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Well, August was a blink-and-you’ll-miss-it affair, but that’s no reason to fear the end of the season. Fall is one of the most magical times of the year on the East End, with cooler weather, minimal crowds and autumnal activities aplenty. Here are 22 reasons to head to the Hamptons after Labor Day.

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things to do in the hamptons in fall nick and tonis
Nick & Toni’s

1. Brunch is back at Nick & Toni’s. Start off your weekend with a DIY Bloody Mary Board at the East End favorite.

2. Kick-start your fall workout routine with a high-energy Spin class at the new Southampton Spin Studio at Southampton Gym.

3. Your Instagram feed has been waiting for pumpkin season. Snap some pics and pick out a pumpkin when Hank’s Pumpkintown returns on September 7.

4. Who says you can’t have a lobster roll after Labor Day? Snag one or two at the Montauk Seafood Festival, September 7 and 8.

5. Take advantage of the empty beaches and finally take that surf lesson.

6. Savor the still incredibly nice weather by sneaking away to Gurney’s Montauk or Gurney’s Star Island—both are offering an Endless Summer package through September that includes rosé upon arrival, a $100 resort credit and a late checkout. 

7. Celebrate Oktoberfest at Rowdy Hall with a kick-off festival in the courtyard on September 21.

8. Kick off football season at Townline BBQ. Even if you’re not into the game, you’ll be into the beer, wine and cocktail specials.

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things to do in the hamptons in fall south harbor inn
South Harbor Inn

9. Check in to the newly opened South Harbor Inn for a North Fork fall weekend getaway.

10. Cross "write a novel" off your bucket list with a little help from the peer-run Fiction Writers Critique Group at John Jermain Memorial Library in Sag Harbor.

11. Or get inspired by picking up some new fall reading at Southampton Books.

12. Gather your squad and see who can make it through the corn maze the fastest at Fairview Farm at Mecox.

13. Or challenge them to old-school arcade games at The Clubhouse.

14. Dance the night (and day) away at the Sag Harbor’s American Music Festival, September 26 to 29. 

15. Take your favorite person ice-skating at the Southampton Ice Rink when it reopens in October (and indulge in hot chocolate at Sant Ambroeus afterward).

things to do in the hamptons in fall hamptons international film festival

16. Your canine BFF has been waiting all summer for this: Most Hamptons beaches allow dogs off-leash anytime during the off-season.

17. See the year’s most buzzworthy movies before anyone else. The Hamptons International Film Festival takes place from October 10 to 14.

18. Lace up your sneakers for a hike in gorgeous Shadmoor State Park.

19. September sunsets are the best. Savor one without the crowds at The Beacon.

20. Explore Montauk in the off-season at the town’s annual festival, October 12 and 13.

21. There’s no such thing as too cold for ice cream. Treat yourself to a shake at Silver Lining Diner.

22. Deck the…lighthouse? Witness the Montauk Point Lighthouse getting all dressed up for the holidays on November 30.

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