I power wash, and to be honest, I'd cover the hay with a tarp, and power wash if I did not have a hay loft.
I have gotten more and more efficient over the years, down from a 8 hour chore for 2 or 3 of us (pre-power washing days) to about 3 hours, when we strip all the stalls first. 2x a year I strip and power wash everything, all the stalls and the aisle. At least one other time, I'll power wash the aisle and stall walls, without stripping. It barely gets the bedded stalls damp, and since I use pelleted bedding that needs to be hosed down to not be dusty, it is worth it to keep the cobwebs at bay.
I now have drains in all the stalls, pop the rubber mat cover and it takes me about 10-15 minutes per stall, 30 minutes for the aisle, that is doing the ceiling, and all 4 walls and getting the rubber mats to the point of mostly clean run off. It dries over night, put the drain covers back on, and rebed.
I power washed our 1865 barn ceilings when we moved in 7 years ago; I shop vac the cobwebs now off a ladder. The ancient dust (with bat guano, etc) smelt pretty bad for a week when I power washed it. The barn roof I painted in a weekend(40x50 feet) with a silver aluminum asphalt paint. Rent a Genie Boom Lift and save $2500 over a paint contractor price. The stall walls I powerwash too when the stains offend me. Really perks the place up.
BO and BM think Restore, Habitat for Humanity Restores. The things you can get at them for the little and big projects we have around the farm/barn is unreal. Our store sell paint at 30% of the cost from the paint stores. Now these are mistintes but who cares. Cabinets for the tack and feed rooms, windows and doors, lights and so on.
My BO buys all his paint at our Restore. He repainted all his jumps for less then $60.
Are you going to cowboy up or lie there and BLEED?
so tidy and clean is the way to go.....so it's your labor we are talking about....
If you can take the time to clean up as much as possible....that will make a big difference w/o money out of your pocket.
I know people say to powerwash and paint the trim....but that is money out of your pocket.... good ole elbow grease will make a difference..... I just think of my mom.... we did not have any money....but the house/apt was kept in pristene condition....it's not (totally) about the money.
Painting can be expensive and I realize you are saving for the arena footing. I do have a suggestion. I worked for Sherwin Williams for 10 years and learned a few things along the way.
One is trot down to your local paint store and see what exterior paint they have that is considered a miss match. Doesn't matter what color it is. Figure out how many gallons you will need and start collecting "miss matched" exterior paint. When you get enough gallons start pouring them together. When you dump different colors into a batch you will generally end up with a shade of grey. Mix to get a consistent color. Often this is for sale for between $1-5 per gallon.
We used to do this to miss matched paint in the wal-mart stores where I rep'ed the Dutch Boy Paint. We didn't do it in the actual SW store where I worked later. Just sold it as is.
It may take you a while to collect enough gallons - or you may hit a bonanza when they hire a new employee that messes up a bunch of paint!!