8. Wineglass Marathon

Who says you can’t drink while running? Runners and wine lovers don’t have to fly across the country for a weekend getaway in wine country, as the starting line of the Wineglass Marathon is a just a few hours drive away in Bath, NY. The flat marathon and half-marathon courses feature scenic roads through the Finger Lakes region at the height of fall, with wine glasses and bottles of sparkling wine waiting for runners at the finish line. This year’s race is set for October 5th and is the perfect situation for achieving–and celebrating–a Boston Marathon qualifying time.