Akrasia
Procrastinator
The three core books are all you need. UA has some good stuff, but use with caution. There is enough cool stuff in MM2 and FF to justify their purchase (probably $5-10 each on ebay). DDG is purely optional -- I would just buy the pdf (at most).
The modules were perhaps one of the greatest thing about OAD&D.
I am sure lots of people will mention certain well-known classics like the G/D/Q series, or the S 'killer' modules.
But I want to strongly recommend you pick some underdogs (especially if you are starting a new campaign).
N1 is a great intro module, and L1-2 are also excellent.
But the UK series (especially UK2-4, but the others are wonderful as well) is perhaps the best OAD&D series. UK4 blows me away to this day. They are great adventures with great plots -- but no horrible railroading (unlike the annoying Dragonlance mods).

The modules were perhaps one of the greatest thing about OAD&D.
I am sure lots of people will mention certain well-known classics like the G/D/Q series, or the S 'killer' modules.
But I want to strongly recommend you pick some underdogs (especially if you are starting a new campaign).
N1 is a great intro module, and L1-2 are also excellent.
But the UK series (especially UK2-4, but the others are wonderful as well) is perhaps the best OAD&D series. UK4 blows me away to this day. They are great adventures with great plots -- but no horrible railroading (unlike the annoying Dragonlance mods).