Flight
The closest Airport to Bend is Redmond. It's a regional airport that's about a 20 minute drive from downtown Bend. You can also fly into a Portland and take the scenic 3 hour drive over Mt.Hood and along the Deschutes river.
Rental Car
The usual suspects for rental cars are available at Redmond. We'd recommend renting a car to get around and see some of the beautiful trails, mountains, and shopping around Bend.
Rental Car
Rental Car
Hotel
This is one of the best options I've seen for cost and space per room. Includes
Hotel
Another suite option with a kitchen and more space :)
Hotel
Closer to downtown option with shops and cafes in walking distance. On the pricier side due to summer time concert series close by.