Three Winery Events For Your October Calendar New York

If you enjoyed a Hudson Valley winery in the Summer, get ready for some Fall fun. I find that as the weather gets chillier, I enjoy a glass of wine more than in the hot, humid months. I am a big red wine drinker, which I always think goes better with a heartier meal.

Now, don't get me wrong, I have enjoyed many a glass of Brotherhood Winery Pinot Noir or even Zac Brown's Pinot, which is also really flavorful alongside some good BBQ hot off a summer grill, but Fall and Winter are really my wine months. If you are like me and hoping to visit a local winery or two during the colder season, here are some great events to get you started.

Benmarl Winery in Marlboro, New York, holds the Last 90s/00's Night for 2025

This Friday is your last chance to enjoy A 90s/00s night at Benmarl Winery with Run for Cover, the Hudson Valley's premiere 90s and 00s cover band, while enjoying all that Benmarl Winery has to offer. Enjoy wine, brick oven pizza, charcuterie, and the most amazing views of the Hudson Valley at America's oldest Vineyard. Benmarl is located at 156 Highland Avenue in Marlboro, New York.

Robibero Winery in New Paltz Will Hold a Harvest Festival in October

Robibero Winery in New Paltz at 714 Albany Post Road is having its Annual Harvest Festival on October 18th & 19th, 2025. They will have a seasonal cocktails menu, plus they are bringing back the Caramel Apple Sangria. They will offer wine tasting,s and bottles are available for purchase. They recently put in a Tuscan-inspired Wine Window, which you can use.

There will also be music, a bonfire, s'mores, wood-fired pizza, craft beer, and cider available. The festival is from 11 AM to 6 PM. Vineyard and Cellar tours will be led by Robibero's wine maker, and no reservations are needed. Robibero is both family and pet-friendly.

Brotherhood Winery Will Hold A Halloween Ball

October 25th is this year's date for the Brotherhood Wineries Legendary Halloween Ball. The ball is from 7 PM to 11 PM. You are invited into the 186-year-old wine cellars for a night of spooky skeleton dances while spirits flow and the music is non-stop. There will be bold costumes and undercover judges to award the most creative outfits. Tickets are limited and do sell out. For more information, go to Brotherhood Winery Halloween. This event is 21 and over, costumes are required, and there is a lavish buffet and open wine bar.