About the New York, Connecticut category

NYC Suburbs, Westchester County, Long Island, upstate NY and Connecticut.

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You really need a Long Island only category. A separate Suffolk and Nassau category would be best. Long Island is worlds apart from CT, Upstate and Westchester.

You are right. I miss seeing anything relevant to where I can go as a practical matter without searching through places 2 hours and a bridge and even a state away. The Hamptons and Connecticut are not near each other.