It is the deadliest and most destructive tornado to ever hit the New England area. The Worcester, MA Tornado occurred during the mid-afternoon time on June 9, 1953. The destruction was overwhelming. Per Thomas Grazulis in Significant Tornadoes, an F5 rating could have been given to this event.
A very strong, long-track tornado made it ways through parts of Hampden and Worcester Counties, Massachusetts on June 1, 2011. The path length was just shy of 38 miles and the width grew to a half mile. Per the NWS survey, the estimated max wind speed was 160 mph.
This Funnel Feature by Jen Narramore looks at the first recorded tornado in the US. When and where was it?