I'd paint EVERYTHING. I'd forget the stained windows too. ....you will brighten/unify the house and save a ton of money. jmho. Add photos if you want me to change my mind.

In a real craftsman bungalow I'd start replacing all of the miscellaneous woodwork with appropriate quartersawn white oak. Yes it will be a big project, but you'll end up with something wonderful. Stripping oak is a PITA unless it was finished with shellac or similar first because the paint gets into the grain and you end up spending a long time with a wire brush and solvent getting it out. If the trim is just made up of flat boards it might be easier to just replace, or take them down, strip as much paint as you can and then run them through a drum sander. (you can take the opportunity to insulate around the windows when you have the trim off)

Our new house/addition is in an English Arts and Crafts inspired style. I incorporated a fairly elaborate curse on anyone who paints the cherry woodwork I installed.

Many of those houses also had cheap wood grained to look like a more expensive wood.

Please post this in the Old House forum where many have a true appreciation for old homes AND have done much restoration work themselves. Note I did not say “remodel”.

Currently employed designers will always say “paint it”.

I agree that not all craftsmans were meant to have stained wood and i love the look of all that wood painted white , it brightens up the rooms . I think it has a lot to do with your styletoo. This is a very attractive space with painted woodwork

Restoration is neither time or budget friendly.

I would not strip the wood. Besides taking a lot of time and muscle, it may not take the stain well and/or be uneven. Paint it.

We do Not Aleays say Paint it. We consider whether a thing is worth paint or stain:) Cheap wood demands paint.

This is all very, very helpful. I hadn't realized that some Craftsman wood was meant to be painted. It seems to make more sense to paint. It's definitely more doable and either way, I'd be improving the home. So now the question is stock white or other white. Any thoughts?

I'm a lowly Computer Scientist... but my wife has a real talent for design. IMO don't ever use the 'stock white'. What ever paint, they have cards of white - about 50 whites at least. Figure out what you want the walls, and then pick a warm white, cool white, etc. Otherwise your home will look like a cheap apartment.