Discover your next challenge with the perfect ride at findarace.com. Search our comprehensive listings of the best Gran Fondos in Massachusetts 2025 - 2026. Massachusetts is sports crazy. With endless quiet roads and trails, historic cities to ride through and stunning coastal routes it’s no surprise that cycling continues to grow in popularity here. Gran fondos are popping up all over the Bay State these days. These non-competitive rides originated in Italy and are a great way to test the legs and experience the joy and pain cycling provides. The most common distances are 25mile, 50 mile, 75 mile and 100 mile bike rides known as century rides. With the range of distances on offer whether you’re just starting out or an experienced cyclist you’ll find the right test with a Massachusetts Gran Fondo. Check out our exhaustive 2025 - 2026 Massachusetts Gran Fondos calendar list below, and use our month, distance and terrain filters to find your next challenge.