Winterfest Starts This Weekend

Once again local organizations are thinking of you and what you’re going to do in the depths of February. Drink wine? Snuggle up in front of a fireplace at a bed-and-breakfast? Listen to music? Find some great deals on restaurant meals?

Yes, it’s all happening on the East End–and some points further west–during Winterfest, a collaborative effort to ease winter doldrums and give a bump to businesses that can be all to seasonal.

This weekend will kick off the fourth return of Jazz on the Vine as the theme of Winterfest, a cultural program sponsored by Suffolk County, the East End Arts Council, the Long Island Wine Council and Long Island Convention and Visitors Bureau, which is in its fifth year.

The Concerts

For six weekends, wineries will be hosting jazz concerts; all tickets are $15 and include a glass of wine for ticket holders over 21.

Concerts start in the early afternoon at wineries from Baiting Hollow to Southold, and each Saturday night is capped off with a jam session at Hotel Indigo in Riverhead. A calendar is here.

The Specials

A list of business specials includes:

At Bonnie Jean’s in Southold, diners who bring in a cork from a LI winery receive 15 percent off their check. The Village Cheese Shop on Love Lane in Mattituck will give you your second glass of wine for free and, if you sign up for a tour with Long Island Brewery Tours, all your tastings are complimentary. Let someone else drive.

The Accommodations

Getaway packages from hotels, motels and B&Bs offer special rates, included meals or transportation to Winterfest events. More specials on places to stay are listed here.




Eileen M. Duffy

Eileen M. Duffy DWS holds a diploma in wines and spirits from the Wine & Spirit Education Trust. Her book on Long Island wine Behind the Bottle came out in 2015. Visit her website,, to find out what else she's working on.