With 25 acres of hay fields, I would be considering getting your own low cost equipment. You probably already have a tractor for farm use? You would only need a mower, rake and baler. These can be purchased second hand, if you look around, and don’t need to be super expensive. Then you can do what you like, when you like, with your fields.
Our first cut hay is brilliant, horses eat it greedily! Second cut is lighter, softer. We only get two cuts, and since we live at elevation, we are not yet ready to do our first cut, it will be a couple weeks yet. First cut hay should be nice for horses, if made correctly.
We have two old small square balers, both bought locally, second hand. Paid $1500 for one (bought it when we first moved here 10 years ago and NEEDED a baler right away, sellers had not cared for it well, but we have fixed it and it works well now)), and $500 for the other (got lucky with this one- just bought it two years ago from an old guy who had a 6 acre hay field- very old but hardly any use- new condition). These old balers are around, and able to be fixed to make them work just fine for a small private hay farm.
Again, older mowers that are NOT discbines may be suitable for you, if your crop is light. We bought one for $3000 and used it for a few years before replacing it with a discbine, because our crop got heavier with taking care of the fields. Sold the old mower for $2500 trade in value on the new one after using it for 5 years. But we have alfalfa, which makes it heavier. We love our discbine, and it was necessary for us, but an older mower can work for you too, just slower. Cheap to buy now because bigger farms all use discbines now. Older ride on swathers are nice, if you can find one.
Older rakes or tedders are also available, not expensive. Hey, we have one we can sell you! (no guarantee on how much longer it will work though). We have to buy a new one this year.
The great thing about buying older farming equipment is that it doesn’t really lose it’s value. It is already fully depreciated. You can sell it to someone much like yourself if you want to, probably for about the same $ that you bought it for. The big, commercial hay farms require the new, state of the art equipment. Small, private farms get the cast offs, which is OK. You do need to understand mechanical repair to be able to use this sort of equipment, but some people are quite good at this job, and get better with experience.
I love making our own hay. The hubby loves selling our excess. We have about 45 acres of hay fields We bought hay from dealers for the first 50 years of my life, and it was always a problem, a worry, expensive and often crap. It’s great knowing exactly what is in your hay, what went into each bale. Growing the grass, taking care of the fields. I love seeing it in the barn. It is the best hay I’ve seen, because we make it like that. I love sitting on the tractor, I turn and bale. Hubby cuts and bales. I pick up some of the smaller grass fields by hand. The main crop of alfalfa/grass gets partially round baled, and some small squares which we sell. We have a bale wagon (which came over on the ark) for these sale small square bales which go into our hay barn. The small square grass bales go for my own use for my grass only horses (hard to get grass hay here unless we make it ourselves). Our hay is so outstanding that I no longer feed grain, only supply a mineral/salt block with the hay. So much better for horses to be fed naturally. I shudder at the thought of manufactured feeds, and what may or may not go into them.