ABOUT US

Welcome to our beautiful boutique hotel in the heart of Wainscott. Come relax, recharge, and leave stress free. While at the hotel, enjoy unwinding near the pool. Experience the rural charm and peaceful woods away from the hustle and bustle. Explore our perfect location, close to East Hampton town and all it has to offer. Tour our beautiful beaches, and well-known shops in the Hamptons.



The Perfect Weekend

FRIDAY:

Escape the city this Fall for the ultimate Hamptons weekend getaway! Hop on the Jitney, relax, and before you know it, you’ll be stepping off just a block from us. Drop your bags at check-in and let the adventure begin.


Start your afternoon in charming Bridgehampton, where you can sip on rich coffee and savor buttery baked goods at the beloved Pierre’s while soaking up the crisp autumn air outdoors. Stroll through the town’s boutique shops—each one filled with unique finds and local treasures—until you’ve worked up an appetite.


As the sun begins to set, head back to your suite to freshen up for an evening of flavors and fun. Kick things off with an incredible happy hour at Elaia Estiatorio, where Greek-inspired bites and cocktails set the tone. Then wander down Main Street to Almond, a Hamptons favorite, for a dinner and dessert experience that’s as cozy as it is unforgettable.


SATURDAY:

Sleep in, savor the slow morning, and when you’re ready, hop in a quick 10-minute Uber to the charming harborfront village of Sag Harbor. Begin your day with a cozy breakfast at Sagtown Coffee, where the atmosphere is as warm as the fresh pastries and the menu is brimming with options to fuel your adventure.


Afterward, wander through Sag Harbor’s streets lined with boutiques, artisan shops, and antique treasures—the perfect mix of chic finds and one-of-a-kind keepsakes. Need a little pick-me-up? Swing by Grindstone Coffee & Donuts for a craft coffee and one (or two) of their famous small-batch donuts—sweet treats that will keep you energized for the rest of your day.

When you’re ready for a cultural twist, step into the iconic Sag Harbor Cinema and catch a world-renowned film in this historic, beautifully restored theater.

As lunchtime approaches, treat yourself at LuLu Kitchen & Bar, where the aromas of the wood-burning grill and oven set the stage for a Mediterranean-inspired feast you won’t forget. Before heading out, stock up on gourmet snacks and refreshing drinks at the beloved Harbor Market & Kitchen—ideal for nibbling back at your suite.


Spend your afternoon unwinding—practice yoga or meditation on the lush front lawn, or simply relax and recharge.. Then, as evening falls, prepare for a mouthwatering dinner at Lucky's Steakhouse, where perfectly cooked cuts and a warm, lively atmosphere make for the ultimate Hamptons dining experience. 


SUNDAY:

For those craving one last adventure before heading back to city life, the Hamptons has just the thing. Start your day by chasing the sunrise in Montauk—famously known as “the end of the world.” Watch the sky light up over the ocean, then dive into the action: catch a wave at one of Montauk’s legendary surf beaches or trek up the sand dunes for sweeping, unforgettable views from the top.


Once you’ve had your nature fix, make your way back to the hotel for checkout—but don’t rush home just yet. On your way, stop at Hank’s Pumpkin Town for a mini fall adventure filled with pumpkin picking, delicious homemade treats, and family-friendly fun like the maze and rides.

For those seeking something a bit more refined, head across the street to the acclaimed Parrish Art Museum and soak in a morning of creativity and culture before making your way back.

HOW TO GET TO THE RETREAT

Wainscott Woods Retreat is located in Wainscott, New York. It is really easy to get here by car. If you're lost on your way, feel free to give us a call to get the direction.

380 Montauk Highway, Wainscott, New York 11975, United States

Phone:   +1 631 907-4119

Email:   Info@wainscottwoodsretreat.com