The Blue 2 Blue Challenge

Woodbridge, United States • 3 May 2026

The Blue 2 Blue Challenge : New Haven, CT

The Blue 2 Blue Challenge is a technical trail 50K held in New Haven, Connecticut, starting at West Rock Playground near 495 Blake St. The course is an out and back that follows blue-blazed trails, including the Regicides Trail and the Quinnipiac Trail, and finishes back at Amrhyn Field. The route uses the Westville Feeder Trail, climbs High Rock, summits Mt. Sanford near mile 12, and reaches a turnaround in Prospect where the dirt meets Cornwall Ave at about mile 16.4. Total distance is listed as approximately 32.8 miles and the course includes about 6,350 feet of climbing with much of the terrain described as highly technical rock and root sections.

Aid stations are placed at approximately miles 4, 8.1, 11.5, 16.4, 21, 24.5, and 28.5; the stations at miles 4 and 28.5 are water only. Runners receive one drop bag that is transported to the turnaround; the bag should be small, roughly shoebox size. There is a strict 10 hour overall cutoff and enforced cutoffs at the turnaround (mile 16 in 4.5 hours) and mile 24 in 7 hours. No pacers or crews are permitted and runners receiving outside aid may be disqualified.

Registration is managed by a waitlist. The organizer requires a recent qualifying trail 50K or a comparable technical race within the previous 12 months to be added from the waitlist. Visit the organization's website for the most recent information.

Race information

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

A timed loop trail race at Putnam Memorial State Park on July 11, 2026. Runners repeat a 1.776 mile loop on carriage roads and short singletrack in 12, 6, or 3 hour formats.

A scenic 2.5 mile trail run and walk at Wildwood State Park on August 8, 2026 with online registration, personalized bibs if requested three weeks ahead, and proceeds benefiting the Friends of Wildwood State Park.

Tappen Brook 5K on August 9, 2026 in Bridgewater, CT is a 3rd annual trail race on the new Bridgewater Town Park trails, featuring packed-dirt paths, gentle hills and views of Lake Lillinonah. The event is organized by local land trust and..

Step Up for the Brave runs Aug 10–15, 2026 with 90 minute stair climb and walk challenges at Sacred Heart University plus a five day 40,000 step virtual challenge supporting veterans experiencing homelessness.

Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.