Flight
Redmond (RDM) is definitely the closest airport. About a 20 minute drive to Bend.
Flight
Portland (PDX) is the next best option. It's a 3 hour drive if you want to take the more scenic route.
Hotel
If you are brining an RV or a tent, here are some great camping options. If you need more details, just give us a call and we will drop you a pin. National Forest Development Road 4610 BLM land near Phils Trailhead Tumalo State Park Campground
Hotel
I'll just say it. Hotels in Bend are really expensive and not all that great. But there are tons of Airbnbs and VRBO options. Also, Seventh Mountain Resort is great if you're booking with a group of guests. VRBO has some good Seventh Mountain deals.