On Monday evening, July 7th in 1941, during the stated meeting, discussion was first raised about remodeling the Lodge Hall and looking into the possibility of building a new Masonic Temple. During the stated meeting, on January 5th in 1942, the second floor of the Lodge was opened up to the Red Cross, if they needed the room during the war effort. Also at the meeting, the Worshipful Master requested that the trustees of Lodge No. 56 make necessary changes to the electrical wiring of the Lodge to make it safe and meet the present requirements. A few months later, during the stated meeting on Monday April 6th, 1942, Bro. Newton A. Wilkerson reported that no remodeling should be done until after World War II was over. This move, along with the fire marshal being out of town and unavailable to do an inspection of the Lodge would prove to have devastating effects on Winchester Masonic Lodge No. 56. By the stated meeting on Monday, October 4th, in 1943, a Club Room was formed, stocked with five leather chairs, a glass display case, a couple of lamps, a radio in need of a few repairs, and some card tables. A rule was also quickly enacted stating that the Club Room was to be closed on all Blue Lodge meeting nights and that all members should treat the designated leisure area like a room in their own house. The new furniture and fellowship formed in the Club Room would become just memories on one fateful day, February 1st, in 1944, when the Masonic Hall was destroyed by a fire. Immediately, the Knights of Pythias Lodge, which was located next to the Lodge Hall, on the corner of Washington Street and Main Street, granted the Winchester Masonic Lodge No. 56 permission to hold meetings at their Lodge. Some relics, documents, and the Holy Bible were salvaged from the fire that destroyed the Lodge and those items now reside in display cases in the current Masonic Lodge No. 56. At the stated meeting on Monday, February 7th, 1944, letters were read from the Masonic Lodges in Lynn, Union City, and Ridgeville extending an invitation to Lodge No. 56 to use their buildings to hold meetings in.