1 event in Litchfield, Connecticut

HedgeFondo

A premium cycling event rooted in the Litchfield Hills, designed with the care of a world-class riding experience.

Hedgefondo is a thoughtfully produced cycling event built to showcase the Litchfield Hills as one of the Northeast’s premier road and gravel riding destinations, with easy access from New York and Boston. What began as a small, private ride among investment bankers—hence the name Hedgefondo—quickly grew by word of mouth to more than 250 participants in its first public year, with over 500 riders expected this season from the New York, Connecticut, and Boston regions. Based at Rifugio, a premier active hospitality hub in the Litchfield Hills, the event pairs curated routes with elevated pre- and post-ride hospitality, creating a true basecamp for the day. Hedgefondo is coordinated and spearheaded by KC&E Adventures, a team with over a decade of experience designing premium cycling experiences around the world and featured in Forbes, Men’s Journal, Cycling Magazine, Yankee, and Bicycling.

Event Website

Route Options & Descriptions

Hedgefondo offers two route tiers—Adventure and Endurance—each available in road and gravel formats and supported by an on-course aid station.

Adventure Distance

Road: ~41 miles

A thoughtfully curated road route through the heart of the Litchfield Hills, featuring quiet country roads, rolling terrain, and classic New England scenery. Riders will pass lakes, historic stone walls, open farmland, and wooded corridors that define the region’s character, offering a rich and engaging ride from start to finish.

Gravel: ~30 miles

A mixed-surface route highlighting the Litchfield Hills’ network of quiet dirt and gravel roads. This ride weaves through rural landscapes, wooded backroads, and hidden corners of the region, including sections near White Memorial Preserve, showcasing the area’s natural beauty and sense of exploration.

Endurance Distance

Road: ~70 miles

An expansive road route designed to showcase the depth and variety of riding in the Litchfield Hills. The course links together rolling hills, longer climbs, and extended stretches of quiet pavement, passing lakes, farms, and stone-lined roads that reflect the region’s historic and pastoral landscape.

Gravel: ~53 miles

A full-distance gravel route that dives deep into the region’s most remote and scenic terrain. Riders will travel long stretches of dirt and gravel roads, forested corridors, and protected lands, including extended exploration around White Memorial Preserve, offering a rugged and immersive New England gravel experience.

Event Day Overview

7:00 a.m.

Event site opens. Registration, sponsor and partner areas, Rifugio operations, and parking are fully set.

7:30 a.m.

Registration opens.

9:00 a.m.

Endurance Routes depart (road and gravel).

10:00 a.m.

Adventure Routes depart (road and gravel).

12:00 – 4:00 p.m.

Post-Ride Gathering at Rifugio

Food and beverages, sponsor and partner activations, music, and space to unwind, connect, and kickoff summer.