You can monitor your pool's pH level with a testing kit. There are many kinds of testing kits available; however, most homeowner versions are either reagent kits or test-strips. Reagent kits aren't too difficult to use. You take a sample of pool water, then add liquids or tablets to it. The water changes color, indicating its chemical balance. Test-strips work differently. When you submerge them in the pool for a few seconds, dyes they contain cause them to change color. Next, match up the strip to a color chart to determine the pool's pH level. Use this information to gauge what kind and how much of the chemicals your pool needs.
If you drain your pool to perform maintenance or once the swimming season has passed, be careful to not let the pool sit empty too long. As a general rule, it's best to leave water in a pool throughout the winter because the weight of the water counteracts with forces from the ground pressing up against the pool from below.