supporting the Parrish Art Museum for the annual Fall Fling.


North Meets South Farms, Food, & Drink Festival

Saturday and Sunday October 2 & 3, 10:00 AM – 6:00 PM

Swing by Downtown Riverhead, “where the farm meets the table”, and get a taste of food and drinks from a variety of vendors including food trucks, vineyards, restaurants, and breweries. The autumn festival, which aims to promote local-to-local Long Island businesses, will also feature a variety of crafts and family-friendly games.

East Hampton Fall Craft and Food Festival 2021 

  • Octoberfest Social – Thursday, October 21st, 2021 5:30 PM – 7:30 PM @ The Palm
  • Fall Craft & Food Festival – Saturday/Sunday, October 23 – 24, 10:00 AM – 5:00 PM @ Herrick Park
  • Outdoor Movie – Saturday, October 23 
  • Sunday Brunch – Sunday, October 24 

Enjoy local foods and crafts from vendors at Herrick Park, as well as an outdoor movie, a sunday brunch, and a village walking tour at this four day community festival.

East Quogue Fire Department Seafood & Beer Festival

Saturday, September 25, 7:00 PM – 11:00 PM

The annual Seafood & Beer Festival is back! Celebrating 100 years of volunteer service, this festival will have a large selection of beers, a delicious assortment of fresh local seafood, and live music from Mean Machine, a local Long Island band. Must be 21 or older to attend.


Food & Markets: Pumpkin Picking

U-Pick Apples and Pumpkins

Through the end of October

Want to make your own apple or pumpkin pie? Bring your friends and family to Milk Pail Farm this fall for some apple and pumpkin picking. There are over twenty apple varieties and picking is fun for all ages!


Hank’s PumpkinTown

Through the Fall Season

Stop by Hank’s PumpkinTown for a fun day of pumpkin picking, games, wagon rides, slides, corn mazes, a fresh market, and more. 


Fairview Farm Corn Maze

Through Sunday, November 7 

Enjoy a scenic stroll through eight acres of ten foot tall corn at the Fairview Farm this fall. Visitors of all ages can enjoy the farm’s corn cannon, pumpkin picking, ocean views, and concession stand. The maze is wheelchair and stroller accessible. 


Food & Markets: Farmers Markets

Montauk Farmers Market

Through Friday November 19, (Fridays 9:00 AM – 2:00 PM)

Visit the largest farmers market on the east end and taste the locally grown foods from all your favorite vendors. Some of the 35 vendors who will be at the market include Chowderhead, Amber Waves Farm, Horman’s Best Pickles, Laurel’s Butter, and more! 


Westhampton Beach Farmers Market

Through Wednesday November 24 

Taste fresh, locally grown fruits and vegetables, local wine, and freshly baked bread and pastries from over 60 vendors at this fall farmers market. The farmers market will also have live music on weekends, plus various events and educational activities for children.


Southampton Farmers and Artisans Market

Through Sunday, November 28 

Join the Southampton Chamber of Commerce in supporting local farmers every Sunday at the Southampton Farmers and Artisans Market. Explore what makes Southampton unique while indulging in fresh produce and warm pretzels. 


East Hampton Farmers Market

Through Sunday, December 12 (Open Fridays 9:00 AM – 2:00 PM)

Explore the East Hampton Farmers Market to find the best and most delicious, locally grown food and unique handmade crafts. Support your local farmers and help revitalize East Hampton’s Main Street every Friday this fall. 


The Arts: Concerts & Festivals

Sag Harbor American Music Festival

Thursday – Sunday, September 23 – 26

Celebrate the 10th anniversary of the annual Sag Harbor American Music Festival and enjoy free live music while supporting the local community. The festival will include a variety of jazz, blues, folk, rock, and pop. Some musicians joining the line up include MICHELLE, Audawind, Randy Brecker, and Ada Rovatti. 


Spin Doctors

Friday, September 24, 8:00 PM

After performing for over thirty years and almost two thousand shows, the Spin Doctors are still rocking! Watch the Grammy nominated rock band perform live this autumn at the Westhampton Beach Performing Arts Center.


Autumn Arts Festival at the Shoppes

Saturday and Sunday, September 25 and 26, 10:00 AM – 6:00 PM

Take a look at pieces from some of Long Island’s finest artists and support local entrepreneurs. This outdoor festival will showcase original works in a gallery setting with music, crafts, and activities for kids.


Hamptons Jazz Fest

Thursday, September 30, 6:00 PM – 8:00 PM

Listen to Alex Sipiagin, an original trumpet and flugelhorn soloist, as he joins stage with Saxophonist Jaleel Shaw, Jazz Pianist Dave Kikowski, Jazz Bassist Boris Kazlov, and Jazz Percussionist Donald Edwards at the Hamptons Jazz Fest.

Isaac Mizrahi and his Band in Concert

Saturday, October 9, 8:00 PM

Jazz musician and renowned designer Isaac Mizrahi and his band take the stage at Bay Street Theater to perform fan favorites like Madonna, Cole Porter, and Billie Holiday. This concert will include his own hilarious takes on today’s society including politics and social media.


Steve Tyrell

Saturday, October 10, 8:00 PM

Come by the Westhampton Beach Performing Arts Center and watch Steve Tyrell, a Grammy winning artist, stun you with his charming and charismatic jazz performance.



Thursday, October 14, 8:00 PM

Listen to the multi-platinum selling WAR live at the Westhampton Beach Performing Arts Center and immerse yourself in the grand experience of this timeless band, and their greatest hits like “Why Can’t We Be Friends?” and “Low Rider”.


Jackie Greene with Opening Act Leslie Mendelson

Saturday, October 16

Enjoy Jackie Greene’s new EP ‘The Modern Lives’ as the Americana and roots singer enchants the audience with his soulful piano ballads and guitar shreds.


ABBA The Concert

Saturday, October 16, 8:00 PM

ABBA, the band that brought us hits like “Dancing Queen”, “Mamma Mia!” and many more timeless classics are performing live at the Westhampton Beach Performing Arts Center this fall.


An Afternoon of Music with Cross Island

Sunday, October 17th, 3:00 PM – 4:00 PM

Enjoy the music of cellist Suzanne Mueller and pianist Elinor Abrams Zayas as they present the audience with tunes from across the centuries. This event will include a sample giveaway to a few audience members.


Robyn Hitchcock

Friday October 22, 8:00 PM

Founder of the art-rock band, The Soft Boys, and one of alternative rock’s father figures, Robyn Hitchcock is  performing live at the Westhampton Beach Performing Arts Center this fall.


Jose Feliciano

Saturday, October 23, 8:00 PM

Best known for the timeless Christmas classic, “Feliz Navidad”, Jose Feliciano is performing live at the performing arts center to share his specialty latin, soul, blues style to well known songs.


Mike DelGuidice and Big Shot

Saturday, November 6, 8:00 PM

Listen to Long Island’s own, Mike DelGuidice, as he and the rest of Big Shot perform some of their greatest hits.


Darlene Love

Saturday November 20, 8:00 PM

The former lead of the girl group, The Blossoms, and backup singer for artists like Sam Cooke, Elvis Presley, and Aretha Franklin, Darlene Love, a rock and soul queen, will bring her experience and stage presence to rock the audience this November.


The Arts: Theater & Comedy

Justin Willman

Sunday, October 3, 7:00 PM

Combining magic and comedy, this Magic for Humans Netflix star will keep you on the edge of your seat all night long. Watch Justin Willman give you a fresh take on a magic routine at the Westhampton Beach Performing Arts Center.


Hamptons International Film Festival 

Thursday – Wednesday, October 7 – 13 

Come to the 29th anniversary of the Hamptons International Film Festival where you can see the World Premiere of Matthew Heineman’s The First Wave, as well as twenty-one other currently announced films, including the highly anticipated The French Dispatch. Select venues will be announced in the coming weeks.


Anthony Rodia

Friday October 8, 8:00 PM

Anthony Rodia burst onto the Comedy Scene through his large social media presence, gathering tens of millions of views. His high energy routine will keep you laughing in your seat all night long.


Bubby’s Kitchen

Saturday October 9, 8:00 PM

Watch Cantor Shira Ginsburg deliver a brilliant one-woman performance in her musical, Bubby’s Kitchen, which tells the story of a young woman trying desperately to live up to her grandparent’s legacy as Nazi resistance fighters.


Laura Benanti

Sunday, October 17, 8:00 PM

Watch as this Tony winning Broadway star presents her relatable and hilarious one-woman show. Mixing stand-up comedy with her angelic voice, Benanti will have the audience on the edge of their seats for this night of fun.

JB Smoove

Saturday, November 13, 8:00pm

From Leon on Curb Your Enthusiasm to Real Husbands of Hollywood, JB Smoove has been on the comedy scene for decades now. Watch him light up the audience with his high-energy stand-up for one thrill of a night.


Sports & Fitness: Races

Hamptons Marathon

Saturday, October 2, 8:00 AM

Named the Bucket List Must Do race by Runner’s World in 2015, the Hamptons Marathon will take runners along the beautiful sights in the Southampton Village where they can run near the Atlantic Ocean and Shinnecock Bay. This race also includes a half-marathon and 5K for runners of all experience levels.


CTREE Giddy-Up 5K

Sunday, October 3, 9:00 AM – 12:00 PM

Run along the beautiful Sagg Main Beach in this fast course to provide funds for therapeutic horseback riding and activities for children and adults with physical, emotional, or cognitive disabilities. The fee for registration is $25.

Mighty Man Montauk Triathlon

Sunday, October 3, 11:00 AM

Calling all athletes! The annual Montauk festival of races will include a swim in Fort Pond, a bike up to the Montauk Lighthouse, and a run that mixes rolling and flat terrain.


Sports & Fitness: Fundraisers

Project Most 1K Kettlebell Swing Challenge

Saturday, September 25, 4:00 PM – 6:00 PM

Think you can swing a kettlebell one thousand times? Test your strength and raise money for East Hampton’s affordable children’s after-school education program. Entry fee is $50.


Animal Rescue Fund of the Hamptons Dog Walk

Saturday, October 9, 9:00 AM

Let your pets make some friends along this two mile walk to the Atlantic Ocean while raising money for the cats and dogs of the Animal Rescue Fund. The dog walk will also have contests and live music for participants.



Ghost Hunting at the Rogers Mansion

Friday, September 24, 8:45 PM – 11:00 PM

Get the immersive experience as a paranormal investigator with this exclusive spooky tour of a historical property at night.


Ghost Hunting at the Halsey House

Friday, September 24, 8:45 PM – 11:00 PM

Face your fears as a paranormal investigator, and get a spooky tour through one of Southampton’s oldest historical properties.

Halloween Party w/ Hello Brooklyn

Saturday, October 30, 10:00 PM

Looking for some Halloween weekend plans? Watch Hello Brooklyn deliver an exciting live performance at The Stephen Talkhouse for a fun fall night of spooky celebrations. This rock band performs unique covers of your favorite artists like Kesha, Lady Gaga, Adele, and many more.

Click Here for the Full Hamptons Fall Events Guide