Southampton NY: Affordable in Off Season

If all you know about Southampton NY, the ritziest town in “The Hamptons,” is what you hear or see on TV, there’s always another side to the story.

Though made up of several towns, including Water Mill, Bridgehampton, Amagansett, East, and West Hampton, the apex of The Hamptons, as far as Arts and shopping goes, is tony Southampton NY.

Southampton Inn lobby

Sure, Southampton NY has its share of ostentatiously wealthy people doing only what filthy rich people can do. (This was fictionalized in the HBO series, Succession. Logan Roy’s $200M family compound is a Southampton mansion, now for sale at the reduced price of $147M).

And, sure, lodging rates are pretty out of control in summertime. But visit off-season for a whole other experience.

You can stroll the beaches as solitarily as Jane Eyre on the moors, and get a table at a restaurant no problemo. There’s even a renovated hotel right in the center of town where you can stay for under $200 per night midweek. So, read on for the best off-season Hamptons adventure brought to you by the Getaway Mavens.

Where Is Southhampton NY?

Southampton, New York, is a charming and affluent village located on the eastern end of Long Island. Positioned within Suffolk County, Southampton is part of the renowned Hamptons region, known for its luxurious seaside lifestyle and pristine beaches. It’s situated approximately 80 miles east of New York City, making it a favored retreat for city dwellers and visitors seeking a quintessential coastal escape.

This picturesque village offers a perfect blend of natural beauty, upscale shopping, fine dining, and a rich cultural scene, making it an alluring destination on the South Fork of Long Island. Southampton’s idyllic location along the Atlantic Ocean and Peconic Bay adds to its appeal, attracting travelers looking to unwind in a setting of timeless elegance and coastal charm.

Things To Do In Southampton NY

Long Island Aquarium, Riverhead NY

TOUR/VISIT/EXPERIENCE: Long Island Aquarium, Riverhead

If you’re driving from NYC and you have never been to the Long Island Aquarium, or it’s been years since you have, please stop in. This home to a cornucopia of sea creatures and mammals first opened in June 2000, has never been more interactive, compelling, and immersive in the most literary way.

Parish Art Museum entrance Southampton NY

VISIT: Parrish Art Museum, Southampton/Water Mill

In 2012, the downtown Parrish Art Museum moved into its digs on 14 acres of meadowland on the border of Southampton and Water Mill. Architects Herzog & de Meuron designed the building to evoke the potato barns and sheds (subsequently converted into artist studios) that were so prevalent in this agrarian section of New York.

The elongated rectangular structure, a longhouse of glass, poured concrete, and wood, is airy and spacious inside. Well-proportioned galleries are naturally lit. Seven showcase a rotation of the museum’s 3,000 works, changed out annually.

Parrish Art Museum Galleries The Hamptons

With a concentration on local artists, Fairfield Porter and William Merritt Chase, the Parrish also features other major modern artists. Most have some connection – no matter how tenuous – to Eastern Long Island.

During the school year, soaring galleries reverberate with the voices of kids discovering the works of established artists and creating artwork of their very own.

Every Saturday, Sunday and Wednesday at 2pm you can take a guided tour of the museum (free with admission). And on weekends, visitors can take art classes or drop in on open studios.

If you get to the Hamptons on Friday evening and are looking for something to do – come for a Public Program offered in the 200-seat theater. Depending on the schedule, it could be live music, a film, one of an architectural series talks, or a lecture by an up and coming (or established) artist.

Duck Walk Vineyards Long Island

TASTE: Duck Walk Vineyards

In Southampton NY for 23 years (North Fork for ten), Duck Walk backs up onto the Parrish Art Museum property. So it’s easy to waddle into the pretty tasting room and try out a few of your favorite kinds of wine, in particular the signature Blueberry Port.

Southampton NY Coopers Beach

BEACH: Coopers Beach

This is the only beach open to the public in Southampton Village.  So yes, it gets very busy in the summer (though of course, you’ll have it to yourself in the wintertime). Park in a lot for a fee. Or better yet, catch a ride or shuttle there. On Meadow Lane, it’s about a mile walk from town.

Boardwalk to Munn Point Southampton

DRIVE: Meadow Lane

It’s all about the water, salt marsh, and mansion views on the few miles out to Shinnecock Point and the Inlet into Shinnecock Bay.

Off-season, you’ll share the road with a bevy of construction workers who are either building new or renovating older mansions right on the Atlantic Ocean beach. Some are much more ostentatious than others.

Be sure to stop at the boardwalk that goes out to Munn Point. If you’re lucky, you’ll see ospreys in the nest.

Gin Lane Southampton NY

DRIVE: Gin Lane

Another seaside street – Gin Lane is slightly more “old money” with more modest – or at least subdued – homes. Tall old-growth trees, skeletal in winter, line what was surely once a carriage road.

Southampton History Museum

VISIT: Southampton History Museum

This repository of Southampton history is located within and outside of the large white Rogers Mansion just off Main St. Inside you’ll find collections of community artifacts mostly from the Victorian and Edwardian eras. But it’s what’s outside, on the property, I found most offbeat.

Included in a collection of 12 historic structures, is a one-room school house and a 19th-century paint store. However, my favorite has to be a pair of outhouses, marked Boys and Girls, with a sign that explains, “These authentic outhouses were used by Southampton Families and are displayed as they were when in active use.” These artifacts, at once, disabused my notion of the “glamorous Hamptonites” of yore.

Shops on Jobs Lane Southampton NY

SHOP: Jobs Lane and Main Street shops

Many stores in Southampton can also be found on Greenwich Ave. in Greenwich CT, Newbury St. in Boston, and upscale malls throughout the land, but there are several here worth mentioning:

Tamara Comolli Jewelry

Funky filigreed leaves and colorful baubles stand out in all the pearl-on-leather-cord mania of today.


making rattan, quartz and oak chic again. The resident bulldog is a bonus.

HIldreths Southampton


At 180 years old, Hildreth’s is America’s oldest Department Store. It’s filled to the brim with home goods and everything. Boiled down, it’s an upscale General Store amid fashion boutiques and a real, worthwhile local attraction.

Restaurants in Southampton NY

Saaz Indian Cuisine Southampton NY

EAT: Saaz Indian Cuisine

This fantastic Indian restaurant is one of those “local favorites” that has fast become a Yelp darling. Some people stop here “for a treat” on their way to and from Montauk. After having the buffet lunch, I can see why.

Tandori Chicken spiced three ways, Lamb Vindaloo, veggie samosas, salads, and deserts were all wonderful as was the service. And, given that the prices are very reasonable for the area, having a meal at this excellent upscale spot is a no-brainer.

EAT: Claude’s Restaurant

For those staying at the Southampton Inn, you’re in luck. This popular place is the Inn’s in-house eatery.

Southampton NY Hotels

Southampton Inn cozy parlor

STAY: Southampton Inn

The first choice of most visitors to Southampton, naturally, would be to stay with friends or family. Especially if said friends or family have a huge house on the water with ample room.

The second choice, especially for our readers who don’t have those kinds of relatives, should be the newly renovated Southampton Inn.

If you’ve stayed here five years ago, you might question this recommendation. The Southampton Inn had devolved into what I would kindly refer to as a “faded glory” hotel. Though the sprawling brick building still looks more like a motel than a swanky in-town hotel on the outside, be assured things have improved considerably within.

Today, enter the front door into a fresh, stylish reception area and living room-like lobby, and all bad memories will fade away. Renovated in mid-2016, rooms are nicely designed with deep-colored walls, Tempurpedic Beds, small but immaculate white tiled bathrooms with black and white mosaic floors, and flat-screen TVs. Not a brass drawer pull in sight.

Yes, there’s still a pool, tennis courts, shuffleboard, incredibly fresh mini bagels for Continental Breakfast each morning, and free shuttle service to Coopers Beach. All of this adds value and elevates this hotel to a higher level of lodging.

Complimentary books Southampton Inn

And here’s a unique perk you’d never expect. You can read and take home a newly published book for free. Every year before Memorial Day, a publishing house holds a conference here and brings cases of New Arrival Books as a gift; many in multiple copies. These go up on the shelves in the lobby and are offered, complimentary, to guests.

Check out the post links below for more Long Island Getaways:

Explore the Gold Coast of Long Island

North Fork of Long Island – the Anti-Hamptons

Montauk NY: Tip of Long Island Going Old School


  • Malerie Yolen-Cohen

    Malerie Yolen-Cohen is the Author of the cross-country travel guide, Stay On Route 6; Your Guide to All 3562 Miles of Transcontinental Route 6. She contributes frequently to Newsday, with credits in National Geographic Traveler, Ladies Home Journal, Yankee Magazine,, Sierra Magazine, Porthole, Paddler, New England Boating, Huffington Post, and dozens of other publications. Malerie’s focus and specialty is Northeastern US, and she is constantly amazed by the caliber of restaurants and lodging in the unlikeliest places.

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