Key questions would be how big is your room, how far is the listening position from the speakers, what is the range of distances between the speakers and the walls that you would consider, and would you want floor-standing or "bookshelf" speakers (if "bookshelf," preferably on stands).
Without knowing those things, what I would suggest is that you want high efficiency (upwards of 90db sensitivity), due to the relatively limited power output of the 299, and you do NOT particularly want extended deep bass response (because the 299, like most tube amps of that period, has relatively limited bandwidth and lacks good control at very low frequencies).
I use a 299C in my second system -- very nice sound for the money, especially considering that I paid $10 for it!
Regards,
-- Al