The Wineglass Racing App provides real time race tracking for Wineglass events. This is your home for Wineglass race day essentials including participant tracking, leaderboards, course maps, schedules, and more! The course is fast. Very fast. Personal records tend to fall here. Beyond the chance for a PR, the speed also makes Wineglass one of the top spots to qualify for the Boston Marathon. And the early autumn scenery is stunning! Wineglass has been voted Best Marathon in New York State in 2018, 2023 and 2025 by Race Raves. The half marathon consistently ranks as one of the best first-time half marathons and was crowned Best Half Marathon in NY. The 5K is a family-friendly event open to runners of all ages and skill levels. This event has consistently been nominated for Best 5K Race, as part of USA TODAY 10BEST’s Readers’ Choice Awards.
