Halloween And Gedolei Yisrael

“Someone was visiting Reb Yaakov [Kamenetsky], shortly after he moved to Monsey, when some Halloween trick-or-treaters rang the bell. (Monsey was not yet the largely Jewish town that it is today.) The man assumed that Reb Yaakov would not be familiar with such a non-Jewish custom from his years living in Williamsburg and hastened to explain to him what the children wanted. But Reb Yaakov was not only familiar with Halloween, the Rebbetzin had already prepared bags of sweets for any children that might ring.”
-REB YAAKOV (biography of Rabbi Yaakov Kamenetsky, זצ״ל), p. 243 (Artscroll Publishers)

Rabbi Akiva Males recounts his father- in- law’s memory of being in Rav Pam’s home on Halloween night.

“When my wife’s older sister became engaged in the 1990s, my in-laws took my (future) sister-in-law and my (future) brother-in-law over to meet Rav and Rebbitzen Pam and receive their bracha and good wishes. What’s the most vivid memory they all have of that evening? It was October 31st. In contrast to the many Jewish homes around the Pams who had turned off their lights to discourage trick-or-treaters, the Pams left their front light on. While they all chatted with Rav Pam in the dining room, his Rebbitzen was in the kitchen working the hot-air popcorn popper and preparing plastic baggies of popcorn to give out with a smile to all the local non-Jewish kids who knocked at their door.”