Perfectly representing the Hamptons, our pick for #1 is the Southampton Inn with the heated pool and greenery, you'll feel right at home!
Escape the hustle and bustle of city life with a Long Island escape to Southampton Inn, located in the heart of historic Southampton Village. Surrounded by five acres of well-manicured lawns, this boutique inn is the perfect blend of style and comfort. As the largest inn in the village, Southampton Inn boasts 90 charming guest rooms with luxuries such as mini refrigerators and complimentary WiFi. Enjoy farm-to-table dining at the onsite Cafe OSO. Along with a great restaurant, outdoor heated pool and tennis courts, the inn is also within walking distance of everything -- from dining and cultural opportunities to the world-famous Cooper Beach, just one mile away! Southampton Inn has everything you could want in a charming Long Island retreat!
91 Hill Street Southampton, NY 11968
Dates and Prices
Ask about midweek specials when the price drops to as low as $180 per night.
Café OSO provides guests with a farm-to-table dining experience, focusing on locally sourced ingredients and freshly picked vegetables and herbs from the Inn’s very own garden.
Golden sands and crashing surf are East Coast signatures, but it’s the spa that reigns king at our No. 2 pick. We could say more, but with a ringing endorsement from none other than Vogue Magazine, Gurney’s Inn Resort and Spa practically speaks for itself!
You read that right. Vogue Magazine named Gurney’s Inn Resort and Spa one of the best. But Vogue Magazine didn’t just name this East Coast spa one of the best in the Hamptons, or New York or even the country. This beacon of style named Gurney’s Inn one of the best spa resorts the world over. That makes the Sea Water Spa the very cream of the crop – la crème de la crème, as the French are fond of saying – and your go-to Hamptons destination for escaping the pressures and chaos of big city life. Gurney’s Inn Resort and Spa isn’t just one of the best; it’s also one of few to offer a full menu of Thalasso therapy. Greek for “sea,” Thalasso takes full advantage of the sea’s healing powers with seaweed, sea salts and seawater ingredients. Gurney’s Inn has even invented a new style of Hamptons cuisine for those weary of the same old surf n’ turf dishes. With a scrumptious assortment of sashimi, specialty rolls and sakes both hot and cold, the Sea Grille’s Sushi and Sake by the Sea is destined to become an East Coast classic faster than you can say “ahi!”
290 Old Montauk Hwy., Montauk, NY 11954
Montauk, home of Gurney’s Inn Resort, has been referred to as "The Land of Many Winds.”
Come nightfall, the Port O’ Call Bar at Gurney’s Inn features live entertainment, frozen cocktails and a laidback atmosphere for gathering with family and friends.
While it may not rival the legacy of East Egg – the site of F. Scott Fitzgerald’s beloved classic, The Great Gatsby – Long Island’s historic East End is a legend in its own right. With 400-plus years comprising its storied past, the Inn at Quogue adds a hint of Hamptons history to your East Coast vacation.
Set in the East End beach community of Quogue, each of the Inn at Quogue’s historic homes is more than 200 years old – though you wouldn’t know it just by looking at them. For Long Island residences that have witnessed more than two centuries of Hamptons history pass them by, the inn’s Main and Peconic Houses are in surprisingly mint condition. The Main House is home to the Inn at Quogue’s most extravagant and inviting rooms, each individually decorated in beach chic style, while the Victorian-style Peconic House hides modest, yet comfortable East End accommodations. Located in the Main House, the Inn at Quogue’s newest addition – The Restaurant at the Inn – serves up a melting pot of American and Italian fusion cuisine. And while the Inn at Quogue’s traditional rooms are a tribute to the East End seascape, its cottages boast big city flair that’s surprisingly welcome in the tiny Quogue community.
47 Quogue Street, Quogue, NY 11959
Yoga lessons and in-room massages, both available at the Inn at Quogue, promote wellness inside and out.
Crisp white linens blend beautifully with sky blue and sea glass green walls, spacious tubs and elegant subway tiles appoint the en-suite baths and black and white photographs reflect the breathtaking Hamptons scenery just beyond.
This isn’t your granddaddy’s Hamptons – although with eight decades of sophistication and luxury under its belt, there’s a good chance he’s spent a season at our No. 4 pick. With all the fêtes, faces and scenery the Hamptons is famous for – and a style all its own – Montauk Yacht Club Resort and Marina captured our No. 4 spot with seeming ease.
You’ve never seen anything like Montauk Yacht Club’s multi-million dollar renovation – a stunning transformation that resulted in more style, more luxury and even more to love on your East Hampton vacation. You’ll still find evidence of this Long Island resort’s rich past in its historic Zigfield estates and 60-ft. replica of the famed Montauk Lighthouse – visible from nearly every corner of its oceanfront grounds. But recent additions like the Gulf Coast Kitchen’s soul food cuisine, Hurricane Alley’s laidback fish shack style and the Barracuda Bar’s vintage-inspired cocktails and small plates have brought this historic Hamptons resort to the forefront of the East Coast social scene. Affectionately nicknamed the “Miami of the North,” Montauk plays host to its share of glitterati, dignitaries and celebrity clientele. If you came to the Montauk Yacht Club to stand shoulder to shoulder with beautiful people, you won’t be disappointed. Bettheny Frankel of Real Housewives of NYC fame is just one of many city dwelling folk who flock to MYC for parties, weekends and entire seasons on the Atlantic’s shores.
Montauk Yacht Club is the only resort to offer a complete destination wedding experience in all of East Hampton.
Montauk Yacht Club Resort & Marina is open to everyone, no membership required!
Related Onsite Offerings
Private beach, heated indoor pool, two outdoor pools, four Har-tru tennis courts, fitness center, local shuttle, wireless Internet, four saunas, gift shop and kids’ activities.
Our No. 5 pick is perfect for those who find making even the most mundane of decisions as painful an ordeal as having a tooth pulled. Located smack dab in the middle of Southampton and Westhampton, you’ll enjoy the best of both East Coast destinations at Hamptons Ocean Resort!
Beachfront fun and impeccable service are two of our No. 5 pick’s trademarks. While both can be appreciated by couples and leisure vacationers alike, Hampton Ocean Resort really excels at all things family. It’s no coincidence this East End paradise’s exterior has been painted a vibrant yellow hue – a color commonly associated with bright Long Island sunshine and smiley faces. Even the most hygienic of mothers won’t be able to wipe the smiles from their kids’ faces when they spot the Hampton Ocean Resort beach, a seemingly endless expanse of sand that stretches from Shinnecock Bay to the Atlantic Ocean’s edge. We said Hampton Ocean Resort centers around the family, but you’ll quickly notice another common thread that ties your Hamptons vacation experience together. From volleyball and bonfires to sunbathing and surfing, every day begins on the sandy shores of one of Long Island’s finest beaches. After a full week of surfing, sandcastle building and s’mores under the starry Hamptons sky, the only thing your kids will beg for is a return appearance the following season!
38 Dune Road, East Quogue, NY 11942
Flat panel TVs and DVD players grace every last bedroom and common space at Hamptons Beach Resort, providing plenty of kid-friendly entertainment even after the sun goes down.
Related Onsite Offerings
Designer furnishings, granite countertops, tile baths with marble vanities, linen duvets, upscale bath amenities and high thread count sheets are mainstays of every Hamptons Beach Resort cottage or suite.
At our No. 6 pick, wispy sea grass strands part to reveal miles of windswept white sands. The rough-hewn wooden boardwalk gives way to silky-smooth sand tickling your toes. And every worry, stress and worldly care instantly melts away. Some call it magic, but we call it the quintessential Hamptons vacation experience!
Call it jealousy, envy or all of the above, but life seems a little unfair when celebrities have assistants at their beck and call and we have…well, nothing that remotely compares. Sure, they’ve got a few extra zeros on their paychecks, but isn’t the average man, woman or child entitled to a little star treatment now and then? That’s what we love about Sea Crest on the Ocean – always looking out for the “common people.” In place of traditional room service, this Hamptons resort boasts beach service that somehow enhances your East Coast vacation experience. From laying out chaise lounges to adjusting your umbrella to provide just the right amount of shade, these oceanfront aides cater to your every whim! Sea Crest on the Ocean is no ordinary Hamptons family resort. Sure, there’s a swimming pool – perfect for lazy days lounging by its side or playing rousing games of Marco Polo in its heated waters. But there’s also a wide stretch of sandy East Coast beach for sandcastle building and a sand-filled oceanfront playground to keep kids busy and put parents at ease!
Horseback riding, kiteboarding, surfing, kite surfing and more.
Related Onsite Offerings
Air conditioning, daily housekeeping, picnic and barbecue area, private tennis courts and heated swimming pool.
En-suite kitchens make meal preparation and clean up a breeze on your Hamptons family vacations.
If you thought dunes were just glorified piles of sand, think again. With a stunning location at the junction of the Amagansett Dunes and the Atlantic Ocean’s impossibly blue waters, our No. 7 pick will forever change the way you view these windswept ridges.
The Hermitage at Napeague is a fitting destination to celebrate the union of sun, sand and surf. Yellow chaise lounges with matching umbrellas beckon you to this Hamptons resort’s sunlit shores. Spread out your brightly-colored beach towel and claim your place among the sunbathers that dot the Amagansett dunes’ sculpted sands. Wave after wave crashes on the beach before you, and it won’t be long until you’re tempted into the Atlantic’s sparkling waters. And if the salty waves are simply too much for your little ones to handle, stroll over to the resort pool’s chlorinated waters. Vacations are about doing what you love and The Hermitage at Napeague is a master at bringing Hamptons dream vacations to full fruition. Fill your days with challenging play and fantastic East Coast scenery on the Montauk Downs golf course. Fulfill your oceanfront horseback riding fantasy as you meander through salt marshes and into the Atlantic surf. And back in your two-bedroom luxury suite, indulge in some much-needed shut-eye as cool Atlantic breezes float by.
2148 Montauk Highway, Amagansett, NY 11930
For the fisherman, charter boats leave regularly from Montauk docks. Or, cast into the Atlantic surf for your chance to snag a trophy catch!
Related Onsite Offerings
Full kitchens, swimming pool, two tennis courts, daily housekeeping service, private sundecks, laundry facilities and cable TV.
The sound of waves crashing on golden sands awakens you from your peaceful slumber. As you slip on a swimsuit, slather on the sunscreen and step out to your private Montauk beach, you’re tempted to pinch yourself. Windblown picket fences may have replaced the pearly gates, but there’s no denying it: you’ve landed yourself in Hamptons heaven!
At Wavecrest Oceantfront Resort – our No. 8 pick – even rainy weather can’t put a damper on your Long Island family vacation. With an enticing indoor pool that almost competes with the Atlantic’s salt-tinged waters, this Montauk resort has planned ahead. Of course, you’ll still be hoping for sunshine and a 400-ft. stretch of private beach lets you take full advantage in the event the sun’s rays grace you with their presence. Even if swimming isn’t your thing, skilled lap swimmers and doggie paddlers alike can appreciate the unobstructed Atlantic Ocean views offered by their Wavecrest Oceanfront Resort suite! Looking to “rock the Casbah” on your Hamptons vacation? Or, we say stone? A few minutes into the Stone Therapy massage, you’ll be too relaxed to care about such silly questions – or anything else, for that matter. The nearby Deborah Thompson Day Spa caters to city dwellers looking to relax with a line of luxurious spa treatments inspired by Marrakesh.
Wavecrest Oceanfront Resort is located three hours from New York City and a few minutes from the heart of Montauk Village.
Golfing, boating, fishing, tennis and horseback riding.
Related Onsite Offerings
All Wavecrest Oceanfront Resort studios and suites offer private balconies with ocean views, cable TV, VCRs, DVDs, air conditioning and full kitchens or kitchenettes.
Truth: The Hamptons are stunning. Lesser-known truth: Hamptons vacations bring equally staggering price tags – until now. If ever this high-end East Coast region and your pocketbook could peacefully coexist, well…you can dream, right?
Don’t sit back and sigh in frustration just yet; our No. 9 spot succeeds where other Hamptons resorts rarely tread! At Ocean Resort Inn, first floor rooms step out to covered porches appointed with fragrant blossoms and porch swings. In-room air conditioners and Jacuzzis for two let you cool things down – or heat them up – at your leisure. Hedges ensure just enough privacy for sunbathing, without blocking the famous Atlantic Ocean views. Best of all, you won’t even bat an eyelash when the bill for all this and more comes rolling in; you’ll be too busy bragging about your steal of a Hamptons vacation! Dive into the Ditch Plains surf and worship the mighty Atlantic Ocean waves. Pay tribute to the sun’s fiery glow as you bask in the rays that light the Long Island sand. Sacrifice your diet before the mighty Montauk seafood offered up at neighboring East Coast eateries. Show your adoration for the local fashion scene with a few swipes of your credit card at Montauk Village boutiques. No matter which Hamptons attraction you came to pay your respects to, the Ocean Resort Inn staff can arrange it at the drop of a sunhat!
Montauk Harbor has been called the “Fishing Capital of the World.” Charter boats offer sportsfishermen a chance to reel in the region’s legendary trophy catches.
Passenger ferries depart daily from Lake Montauk to New England and Block Island.
95 Emerson Ave., Montauk, NY 11954
Sand dunes. Crashing surf. And salt-tinged breezes. If you think our No. 10 spot is easy on the eyes, wait until you see what it can do for your soul. Set on Tiana Bay’s scenic shores, our No. 10 pick promises to restore body and mind (and if you’re a parent, quite possibly your sanity) without doing lasting damage to your bank account!
Parents, breathe easy. Colonial Shores Resort isn’t one of those Hamptons resorts that claims to be kid-friendly, then turns up its nose in disgust at the first sign of a tantrum. At Colonial Shores Resort, kids are free to be kids and parents can finally quit worrying. We know the idea of mom and dad kicking back, relaxing and actually enjoying their New York family vacation seems a bit farfetched, but trust us on this – you and the kids will be glad you did! Bring your boat; Colonial Shores’ marina has more than enough room. Dig for clams on the sandy beach. Take a dip in the resort’s freeform pool. Stock up on bait and tackle before pursuing the tuna, striped bass and shark that cruise these East Coast waters. Or, stick closer to shore and spend your days casting into the Montauk surf for that legendary trophy catch. As writers we’re taught to show, not tell, but enough is enough – at this Long Island resort, the possibilities are literally endless!
83 West Tiana Rd., Hampton Bays, NY 11946
Related Onsite Offerings
Colonial Shores offers a variety of deluxe motel rooms, individual cottages and one- and two-bedroom suites in the heart of the Hamptons.
Take the Long Island Expressway to Exit 70. Turn right onto Country Road 111, which leads to Sunrise Highway. Take Exit 65S and turn right at the Hamptons Bay Diner. Proceed a half mile to the underpass, turn left and proceed to the resort on your left.