The Blue 2 Blue Challenge

West Rock, United States • 3 May 2026

Event overview

The Blue 2 Blue Challenge is a 50K trail event in New Haven, CT on May 3, 2026. It is held as an out-and-back that starts at West Rock Playground and follows the blue-blazed trail system. Organizers report a slightly over 80% finisher rate and require entrants to have finished at least one trail 50k in the previous 12 months or an equivalent gnarly race. Registration here is by waitlist and applicants are screened for qualifying races.

Course and rules

The route uses the Westville Feeder Trail, the Regicides Trail (West Rock), and the Quinnipiac Trail. The course includes rocky, technical trail sections, about 6,350 feet of climbing, multiple climbs including High Rock and Mt. Sanford, and a turnaround in Prospect at Cornwall Ave (mile 16.4). Aid stations are listed at approximately miles 4 (water only), 8.1, 11.5, 16.4 (drop bag), 21, 24.5 and 28.5 (water only). The event enforces a strict 10-hour cutoff and intermediate cutoffs expressed as required elapsed-time checkpoints; no pacers or crews are permitted. One drop bag is transported to the turnaround and organizers request small bag size. Distances and mileages are given as approximate. Visit the organization's website for the most recent information.

Race information

50 km
6350 m+
50k
Visit the organization's website for the most recent information.
Trail runs nearby

Take on the Tesla Hertz Run in Rocky Point NY with races from 10 miles up to 150 miles on scenic Long Island pine barrens trails. Generous cutoffs, lively aid stations, and night race options make this a welcome challenge for beginners and..

Gemstone Sparkle Sprint 5k is a community trail run in Wilton, Connecticut, on Gemstone Farm (144 Huckleberry Hill Rd). The second annual event offers a scenic 5k trail course suitable for all abilities (strollers not allowed on the course)..

Run 30 haunting hours beneath a canopy of autumn leaves in Stratford CT on a rugged 2.23 mile loop with roots, rocks and one memorable climb. Limited to 50 runners, chase miles and earn a stunning 100 mile buckle.

Tom Centinaro Memorial "Dam" Race is a 3.5-mile trail run/walk hosted by the Wolcott Lions Club in Wolcott, Connecticut. The race unfolds on the scenic, flat Mill Pond Trail at Woodtick Recreation, 201 Nichols Road. This community event ben..

Take on the rugged Bimblers Bluff 50K in Guilford Connecticut on October 19, 2025. Enjoy a challenging off road course through scenic woodlands and rocky single track while supporting local land conservation.

Cheshire Community YMCA 5K Harvest Trail Run in Cheshire, CT, is a race around Ives Farm. The all-ages event winds through fields and trails on the farm, starting and finishing at the remodeled barn. Proceeds support the YMCA’s Cheshire com..