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I could see him trying to get from the end of Oak Ext up to the end of Elizabeth Ave. if there is some sort of path in the woods between the two. (In daylight) it would cut down the time pretty good. Otherwise you have to go north on Phyllis to south on Oak to north on Pond which goes...

50 minute drive or 9 hour walk. It's to the south east of Boston. Closer to Rhode Island than Boston.