We look at a large section of a land and decide that we will destroy all life on it, pave over it with asphalt (so that even the rain cannot drain into the soil), all so that large vehicles can sit there unused. It really is the lowest opinion one can have on a piece of Earth.
From an "I live here and want my community to be enjoyable and beautiful" standpoint it makes less sense.
In 99%+ of east coast US environments, grassland will become forest naturally (over time), even with the deer population as it is.
There's far more forest in New England than there was 150 years or so ago.
The selfish human reason to want trees as a natural heat regulator is I think alone worth the benefit in areas with lots of asphalt where people will be near.
Asphalt both absorbs and radiates heat like mad.