Hey gunny, Kolja list is pretty good about Anchorage, and as a resident let me know if you have any questions. What to do greatly depends on what you like to do.
The time of year is going to be hit or miss on outdoor stuff, as in...hiking gear, or snow gear.
Flat Top mountian...an easy climb with an amazing view is the most hiked mountian in North America. As someone who lived on the East Coast, and Colorado...it is simply amaizng to climb it, look down over Anchorage...turn around and not see 1 single sign of human presence...not 1. No telephone lines, no planes...No cell towers...and I'm not talking because the trees block the view, you're on a mountian.
Experience is a brutal teacher, but you learn. My God, do you learn. - C.S. Lewis
Life is usually all about how you handle Plan B. - Jack3Beans
Listen without defending; Speak without offending - FaithinAK