Camp Challenge Ashford, CT   May 16, 2026

As we say at Camp, challenge by choice! And the choice is yours to see Hole in the Wall a little differently by participating in the Bandit 5K Run/Walk or 6-Hour Trail Run. Winding across the Connecticut location, you’ll take in the beauty of the grounds and pass by iconic Camp buildings and program areas throughout the course.

Following the 5K, the “hole” gang is invited to a one-of-a-kind finish festival featuring refreshments and live music. Guests of registered participants are welcome. Register as an individual or share the Camp Challenge excitement by gathering your “gang” and creating a team! Teams of two or more can tackle the 5K or 6-Hour Trail Run together.

Want to make your trip to Camp even more memorable? Round up your friends and family and form a Cabin Circle team! Comprised of up to 12 members each, Cabin Circle teams commit to raising $3,000, a “campership,” supporting the costs of sending one child to Camp for a transformational week-long summer session. Your team will have the unique opportunity to spend Friday night, the night before Camp Challenge, AT CAMP! Sleep in the very same cabins where campers have experienced many magical moments; enjoy a meal in the Dining Hall; gather around the evening campfires and celebrate with fellow members of Hole in the Wall’s community who help make “a different kind of healing” possible.