I lived in Woodland Park for 30 years, and worked in Cripple Creek for most of the time. Just left in April for our full time adventure.
Couple thoughts:
If you're concerned about altitude (Cripple Creek is 9,500), consider Woodland Park (8,500) or Colorado Springs (6,000).
Royal Gorge in Canon City is spectacular. Lunch/Dinner train or just visit.
New Olympic museum in Colorado Springs is spectacular.
Air Force Academy is something to see.
Under the radar: Paint Mines (google it), about 30 min west of Colorado Springs.
Victor Gold Mining tour, right next to Cripple Creek.
Florissant Fossil beds.
Have fun. It's beautiful!