October doesn’t tiptoe into New York — it barrels in with a calendar so stacked, you’ll wonder how to fit it all in. This is the month when haunted houses stretch longer, festivals blaze brighter, concerts hit harder, and every corner of the Hudson Valley and beyond feels electric with fall energy. It’s not just the peak of spooky season — it’s the peak of everything.

NYC’s iconic Hester Street Fair is heading to the Catskills for a festive weekend at Wylder Windham.

Mark your calendars, because the 30th Annual Capital Apple and Wine Festival is coming to the Columbia County Fairgrounds in Chatham!