If you have hypertension (high blood pressure) you should have your blood pressure checked in a doctor's office every few months. Your blood pressure can be checked with a primary care doctor or with a specialist. If your numbers are stable, then your blood pressure can just be checked once or twice a year. This is assuming that no changes have been made to your medicines. Certainly, any time there's been a change to the medicines that are treating high blood pressure, then you want to have your blood pressure checked at least a few weeks after that change has been made, just to make sure that things are stable.
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If high blood pressure (hypertension) is well controlled with medication, it is not necessary to check your blood pressure routinely. But when you are first diagnosed, some doctors like to have patients check it two to three times a week while at home to establish a baseline.
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