The Hamptons Off-Season Guide: Cozy, Quiet, and Perfectly Coastal
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Here’s your ultimate guide to fall in the Hamptons, brought to you by Surfside Goods — where coastal style meets everyday comfort.
When the beach crowds thin and the leaves start to turn, the Hamptons trade their high-summer energy for something even better — a calm, cozy coastal vibe that locals wait for all year. If you think the East End closes after Labor Day, think again.
Take Back the Beach
No crowds, no parking drama, just salty air and open sand. Head to Sagg Main, Ditch Plains, or Flying Point for long walks in your favorite Surfside Goods hoodie. The sound of the surf against cool autumn air? Absolute therapy.
Pro tip: Grab a latte from Hampton Coffee Company and catch the sunrise — it’s the locals’ version of meditation.
Go Farm Stand Hopping
Fall is the East End’s sweet spot for food lovers. Visit Round Swamp Farm for homemade pies, Amber Waves Farm for fresh loaves and veggies, and Milk Pail in Water Mill for the cider donuts that locals hoard by the dozen.
Bring a roomy Surfside Goods tote bag — you’ll need it for all the apples, pumpkins, and baked goods you’ll “accidentally” buy.
Sip and Stay a While
The wineries are quieter, but the views are just as gorgeous. Settle in at Wölffer Estate for a glass of red by the firepit or stop by Channing Daughters for a cozy tasting. Prefer beer? Westhampton Beach Brewing Co. has that relaxed, post-summer energy — the kind that makes you forget about city life for a weekend.
Explore the Arts Scene
Cooler weather means it’s time to enjoy indoor Hamptons culture. Visit The Parrish Art Museum in Water Mill for stunning contemporary exhibits, or catch a local performance at Guild Hall in East Hampton.
Afterward, treat yourself to dinner at Almond in Bridgehampton — where the locals gather for truffle fries, good cocktails, and better conversation.
Shop Small, Shop Local
Fall is the perfect season to explore Hamptons shops without the summer rush. Wander through Amagansett Square or Sag Harbor’s Main Street, and you’ll find everything from artisan candles to classic coastal gifts.
And of course, browse the latest from Surfside Goods — from soft sweatshirts to coastal glassware, all designed to bring a little beach town charm home with you.
👉 Shop the collection
Chase the Sunset
As the days get shorter, the sunsets get bolder. Catch the golden glow at Long Beach in Sag Harbor, Mecox Bay, or anywhere with a westward view. Pack a blanket, a thermos of hot cider, and someone who doesn’t mind a little sea breeze.
Slow Down and Stay Awhile
This is the real Hamptons — unhurried, beautiful, and full of small-town magic. Wake up late, take long drives down tree-lined back roads, and rediscover why this place draws you back every season.
Fall on the East End isn’t “off-season.” It’s the best season.
Plan Your Hamptons Off-Season Getaway
Whether you’re strolling the beach or cozying up fireside, Surfside Goods has you covered — literally. Shop our collection of Hampton-inspired sweatshirts, T-shirts, and beach essentials designed for life by the coast.