You can check it out at
http://www.timberlinelodge.com
It was built as a "make work" goverment project in the depression. It has carvings all over the place. They have a room with a loop video running showing the history and construction.
As far as actually staying there, they have a first floor (to the left as you come in) "chalet" rooms. These are like dorm rooms and you will be bunked up with other mt hood racers. The rest rooms are shared for multiple rooms there.
All the other floors are rooms kept in their "historic" style meaning the furnishings are a blast from the past.
They are also expensive. Check out that website for pricing. The "fireplace" rooms are the best but the most money.
There is not air conditioning. The windows have no screens. The rooms can gather a lot of heat during the sun of the day and can take a while to cool off at night becuase of the massive stone walls. The rooms have an old fashion floor fan in the closet that you can prop into the open window to get the temp under control for sleeping. There are minimal insects at that altitude so the lack of screens were never a problem.
All the rooms I've stayed in - the plumbing - has a "start and stop" effect. It's like the pluming has some "slack" to it. But you would stay there because it's "quaint" not because it's modern.
The restruants are great! Late night there is a bar on the 3rd floor that you can still order food from. There is also a bar/eatery tucked to the right as you come in on the ground floor that was a wood shed at one time. They have great pizza. The 2nd floor has a fine restruant. The views of hood out the back of the hotel are fantastic. On a clear day looking the other way you can see down into CA barely. It's just a big line of volcanoes.
Here is a link to some pics from my first camp aug 2003: There are some lodge pics in it. Once you get to the site, click a pic for captions and slide show.
http://www.fototime.com/inv/331D3D5CD131378