Best Rate Guarantee

Long Island Wineries and Entertainment

3,000 acres of over 35 vineyards greet you upon your arrival in Greenport, NY. With such an incredible variety of local wineries to choose from, it's no wonder our fame as a wine-growing region has taken off in recent years. Over the years, the Long Island region has received outstanding reviews in The Wine Spectator, The New York Times and Robert Parker's Wine Advocate, which has rated the region from "Very Good" (85-89) to "Outstanding" (90-95). Our vineyards consistently excel at the New York Wine and Food Classic competition. East End viticulturists produce 500,000+ cases of premium wine from over 20 classic vinifera grape varieties a year.

Below, you can check out some of our favorite North Fork vineyards (and one brewery) and plan a visit while staying at The Cliffside Resort. For additional information and history on Long Island wineries, visit www.liwines.com.

Vineyard Website Phone Address
Kontokosta www.kontokostawinery.com 631-477-6977 825 North Road, Greenport, NY, 11944
Lieb Cellars www.liebcellars.com 631-734-1100 13050 Oregon Road, Cutchogue, NY, 11935
Macari Vineyards www.macariwines.com 631-298-0100 150 Bergen Ave.P.O.Box-2,Mattituck, NY, 11952
Martha Clara Vineyards www.kontokostawinery.com 631-477-6977 825 North Road, Greenport, NY, 11944
Harbes Family Farm www.harbesvineyard.com 715 Sound Avenue, Mattituck, NY, 11952
Sparkling Pointe Vinyeard www.sparklingpointe.com 631-765-0200 39750 Route 48, Southold, NY, 11935
Raphael Vineyard www.raphaelwine.com 631-765-1100 39390 Main Road, Rte. 25, Peconic, NY, 11958
Bedell Cellards www.bedellcellars.com 631-734-7537 36225 Main Road, Cutchogue, NY, 11935
Greenport Brewery www.greenportharborbrewing.com 631-477-6681 234 Carpenter St, Greenport, NY, 11944
Corey Creek www.bedellcellars.com 631-765-4168 45470 Main Road/ Rts. 25, Southold, NY, 11971
Croteaux Vineyards www.croteaux.com 631-765-6099 1450 South Harbor Road, Southold, NY 11971
Duck Walk Vineyards North www.duckwalk.com 631-765-3500 44535 Main Road, Southold, NY, 11971
The Old Field Vineyards www.theoldfield.com 631-765-0004 59600 Main Road, Rte. 25. P.O. Box-726 Southold, NY, 11971
Pugliese Vineyards www.pugliesevineyards.com 631-734-4057 34515 Main Road, Rte. 25 P.O. Box-467 Cutchogue, NY, 11935
McCall Wines www.mccallwines.com 404-274-2809 22600 Main Rd, Rte 25 Cutchogue, NY, 11935
Osprey's Dominion Vineyards www.ospreysdominion.com 631-765-6188 44075 Main Road, Rte. 25 P.O. Box-198 Peconic, NY, 11958
Pindar Vineyards www.pindar.net 631-734-6200 Main Road, Rt. 25 P.O. Box-332 Peconic, NY, 11958
  • 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...