Luxury Meets the Beach.
Superior Accommodations
First Class Service
Featuring the FRETTE Linen Collection
Best Rate Guarantee

Redefining Greenport Luxury

Nestled on the bluffs overlooking the ocean, The Cliffside Resort provides premier luxury accommodations on Long Island Sound. Situated perfectly among the North Fork's quaint villages, fine restaurants, and exquisite wineries, we are the most state-of-the-art and expansive resort in our part of the Sound. Our modern amenities and accommodations only add to the splendor of the beautiful scenery. Whether staying for a couple of nights, or a couple of weeks, these NY beachfront condos are where location, value, and enjoyment meet. 

Featuring accommodations with two bedrooms, two bathrooms, living rooms, fully equipped kitchenettes, private balconies and decks, flat-screen televisions, individual climate controls, and more, the Cliffside Resort provides 68 units directly on the Sound. Indulge in incredible sunset views, from the comfort of our state-of-the-art surroundings. 

Enjoy a relaxing day by the heated in-ground Gunite pool, or catch some sun down by the beach. Take a stroll through the village of Greenport, or catch an afternoon wine-tasting throughout the North Fork of Long Island. Grab dinner at one of the area’s famous restaurants, or enjoy the sunset from your private balcony.

For those who are seeking an escape like nothing you've ever seen before, Cliffside is waiting for you. 

  • Weddings & Events

    Weddings & Events

    Getting married in the area? The Cliffside Resort is your ideal location for overnight accomodations More...

  • Events

    Events

    Join us for complimentary Yoga/Pilates classes and our backyard Movie Nights this summer! More...

  • Specials

    Specials

    Visit our Specials & Packages page to view our most up to date specials! Book your vacation today! More...

  • Groups and Meetings

    Groups and Meetings

    Have an upcoming gathering or conference? Inquire with us about our Clubhouse Rental. More...

  • Property

    Property

    Our property offers rest and relaxation at our pool, down on the beach and our entire great lawn! More...

  • Room Amenities

    Resort Condos

    Each condo has two bedrooms, two full bathrooms, a full kitchenette and balcony. More...

  • Summer Wellness Program

    Wellness Series

    Join us for complimentary Yoga and Pilates classes offered on our picturesque great lawn! More...