Traveled to central Oregon for the first time this September and after much research, decided on the Five Pine Lodge. Seemed like the best choice and probably is the all-around winner in the Sisters area.
Pros: Reasonably priced for level of accommodations, high-end cabins, on-site brew pub (Three Creeks, very good!, although independently owned and operated), restaurant, fitness center, and theater (first-run movies).
Cons: Terrible customer service! For the level of accommodation that Five Pine is striving for, they seemed inadequately staffed and showed an guest indifference the we are not used to when staying at a similar property. It's a long drive from Portland (3.5-4 hrs) and were running late. Tried to call countless time with no answer. Previous posts on Trip Advisor warned of proximity to road so I requested the most privately located cabin that they offer. When they actually called to confirm our reservation a week prior, the woman reiterated and confirmed my request and said it was no problem. When we arrived, we were assigned the cabin closest to Busy Rt. 20. I questioned the cabin assignment and was told that that was the last one available. I expressed my disappointment but the woman didn't seem to care much. She said that her supervisor would contact me the next morning but no one ever did.
Anyway, the cabin itself was fine. Actually very nice. Only complaint/advice for management would be to add ottoman to chairs (very uncomfortable), add a small microwave, some plates/utensils, possibly stock the fridge with water, and the cupboards with snack bars/popcorn. Also, can't help but mention the questionable stream of water coming from an spout (hole) in the ceiling above the tub. It was really loud and splashed. Seemed pretty senseless. Lastly, if you're looking for a cabin-in-the-woods experience, try the Metolius River Lodges, because these cabins are right on Hwy. 20, directly off their parking lot, stacked right up against each other (no privacy at all). Lastly, we had a wood-burning fireplace and they only offered 2 logs. Additional ones cost you $10 ea. – dumb and cheap on their part.
We inquired about local activities and recommendations but again, the woman at the desk seemed disinterested and unknowledgeable. She was pretty worthless. I would think that a good concierge with a knowledge of the local scene would serve well.
Best part of their "campus" was the Triple Creek Brewery. Great beer, great food, friendly staff (makes sense that they aren't technically associated with the Five Pines.
Overall, a decent place to stay if you're used to upper-end accommodations, probably the best in Sisters. We enjoyed the area so much, we actually decided to stay an additional night and found the Best Western Ponderosa Lodge. We were pleasantly surprised at with this choice and regretted not spending our entire stay there. It was really compatible with what Five Pine offered. Private, lodge-style decor, large room, private patio/balcony w/adirondack chairs, gas fireplace, hi-end tiled bath, rain shower, soak tub, refrig. an imaging that, a small microwave!
As a veteran traveler of high end lodges and ranches, Five Pine Lodge just didn't make the grade for us. Most of all, it was the indifferent attitude of the staff (or lack thereof) toward guest needs. There's really no excuse for that – a real turn off.