CIO ASCENT
Spring 2026 Retreat
Connect · Collaborate · Recharge
Base camp
DoubleTree by Hilton, 1775 E Cheyenne Mountain Blvd
For three days in the shadow of Pikes Peak, we trade the inbox for the ridgeline. We step away from the noise and into the kind of conversations that only happen on the trail. A gathering of peers and a few partners. No panels. Just CIOs, CDOs, and the time and space to think clearly, share honestly, and come home sharper than you left.
3
Days
3
Guided Hikes
14,115
Summit Ft
10-12
Trail Miles
Signature moments
What you'll carry home.
01 / 03
Seven Bridges
Monday · 3.4 mi
Creekside trail through North Cheyenne Cañon. Seven wooden bridges, cool shade, and the best conversations of the week.
02 / 03
Pikes Peak
Tuesday · 14,115 ft
The Cog Railway to the summit of America's Mountain. Lunch in the clouds. Donuts at altitude.
03 / 03
Garden of the Gods
Tuesday · 3 to 4 mi
Palmer Trail to the Siamese Twins window, framing Pikes Peak through red sandstone.
Itinerary at a glance
Four days, one ridgeline.
Day
Theme
Highlights
Sun May 3
Travel and Intros
Arrivals, optional morning hike for early birds, welcome event with the Board.
Mon May 4
Seven Bridges + Paint Mines
Guided creekside hike, lunch in Old Colorado City, afternoon at the painted hoodoos.
Tue May 5
Pikes Peak + Garden of the Gods
Cog Railway to 14,115 ft, guided hike through the red rocks, closing session.
Wed May 6
Return Day
Breakfast, farewells, departures on your schedule.
Sun May 3
Travel and Intros
Arrivals, optional morning hike for early birds, welcome event with the Board.
Mon May 4
Seven Bridges + Paint Mines
Guided creekside hike, lunch in Old Colorado City, afternoon at the painted hoodoos.
Tue May 5
Pikes Peak + Garden of the Gods
Cog Railway to 14,115 ft, guided hike through the red rocks, closing session.
Wed May 6
Return Day
Breakfast, farewells, departures on your schedule.
Closing
Until the Next Ascent
Travel safely.
Questions? Reach the crew at [email protected] or visit dev.cioascent.com. All times and activities subject to change based on weather, group pace, and group preference.