Regular structural inspections to detect cracks in ancillary structures are necessary to prevent fatigue cracks from compromising a structure’s safety and durability. As the most common inspection, visual methods for ancillary structures are limited because they are time-consuming, costly, and require a great deal of experience. The inspection can benefit greatly from automation through implementation of deep learning. However, there is no comprehensive annotated dataset for deep learning to detect cracks in ancillary structures. In this work, a dataset containing 250 images were collected from previous studies and 30 images were collected of in-service ancillary structures. This dataset was annotated by labeling image tiles and bounding box for AlexNet, and Faster RCNN (FRCNN), respectively. Data augmentation, such as change in color and crack orientation, were performed to increase the size of training dataset to 1400 images. Moreover, an image of a fatigue crack was superimposed on images of intact and in-service ancillary structures to increase the dataset size to 1500 sub-images. The image labeler mode was trained in fully trained, transfer learning, and classifier modes. Additionally, bounding box annotation was used to label fatigue crack as an object in 200 images with cracks. Next, FRCNN as an object detection algorithm was used to determine the location of cracks in ancillary structures. FRCNN and AlexNet with transfer learning can be used to determine the location of cracks in ancillary structures with an accuracy rate higher than 90% and 93%.