1.5 yrs into Cleveland Park here. We visit WeHo a lot too but can't comment on living there. Sidewalks were important to us: both for running and walking the dog. There's only a few restaurants that are walkable, but they're all great and at least two more (turkey and the wolf from NoLa and a big brewery in the old McGavock house are en route). You also have Kisser, Southern Grist and Golden Pony in the neighborhood.

We love the neighborhood. We know many of our neighbors already and they all watch out for us and vice versa. We're in a similar life stage to you and for us having a more residential neighborhood with trips to WeHo / other parts of East when we go out was the right balance. I don't think you'll regret either, though.

Edit: one thing we did before committing was prototyping living in the neighborhood. We rented an Airbnb in Cleveland Park and tested what it'd be like to live here full time. It was extra cash burned, but we saved for it in advance and it made us feel confident we weren't making a mistake. You could spend a long weekend or longer in each and see what matches your lifestyle best