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You are able to buy "City on a Hill - Season 1" on Apple TV as download.
There are no options to watch City on a Hill for free online today in Canada. You can select 'Free' and hit the notification bell to be notified when season is available to watch for free on streaming services and TV.
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Idealistic Assistant DA Decourcy Ward and corrupt-yet-venerated FBI veteran Jackie Rohr come together in the early 1990s to take on a family of armored car robbers in a case that grows to subvert the entire criminal justice system of Boston.