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Greenport Holiday Guide

Memorial Day

Spend the unofficial start of summer on the North Fork and enjoy a holiday weekend filled with special events and activities. Jumpstart the season and sign up for the CAST Mighty North Fork Triathlon, held in the heart of Long Island’s wine region on May 27. Or, if you prefer to kick back and relax on Memorial Day, head to Jason’s Vineyard in Jamesport, NY to see a live performance by The Como Brothers on May 28.

Independence Day

Skip the Hamptons and city crowds and revel in a relaxing Fourth of July spent on the North Fork. Enjoy the beautiful summer weather and explore the many Long Island activities that surround our Greenport, NY hotel. From golfing and horseback riding to boutique shopping and wine tasting, there is something for everyone. Of course, no visit would be complete without the quintessential summer outing—an afternoon at the beach.

Labor Day

Cap off the season with a long weekend spent exploring the award-winning vineyards in Long Island’s wine region. Start your visit with a tasting at Kontokosta Winery before venturing to our other favorite North Fork wineries. For the ultimate relaxing retreat, we recommend hiring a private driver for a tasting tour that includes the very best local vintners. Check our special offers to see what we have in store for Labor Day.