The temperatures are beginning to cool after a fun-filled summer on the East End, and it’s time to begin planning for a brand new season. There are a number of festivals that are sure to get you and your family into the colorful harvest spirit. Whether you are looking for the best seafood on the Island, or you’re looking to be steeped in history and tradition at the Harvest Fair, Dan’s Papers has all the information you need to make this another great season.
The 35th Annual Montauk Annual Fall Festival will feature Long Island beer and wine, Oktoberfest-themed food, a free carousel for the kids, a Cash Catch drawing that takes place at the end of the day on Sunday, a farmers market and so much more! October 8–9, 11a.m.–5 p.m. 742 Montauk Highway, Montauk. 631-668-2428 montaukchamber.com
The Wölffer Harvest Party includes a bountiful lunch complete with wine, cider, barrel-rolling, face painting, hayrides, live music, and Lederhosen and Dirndl contest. $145 adults/$125 wine club members/$80 4–12/free kids under 2. 10/8, noon–5 p.m. Wölffer Estate Vineyard, 139 Sagg Road, Sagaponack. wolffer.com
The Fifth Annual Westhampton Beach Oyster Festival takes over the Village Marina. With oyster shucking contests, craft brews, and obstacle courses and pumpkin painting for the kids, it’s a day of delicious family fun. October 8. 10 a.m.–6 p.m. South Library Avenue, Westhampton Beach. whboystersfest.com
The 41st Annual Riverhead Country Fair is a down-home favorite with hundreds of vendors, food stalls, live music and country fair competitions. Who grew the largest pumpkin or baked the best apple pie? You’ll have to come to the fair to find out! October 8–9, downtown Riverhead. 631-727-1215 riverheadcountryfair.com