Another summer came and wore away, and the third year of the war was drawing to a close in the terrible winter of 1863-4. The Union army in the East had twice advanced against the Confederates, to be beaten back at Fredericksburg and at Chancellorsville. In June and July of 1863 Lee began a second invasion of the North, but was defeated at Gettysburg, Pennsylvania. In July, 1863, Vicksburg and Port Hudson were captured and the Mississippi River was in Union hands, but in the following autumn the Confederates of the West defeated the Union army at Chickamauga, after which General Grant took command and was victorious near Chattanooga, and so with alternate hope and despair on both sides the hideous war went on.
Through cipher despatches "Crazy Bet" learned of an intended attempt of Federal officers to escape from Libby Prison, and at once a room in the Van Lew mansion was made ready to secrete them if they achieved their purpose. The room was at the end of one of the big parlors, and dark blankets were hung over its windows; beds were made ready for exhausted occupants, and a low light kept burning day and night in readiness for their possible arrival.
Meanwhile the prisoners in the Libby, desperate because of the horrible conditions in the buildings where they were quartered, were busily constructing a tunnel which ran from the back part of the cellar called "Rat-Hell" to the prison yard. The work was carried on under the direction of Colonel Rose, and his frenzied assistants worked like demons, determined to cut their way through the walls of that grim prison to the light and life of the outer world. At last the tunnel was ready. With quivering excitement over their great adventure added to their exhaustion, the men who were to make their escape, one after another disappeared in the carefully guarded hole leading from the cellar of the prison into a great sewer, and thence into the prison yard. Of this little company of adventurous men eleven Colonels, seven Majors, thirty-two Captains, and fifty-nine Lieutenants escaped before the daring raid was discovered. The news spread like wild-fire through the ranks of the prisoners who were still in the building and among those on duty. Immediately every effort was made by those in charge to re-capture the refugees and bring them back, and as a result, between fifty and sixty of them were once again imprisoned in the squalid cells of the Libby.