Figure 1 depicts the surface observations at 7:00 am EDT, which shows a cold front across the Great Lakes. This front eventually moved east-southeast and triggered thunderstorms across Massachusetts, which ultimately led to this tornado.

The Worcester County, MA F1 tornado of May 29, 1969 impacted Barnstable County in Massachusetts. According to NOAA (2019), the F1 tornado caused no fatalities or injuries, but caused $2.5 thousand dollars in property damage. The tornado touched down at 7:00 pm EDT. The tornado travelled for 1 mile and had a maximum width of 13 yards.
Sources
NOAA Central Library. (2019). U.S. Daily Weather Maps. Thursday May 29, 1969 [PDF]. Retrieved from https://library.noaa.gov/Collections/Digital-Collections/US-Daily-Weather-Maps
NOAA National Centers for Environmental Information (2019). Storm Events Database. Retrieved from: https://www.ncdc.noaa.gov/stormevents/