June 20th, 2026

Road and gravel routes through Connecticut’s Litchfield Hills, followed by a proper gathering at Rifugio. Our riders include hedge fund managers, investment bankers, founders, and endurance athletes from the New York, Connecticut, and Boston corridors.

The Event

HedgeFondo is a one-day cycling event in Connecticut’s Litchfield Hills—road and gravel routes through some of the best riding in the Northeast, easy to reach from New York and Boston.

The name gives it away—it started as a private ride among investment bankers. It grew by word of mouth, drew over 250 riders in its first public year, and expects hundreds more this season from the New York, New Jersey, Connecticut, and Boston regions.

Everything starts and ends at Rifugio in the Litchfield Hills. Good routes, good food, good coffee, and a place to settle in for the day.

KC&E Adventures runs the event. They’ve been at it for over ten years, with coverage in Forbes, Men’s Journal, Cycling Magazine, Yankee, and Bicycling.

Cyclists riding through the Litchfield Hills countryside

Riders gathering at the Rifugio event site

Post-ride hospitality and food at Rifugio

Scenic gravel road through Connecticut farmland

A portion of every registration goes to CYCLE Kids, a nonprofit that gets kids on bikes and gives them the confidence, health, and focus to thrive in school and in life.

Routes

Route Distance Preview

The longest road option, covering the full range of what the Litchfield Hills have to offer. Expect rolling hills, longer climbs, and long stretches of quiet pavement past lakes, farms, and stone-lined back roads.

~70 miles 1 Aid Station

Route Map Coming Soon

The full-distance gravel route, reaching some of the most remote terrain in the region. Long stretches of dirt and gravel through forested corridors and protected land, including a significant section around White Memorial Preserve.

~53 miles 1 Aid Station

Route Map Coming Soon

A mid-distance road route through the heart of the Litchfield Hills. Quiet country roads, rolling terrain, lakes, stone walls, and open farmland—a full picture of the region without the full mileage.

~41 miles 1 Aid Station

Route Map Coming Soon

The shortest route, mixing dirt and gravel on some of the quietest back roads in the Litchfield Hills. Sections near White Memorial Preserve and through wooded corridors that feel a long way from anywhere.

~30 miles 1 Aid Station

Route Map Coming Soon