toxicTom: Yes, that's one problem. But I think for me the thing is that I somehow can't get into the flow of these games. I've beaten Master of Magic and Master of Orion 1+2 on Impossible difficulty but I can somehow feel the flow in these games, instinctively knowing what to do next and focusing my deeper thoughts on the grand strategy.
With the HoMM-likes I never seem to get the balance right between development and conquest. I either end up with too few armies and cities and the enemy outproducing me because I spent too much in buildings for higher level troops or spread out too thinly with small, low-level armies that can offer no resistance to the incoming enemy heroes.
I really like the look-and-feel of those games, especially HoMM, but I seem to have some kind of mental blockade regarding their mechanics.
If there's some game of this type that is really easy and where I might get a foot in the door without too much frustration, I'm open to suggestions :-). But bear in mind that even HoMM3 on Easy got the better of me in level 5 or 6...
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(I apologize in advance for the wall of incoming text, but your question is ideally set up for me to talk about one of my all time favorite games)
You should definitely check out
Disciples 2 then. It's definitely my favorite fantasy tbs, in no small part due to its intoxicating atmosphere, gorgeous 2D graphics and ridiculously badass units.
Compared to MoM, AoW and HoMM it's a whole lot simpler mechanics wise, and for the most part quite a bit easier as well. Not that it's an easy game mind you. In fact overall it's pretty difficult as well, or at least it often can be, however it's not anywhere near as difficult as HoMM. What I think you'll appreciate most though is the simpler mechanics, compared to MoM, AoW and HoMM, when it comes to the balance between development and conquest. Ideally you'll, for instance, start by hiring two cheap squires (if you play as the Empire faction) in the beginning to put into your hero's group and then win enough fights with that group so that they gradually climb the 'squire' tree which leads to witchhunter/various knights/angels depending on what buildings you build in your capital city. Similarly there are trees for archers, healers and magic casters. These trees differ significantly between factions as well, eg, the undead has an extensive tree for huge undead dragon/wyrms, for which the Empire has no equivalent.
The thing is though that, provided the appropriate building has been built in your capital, the upgrade to the next tier is automatic, which for a squire is either a basic knight or a witch hunter, and it happens as soon as the unit has gained enough experience. So there's no running-between-towns-to-reinforce/build-an-army mechanic. There are towns in the game, but they only really act as fortresses to heal, to gain massive defensive bonuses, and to spread your faction's influence (green forests for empire, snow for dwarves, blight for undead etc..) and obtain resources.
The armies are simpler mechanics wise as well, because they can only have a maximum of 6 units. However this does not make for trivial combat at all. After all, 6 units vs 6 units allow for a very large number of different interactions, and you'll soon discover that you have to think very carefully about how you want to attack the other side, and if necessary what types of buffs you need and/or what kinds of debuffs your opponent 'needs' for you to win the fight.
As a final cherry on the top, there are five factions, each with its own lengthy campaign, and they are all vastly different. If you want to check it out, and based on your experience with the other fantasy tbs titles I would highly recommend it, then start with the Empire. They're the easiest, mostly because they have healers.
As a final note, bear in mind that the game looks a lot better than gog would suggest. For some reason they have very old and outdated screenshot on the game's page. Refer to
steam instead if you want to see some higher res screenshots.