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Whether or not grass will fill in bare spots itself depends on the type of grass you have. For example, grass with rhizomes (e.g., Bermuda grass) and stolons (e.g., Saint Augustine grass) will naturally fill in bald spots as it spreads laterally. However, clump-forming grasses will not spread. 

Water your yard a little more deeply after a drought for about two weeks (while still avoiding overwatering). Continue to water in the early morning hours before 10 a.m. You'll also want to invest in some high-quality fertilizer to get more nutrients to your roots and help them grow back stronger and quicker. Look up your grass and soil type, or do a soil test, to see what type of fertilizer you need.

Costs depend on property size, service frequency, and additional tasks like aeration or overseeding.

It depends on the current health of your lawn. Liquid aeration takes longer to work, but the results are longer lasting. Since you can apply the liquid solution several times during the course of the growing season, the results are cumulative. Core aeration, on the other hand, will offer quicker benefits but they will diminish sooner, right along with the soil plugs left behind.