Can a base like OH- attack aldehyde and ketone to create hydrate instead of enol?
Ester hydrolysis and the soap-making process

In aqueous solution, esters are subject to hydrolysis to the corresponding carboxylic acid and alcohol components:



Hydrolysis is,  the reverse of the esterification reaction. The addition of
base accelerates ester hydrolysis because the nucleophile is a hydroxide ion, which is much more reactive than a water molecule.



Enol formation

The a-protons of carbonyls, are somewhat acidic, because the negative
charge on the conjugate base is stabilized by resonance with the carbonyl oxygen. In the formation of an enol, a base abstracts an a-proton from a carbonyl compound, and that same proton (or a proton on a nearby acid group) is
transferred to the carbonyl oxygen. The deprotonated form of an enol is an enolate.



However in this scenario  I don't think an enolate will form in this case.


enol formation is favored in acidic environments rather than basic


The preffered route would be the first one above.

Edit: 

To avoid a bit confusion:


To avoid generalisation, the R1 group given on the ester can be anything from -C(CH2)3,  in this case 2 alpha carbons and no alph hydrogen. (No enol possible)
an alpha hydrogen may be there but reaction conditions won't favour enol formation.


Hope this clears doubts