Q. Where, specifically, at what point do we say Tefilas Haderech i’m leaving Toronto to New York?

A. On question 920 we were asked; “When I drive out of Toronto, to the north, west or east, at what points specifically do I need to say tefillas haderech?”

To what we answered: “Shulchan Aruch (O.H. 110: 7, from Brochos 29b)) rules that one does not recite tefilas haderech on traveling less than a parsa (approximately four kilometres) after leaving the city. Rosh (Brochos 4: 18) mentions that the reason for this tefila is the danger present when traveling, usually less than that distance there is no sakana.
As a general rule we keep the obligation of reciting brochos limited to the original conditions when our sages established the blessings (see question 708 in this forum in regards to the brocho on Northern Lights.) Travel today is distinctly different from the days when tefilas haderech was established. It is faster and presents different types of dangers than the ones our forefathers faced. Thus giving rise to different opinions in the Poskim regarding when to recite this tefila.

Poskim disagree whether the above distance is measured in time or factual physical space. Meaning the amount of time it would normally take to walk a parsa (about 72 minutes) when travelling by car or similar. Mishna Berura (110: 30) rules that you make a brocho when travelling just a parsa also by train although the time is much shorter. Other Poskim are in doubt. (Avnei Yoshfo O.H. 15) Mishna Berura also maintains that if the road is dangerous you recite even when it is less than a parsa. Divrei Dovid (8), P’ninei Halocho (p. 220) echo the view, when travelling on dangerous roads in Israel.
Horav Shlomo Miller’s Shlit’a opinion is that when you have any doubt if to recite or no tefilas haderech, you should say it without Hashem’s name.”

Horav Shlomo Miller’s Shlit’a opinion is that in our case, one should stop if possible before entering the Burlington bridge and recite there tefilas haderech.

Rabbi A. Bartfeld as revised by, Horav Dovid Pam, Horav Aharon Miller, Horav Chanoch Ehrentreu and Horav Kalman Ochs Shlit’a