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Camp Challenge

Family smiles at the camera wearing Camp Challenge medals on a sunny day at Camp
Two people run with arms raised through Camp's trails

When: Saturday, May 17, 2025
Time: 7 a.m. - 3 p.m.
Where: The Hole in the Wall Gang Camp
Ashford, Conn.

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 our very own Bandit 5K Run/Walk or 6-Hour Trail Run. Winding across our 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. Take a tour of Camp, enjoy a craft project in the Creative Complex, play a round of mini-golf on Camp’s signature links and more! Guests of registered participants are welcome.

Schedule of Festivities
This event is held rain or shine!

7 a.m. | 6-Hour Trail Run registration opens
8 a.m.  |  6-Hour Trail Run starts
9 a.m.  |  5K Run/Walk registration opens
10:30 a.m.  |  5K Run/Walk starts
11 a.m.  |  Lunch begins, activity areas open
2 p.m.  |  6-Hour Trail Run ends
2:30 p.m.  |  Lunch ends, activity areas close
3 p.m.  |  Festivities conclude
*Subject to change.

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 10 members each, Cabin Circle teams commit to raising $2,500, 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 our 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.

Register & Learn More

If you're interested in participating, or have any questions, please contact Jillian Roy at (410) 847-2954 or via email.