See You Later

It’s Not Goodbye When There’s All These Reasons to Return

Just because summer’s ending doesn’t mean your time in the Hamptons has to. There’s a lineup of events through the fall and holiday season that gives us plenty of reasons to suspend city life for a weekend and head back East once again. From a star-studded film fest to a holiday bazaar so beautiful it’s only home could be the Hamtpons, here are some of our top picks.


The Hampton Classic
Through September 3

The Hampton Classic is the unofficial conclusion of the summer season, and its little surprise that the equestrians do it with unusual flair. You can nab a daily ticket for just $10, which includes jumping competitions, plus access to the Classic’s many top-notch food and drink options and boutique vendors that range from high-end bridle gear to custom boots to luxe gift items.

Baron’s Cove Labor Day All-American Cookout
September 3

Don your red, white, and blue finest for this festival of Americana: Baron’s Cove’s Labor Day Cookout is a treasured end-of-summer tradition. Chef Matty Boudreau cooks up burgers and hot dogs, plus organic smoked barbecue chicken, and assorted ice cream treats and watermelon complement the savory menu. Local beer and wine, plus live music, make it a perfect farewell kiss to the summer.

North Fork Foodie Tour
September 10

This self-guided tour of North Fork farms, vineyards, and food artisans is a showcase of the region’s bounty. Go behind the scenes with oyster growers, hops farmers, estate vineyards and more, with on-site tours, guided tastings, fun demonstrations, games, and prizes – even interactive goat milking, if you’re into that sort of thing. Tickets are just $25 for a full day of food-focused learning (and eating!).


Hamptons Film Festival 
October 5-9

Get a head start on Oscar season during the annual Hamptons International Film Festival. This year’s premiers include Breathe, the directorial debut of Andy Serkis; the famed “A Conversation With…” series will host Rob Reiner; and actors Alan Cummings and Toni Collette will attend screenings of their films After Louie and The Yellow Birds, respectively. Sure, there are usually celebrities in the Hamptons. But never so many in one place.

Golf at Sebonack
October 10

October on the East End is prime golfing season. The weather is cool, not cold; the foliage makes for even more spectacular than usual views. And there’s only one opportunity for non-members to play the iconic Sebonack course: during this benefit event, with proceeds supporting the WHBPAC. Single golfers can participate for $750, which includes breakfast and a luncheon, plus awards.

Apple Picking at Milk Pail
Through October

Get as many as six friends together, pick up a half-bushel bag (that’s about 20 pounds) and head out into the orchards at Milk Pail. Their pick-your-own apples are special – grown on dwarf trees that make them easy to see and reach – and there are also DIY pumpkin patches and squash vines, in case you want to really stock up on farm-grown autumn treats.


Montauk Turkey Trot
November 23
You needn’t be a marathon-er to partake in marathon season! The 41st Annual Montauk Turkey Trot is billed as a “Run for Fun,” and offers both three-mile and six-mile courses. Categories are available for all ages, and the entry fee is nominal, with no advance registration requirement. The courses traditionally take runners out and around Ft. Pond, so expect beautiful views with your exercise.

Open House at Marders
November 24

Peek behind the curtain of the naturalist wizards of Marders during this annual event. The family has been Hamptons-based for 11 generations, and they’ve put down impressive roots, operating an organic gardening empire that nurtures artful lawns and plantings. During their Open House, they invite the neighborhood to visit for a garden party, complete with cookies, hot cider, live music, nature demonstrations, holiday gifts, and more.

Buy Pies at Round Swamp Farm 
All Month

Bringing dessert home for Thanksgiving? Expecting a crowd for a homecoming party? Just feel like serving up the ultimate autumn treat? Look no further than the Farmstead Kitchen at Round Swamp Farm. Their crumb-topper Raspberry Peach and Apple pies are the stuff of legend, practically bursting with fruity goodness; for the non-traditionalist, there’s also Key Lime and Coconut Cream. Heaven, baked in a crust.


Chanticleer at WHBPAC
December 2

The holiday season begins in fine fashion with a visit from “The World’s Reigning Male Chorus,” Chanticleer, at Westhampton Beach Performing Arts Center. Winners of GRAMMYs and world travelers, the 12-man chorus will perform original interpretations of holiday classics in their inimitable style. Tickets start at just $50, making this a holiday indulgence that’s gentle on your wallet.

Ice Skating at Buckskill
All Month

A turn around the ice is a treasured winter tradition, and the best place to do it on the East End is Buckskill, a refrigerated, NHL regulation-sized outdoor rink. Rent skates (or bring your own) during their public skating hours, then take a break by the open fire in the cozy clubhouse, where hot soup and European-style hot chocolate are on offer at the full-service snack bar. Private lessons and rink rentals are also available.

Southampton Village Annual Parade of Lights

Each year, Santa makes his way to Southampton via the Parade of Lights, a cavalcade of firefighters, fire engines, civic dignitaries, and festive holiday music. As the name suggests, each vehicle is outfitted in colorful strands of holiday lights, and they process to Agawam Park. When Santa arrives, the tree is lit, and children’s requests are heard by the big guy – so long as they’ve been good, for goodness sake.