A Large Green Field In Front Of A Building
Explore The Grounds
A Large Green Field In Front Of A Body Of Water
Sunset Views
A Large Red Chair In A Room
Private Balconies
A Large Pool Of Water In Front Of A Building
Poolside Lounging
Best Rate Guarantee

Explore the Area

The North Fork of Long Island has no boundaries when it comes to chances for enrichment, relaxation and exploring your passions. In the midst of it all, The Cliffside Resort is the epitome of Long Island luxury. Our waterfront condos are accessible by car, train, bus and boat, allowing for a stay that brings you access to some of the best Long Island Sound activities in the area. Some of our local attractions in Greenport include Atlantis Marine World, Boat Rentals at Port of Egypt Marina, Island's End Golf, Mohegan Sun Casino, Sky Dive Long Island, the Tanger Outlet Shopping Center, and the Village Cinema Greenport.

Our regional roster of events includes Friday Night Music Series at Lieb Cellars, vineyard barrel tastings and VIP wine tours daily, and Greenport's Farmers Market, held on Saturdays at 9AM at Mitchell Park. Explore our Events Calendar for detailed information on where to find fun and relaxation around our Long Island condos. 

  • Weddings & Events

    Weddings & Events

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

  • Events


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

  • 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


    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...