Any idea how much it might cost to add an air conditioner to my 2 horse bumper pull for the dressing room? If I had an a/c then I could bring my dogs to shows with me and have somewhere cool for them to stay while I ride. I hate leaving them at home.
Here are some unit prices:
https://www.rvandvansurplus.com/airconditioners.asp?Vehicletype=RV
There were would likely $100 or so for plugs, wiring, seals, etc. Add at lest a couple of hours for installation at a standard shop rate ($65-$75/hr. in most places). Then add the cost of generator to run it.
Call a local shop (horse trailer or RV) and ask about installation.
G.
And on the generator that G mentions, you’ll want one of the extra quiet units (typically Honda) to avoid noise issues when you are at shows. They cost little more, but make up for it nicely with a very low sound level.
Sound advice. 
G.
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Every arena that I go to has RV hook ups, would I have to have a generator?
If you don’t want to spend big bucks on a roof mounted one. Depending on the trailer window dimensions you might be able to find small inexpensive one that will fit in it. It wouldn’t cost that much, certainly far less than a roof mounted A/C to modify the window to fit one in. The small units are pretty light weight so you can take it out before hitting the road.
There are a number of ways to MacGyver an opening, the door etc. Depends on the trailer.
Those small quite Honda gennys are pretty darn expensive compared to a “regular one”. Even a small AC unit may require a fair amount of “start up” power.
Because demand for hookups might outrun supply???
You don’t need a generator to have an A/C; you need a generator to run an A/C if you don’t have a hookup.
Gumtree is right about the Hondas being “dear.” I’ve got a pair of EU2000 that I can hook up in parallel and they are great with an “extended run” fuel tank. And REALLY quiet. And at 9+ years of age running beautifully! A lot of “contractor” grade generators are ready for the scrap heap long before that. The nice thing about the two set solution is that my wife can unload and set them up, if need be. Anything much bigger and you need a lot more “muscle” to move it around. The downside: no electric start.
We’ve also used the genset while on the road stopping for lunch, stock resting, etc.
Maybe not a “need to have” but an awfully “nice to have.” 
G.
Gulherme, are those Honda units easier to maintain than a “contractor” type generator? While I mentioned them earlier, I don’t have actual experience with them, but know that “regular” ones require regular maintenance, including oil changes after x number of hours use. I think it would be good to add that to the conversation as it’s relevant to the OP’s decision to add the AC.
We have a Kipor generator… Just as quiet as a Honda, and about half the price. We have used it all over Alaska, where hookups in campgrounds are rare, and generator noise levels are strictly enforced. Never had an issue…
The Honda was just an example as they have the most well known “quiet” generator system, but yea…there are other options if one does some serious shopping. I was unaware of that brand, 'moving.
