Top Long Island Resorts

Escape city life at Southampton, where the lush greenery will take you into a dreamland!

Southampton Inn is the perfect retreat to get away from all of the madness of city life. This boutique hotel has 90 charming guest rooms that include farm to table dining onsite at Cafe OSO and a heated indoor pool along with complimentary WiFi and mini refrigerators in the room! Once you leave the hotel, you won't be disappointed either as the inn is within walking distance of all that Southampton has to offer, including the world famous Cooper Beach! Southampton Inn offers wonderful accommodations, an ideal location and atmosphere you won't find anywhere else!

Address

91 Hill Street Southampton, NY 11968

Dates and Prices

Ask about midweek specials when the price drops to as low as $180 per night.

Related activities

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.

The legendary Hamptons on Long Island’s South Fork are home to a great number of prestigious resorts and lodges. But as for high-quality motels, the list begins and ends with Ocean View Terrace!

There's an insane amount to do in the area- from beaches, fishing and kayaking to the Sag Harbor Whaling Museum and Montauk lighthouse. But between forays out into the Hamptons, stay in abject comfort with Ocean View! All rooms come with a plethora of amenities, including full baths, full and king size bedding, phones, flat screens, fridge, and wifi. All also enjoy a small porch or balcony, featuring with a beautiful view of Shinnecock Bay. Whether you're with family or friends, Ocean View will be an unforgettable experience!

Address

285 E Montauk Hwy, Hampton Bays, NY 11946

Extra Stops

The motel is three miles from Shinnecock Hills Golf Club and five miles from Hubbard Country Park.

Highlights

The casual rooms come with free Wi-Fi, flat-screen TVs and minifridges, as well as porches or balconies with bay views.

Glen Cove Mansion Hotel and Conference Center combines business and pleasure to create the ultimate Long Island getaway! The award-winning hotel is situated on 55 secluded and landscaped acres on Long Island's historic Gold Coast, just 30 minutes from New York City. Relax in 187 richly-appointed guestrooms and suites situated in contemporary guest wings extending from the north facade of the historic Mansion, as well as the Garden Room Restaurant with magnificent views of the terraces. Pamper yourself with amenities like wireless internet access, in-room dining, and HD TV with more than 150 channels! Swap luxury for leisure when you swing away on Glen Cove Golf Course, 18 holes of fantastic fairways. Take a dip in the indoor or outdoor pools, serve up a game on the tennis court, or bike around the scenic landscape. Work up a sweat at the onsite fitness center before relaxing with a game of billiards. At Glen Cove, there's something for every occasion!

Address

200 Dosoris Lane, Glen Cove, NY 11542

Highlights

Take care of business in 29,000 square feet of event and meeting space, with 27 dedicated conference rooms accommodating from 10 to 280 guests, advanced meeting technology, an executive business center, and conference concierge services.

Related Onsite Offerings

Visit the onsite Pub 1910 to share refreshing drinks, light fare, and casual fun with family and friends!

Overlooking the Long Island Sound in the North Fork you’ll find a beautiful escape at the Cliffside Resort Condominiums. Your stay with Cliffside Resort Condominiums includes a premier location and a stay that is as comfortable as home. Each condominium hosts balcony sunset views, fully equipped kitchens or kitchenettes, and modern furnishes. You’ll find relaxing pleasure with the in ground Gunite pool, BBQ area, and direct beach access to the private beach. Cliffside Resort puts you near all the beauty and exciting adventure of the North Fork area. Stroll through the village of Greenport or venture out to wine tastings throughout North Fork. The development of the area has created a rich culture of famous restaurants and quaint shops. Of course, when you’re in need of a calming afternoon, head to the beach for the fun and the sun.

Address

61475 Route 48 (North Road) Greenport, New York 11944

Season

Summer is the perfect time of year to enjoy the North Fork area's wineries, sky diving opportunities, or a bike tour.

Related Onsite Offerings

Allow the event coordinator at Cliffside Resort Condominiums help you create the perfect wedding or event experience.

Ocean Beach Resort is located right on the sparkling shores of the Atlantic Ocean Beach in downtown Montauk, minutes from the famed Hamptons. Ocean Beach Resort is one of the few resorts in Montauk where you can walk out your door onto your private sundeck and be only steps from the beach. Discover Montauk Point, East End golf, fishing, famed shopping in East Hampton, or just soak up the sun on the oceanfront. Stay onsite and enjoy an array of amenities and services ideal for your oceanfront stay in Montauk. Take a dip in the sparkling indoor pool or relax in the hot tub. Catch a tan on the sprawling sundecks or flip on the cable television in your spacious room and drift away. These 82 guestrooms feature comfortable accommodations that feel like home and scenic views that remind you that you're on vacation!

Address

108 South Emerson Avenue, Montauk, NY 11954

Extra Stops

Discover a new view of the island at Deep Hollow Ranch and ride horseback over acres of parkland!

Related activities

Hike through Hither Hills State Park or Montauk Point State Park and enjoy the outdoors.

Your ocean oasis awaits at the Ocean Resort Inn, which is a mere footsteps from the breathtaking Atlantic shores. This inn offers clean rooms with scenic ocean views, in-room Jacuzzi tubs, and more! It serves as a peaceful retreat after a day exploring the sandy shores or shopping in the vibrant city. This ideal location reflects the relaxing and soothing atmosphere that you will experience. If you're searching for water-fueled fun, set off on a fishing expedition off the shores of the Atlantic Ocean, rent a jet ski and explore the sparkling waters, or embark on a guided boat cruise. Bike and jog through the local beaches or parks, enjoy some of the area's finest shopping, or go horseback riding through the scenic terrain if you'd prefer to stay dry!

Address

95 South Emerson Avenue, Montauk, NY 11954

Extra Stops

Grab fresh seafood at any of the nearby restaurants lining the Atlantic Ocean!

Related Onsite Offerings

This is the only Montauk inn with a private courtyard and you have the additional luxury of being able to relax in a hammock or porch swing!

City excursions and undisturbed privacy are both options at The Andrew, a luxury boutique hotel with a superb Long Island location convenient to Manhattan. Upscale Great Neck shopping and restaurants are a short walk from The Andrew Hotel, and the Long Island Railroad is only a half block away. A short train ride will take you to New York City’s Times Square, Central Park and Yankee Stadium and other famous attractions. If you'd prefer to relax onsite, a host of amenities will make you feel at home. Enjoy tasteful oak furnishings and luxury materials of marble, mohair, ultra suede, and raw silk that create an ambiance of relaxation and sophisticated style with all the comforts of home. A flat-panel television, plush robes, and bath amenities top off the pampering.

Address

75 North Station Plaza, Great Neck, NY 11021

Extra Stops

Within just a few miles of The Andrew Hotel in Long Island you will find upscale shopping, New York attractions, local hospitals, beaches, and a racetrack.

Related activities

Stuff your shopping bags at The Americana Manhasset Shopping, which is only four miles from The Andrew Hotel!

The Hermitage is your oceanfront paradise! Set amidst the sandy dunes of Amagansett, adventure is just out the front door. Rentals for this exclusive sanctuary include uniquely furnished, luxurious two-bedroom units complete with living room and dining room, full kitchen facilities, and cable television. Private decks for tanning and entertainment unite the sun, surf, and luxury living found at The Hermitage. Bask on the ocean beach or swing away on The Hermitage tennis courts. For additional relaxation, take a dip in the sparkling pool, amble through the seven acres of sandy shoreline, or just soak in the sun on the beach. Swap relaxation for recreation when you backpack to Lost Lake or stroll the breathtaking beach at Ditch Plains where spectacular cliffs, formed by the last outcrop of the glacial moraine, delve into the ocean!

Address

2148 Montauk Highway, Amagansett, NY 11930

Extra Stops

Just a short drive away awaits Manhattan, a cultural center teeming with dining, shopping, and buzzing nightlife!

Related activities

Tee off at the nearby challenging Montauk Downs, where frequenters of the fairway will enjoy challenging holes and stunning scenery!

Nestled between Amagansett and Montauk, Sea Crest on the Ocean is right in the middle of the fun! The oceanfront oasis overlooks the sandy beach shores, meaning you're just steps away from tanning, swimming, and a wealth of water sports. Fun isn't far away, for Sea Crest is just a short walk from Hither Hills State Park or the Walking Dunes of Napeague. Fortunately, there's no need to wander off-site to enjoy the splendor of Long Island. Relax with a dip in the heating pool or watch the wandering Atlantic from your private balcony. Lighted tennis courts, basketball courts, and shuffleboard will keep you entertained while the kids explore the play area. After a day of fun, grill up a family meal on the complimentary barbeque!

Address

2166 Montauk Highway, Amagansett, NY 11930

Highlights

History buffs will flock to the famous Montauk Lighthouse, commissioned in 1792 by George Washington.

Fun facts

Dune Management has provided management services for resort co-ops, condominiums, and luxury second home communities on the East End of Long Island since 1984.

The beach is always within reach at The Pridwin Beach Hotel & Cottages! Directly on the sandy shores of Crescent Beach, vacationers can explore 10 lush acres of Long Island splendor. This classic all-wood American resort hotel also offers an array of amenities like a private pool, two docks, a bar, a lounge, and a restaurant overlooking the bay. Stretch out in your spacious room, which ranges from hotel rooms to cottages and features sprawling decks, private baths, and more! If you'd like to explore the ocean, The Pridwin rents a bevy of boats for aquatic activities including kayaks, sunfish, and rowboats. Cruise the scenic landscape on a bicycle or swing away on the onsite Moussa Drame Tennis Club. Wander a little further to the 1500-acre Mashomack Nature Preserve and hike through the lush nature trails. Frequenters of the fairway can tee it up on the many surrounding public and private golf clubs. The Pridwin truly is an ocean away from ordinary!

Address

81 Shore Road , Shelter Island, NY 11964

Highlights

Make your dream wedding a reality at The Pridwin, which offers Shelter Island’s most spectacular location to you and up to 250 of your guests!

Related Onsite Offerings

The whole family will love The Pridwin’s Wednesday night outdoor cookouts, which culminate in an evening of live music and dancing.

Quaint, romantic, and elegant, the Seatuck Cove House is a waterfront bed and breakfast in the charming Southhampton Township of New York. Sitting where Moriches Bay and Seatuck Cove meet, Seatuck Cove House soaks in the beauty of the bay. Five unique rooms, exquisitely decorated with a fitting flavor of the area, provide a comfortable atmosphere where added charms such as stone fireplaces and water views add a distinct elegance. The surrounding area is as equally enticing as Seatuck Cove House. While visiting, head to Amagansett Square for a few hours of shopping, and cruise through the landscape to discover wineries and tastings. Catch a show with the Westhampton Beach Performing Arts Center or hit the green at Cherry Creek Golf Links. There’s something special at every turn with a stay at Seatuck Cove House.

Address

61 South Bay Avenue, Eastport, NY

Highlights

Your stay at Seatuck Cove House includes a three-course gourmet breakfast from 9:00 to 10:00 and a continental breakfast after 10:00.

Related Onsite Offerings

Every room at Seatuck Cove House includes a Jacuzzi tub as well as beautifully scented salts.