Yes, 30 hp is enough to run a smaller, older square baler, a rake, and a sickle mower and most likely one of the smaller mower conditioners though I haven't done that.
You will need to be careful of weight if it's hilly, a smaller tractor with a 2500 or more baler and a loaded wagon can make for a nasty accident on hills.
You can't run a round baler ( unless its one of those hard to find 4x3 balers ) on 30 hp, and you can't run a disk mower either.
We have baled for two summers pulling a JD 14T ( 1950's vintage square baler ) behind a NH TC30. It worked fine, even pulling a wagon loaded with hay, this was on dead flat ground though.
I have also pulled that baler without the wagon behind our Kubota L2350 ( 25 gross hp ), and will be doing that again this year. This baler ( and others of its vintage ) could be powered by 17 hp single cylinder Wisconsin engines, so 20 PTO hp will run it just fine. Normally if you feed an oversized slug of hay into this baler the shear bolt on the flywheel breaks anyhow so having more horsepower in front of it would make no difference.
I have less than 1000 total in the hay equipment, and even though we don't bale many acres, the equipment paid for itself the first year, and last year was just a bonus.
Granted it is older equipment and I did have to do some repair and tinkering to get it working and keep it working.
No, I wouldn't try and use this older, smaller capacity equipment in a 'real' haying operation, and no, I wouldn't want to mow hundred of acres with a sickle mower.
But then again, I only have about 6 acres of hay to cut, rake, and bale. So this works for us, and I enjoy doing it.