The 12th Annual Winterfest on Long Island’s East End, across the North and South Forks, kicks off on February 22nd for a five-week celebration that includes wine and craft beverage offerings, live music performances, art selections and local culinary delights all paired with luxurious hotel accommodations. Tours and packages are available, come for the day, overnight, for the weekend or spend the week.

Insider Tip: Download Lyft and use coupon code NOFO19 to receive free rides on the North Fork, exclusions apply



February 22: Kick Off Party

Five weeks of exclusive experiences starts with the kick-off party. At Hotel Indigo, take part in two floors of entertainment with performances, craft vendors, lite bites and wine and beer tastings.


February 22: Vine to the Wine Tour

At Sannino Vineyard, get all of your questions answered. Learn about tastings, techniques and what it takes to create the perfect sip from vine to wine.


Fridays during Winterfest: Flights, Pints and Trivia Night

Starting at 6:30 p.m. at Jamesport Farm Brewery, take part in trivia night for the chance to win some prizes while sipping on craft brews.


Fridays and Saturdays during Winterfest: Live Music at the Cooperage Inn

Planning a date night or a fun thing to do with friends, spend the evening at the Cooperage Inn for live music. Check out the lineup of performances taking place all Winterfest long.



Embark on a car-free experience with transportation, vineyard and brewery tastings, lunch, and scenic stops on the North Fork. Day packages start at $150, overnight packages start at $425 per couple.

February 23 & March 23: Brewery Tour

For the hops and barley lovers, don’t miss this exclusive brewery tour with stops at Jamesport Farm Brewery, Long Ireland Beer Company and Moustache Brewing Co. then enjoy lunch at the Cooperage Inn.


March 2 & March 16: Mixed Tour

Can’t choose between beer or wine, well here enjoy the best of both worlds. Stops include Clovis Point Vineyard, Long Island Vodka Distillery and Riverhead Ciderhouse for a sip of each specialty with lunch at Main Road Biscuit.

March 9 & March 16: Winery Tour

The only question is – red or white? Get the ultimate vineyard experience with transportation to three wineries, lunch on the North Fork and finish off with a stop to the Riverhead Farmers’ Market before your overnight stay.


Don’t miss these arts and theater institutions to explore the artistic passion and legacy embodying the region. Experience special performances, events, exhibitions and more during Winterfest!

Bay Street Theater: Bay Street Theater, founded in 1991, puts on an array of acts ranging from musical performances, comedy shows and theatrical stories many of which have gone to both on and off Broadway.

Parrish Art Museum: Parrish Art Museum began in the 1950s as a small village gallery and is now one of America’s most creative centers. There are 3,000 works with 100 on view at any time in the Permanent Collection and even more in special exhibitions.

Southampton Cultural Center: Exhibitions, performances and more, engage in community and creativity with dynamic programming.

Suffolk Theater: Experience live entertainment from music and plays to movies and catered affairs. For all ages and tastes, choose from county or comedy and classical or contemporary.

William Ris Gallery: With new exhibits on display and interactive experience events, William Ris Gallery represents a diverse collection of contemporary works by East Coast artists. The North Fork Art Collection features new and never seen before pieces.




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