Central Oregon is a great location in Oregon. There is so much to do around Bend. You can either participate in outdoor activities such as skiing, golfing, hiking, camping, boating, and biking or you can go indoors with museums, art galleries, movie theaters, wineries, and pubs.
The highlights of my trips to Bend are remarkably diverse. I've enjoyed strolling the streets of downtown Bend, hiking Black Butte, hanging out in the sun drinking a beer with friends, schussing (I've been waiting to use that word) the slopes at Mt Bachelor, and generally enjoying life.
Bend is a wonderful place to go because everyone there seems to be there for the same reasons...to enjoy life and the outdoors! All of Central Oregon shares that view!
Quick Tips:
Check out the Mt Bachelor website for discounted ski days. There are a few ski days and free ski days throughout the season.
Check out The Source (weekly free newspaper) for weekly events. You'll find listings for music, events, places to eat, etc.
Best Way To Get Around:
To really get around Bend and Central Oregon you're going to have to cover a lot of ground. Granted, you can walk around downtown in 10 minutes if you don't stop to look around, but you can cover hundreds of miles if you want to explore everything.
There are a lot of ways to get around though. You can rent a car at the airport in Redmond if you fly in, there are airport shuttles to hotels, and there are taxis. Once you're in Bend, you can catch taxis, the bicycle cabs downtown, or the Mt Bachelor shuttle up to the mountain if you're skiing. You can also rent bicycles in town.