This study presents a new GFRP pipe structure fabricated by a combination of continuous and spacing arrangement of filament winding, where the latter was used to form the stiffened part and the former to form the structural part. Results of comparative analysis through a series of flatwise compression tests indicate that, with the same material consumptions, up to 38.7% increase in ring stiffness was achieved by the stiffened outer pipes with diameter of 400 mm, compared with the plain ones. The failure mode of this proposed pipe is ductile fracture during the loading process, and its bearing capacity did not decrease rapidly after fiber failure. The stiffened inner pipes with diameter of 500 mm exhibited an average of 16.7% increase in ring stiffness compared with the plain ones, while both types of specimens showed the same failure mode with delamination occurring between the stiffened layer and outer structural layer. From the experimental investigation, it is concluded that suitable geometric shape can significantly improve the ring stiffness of the specimens, which provides a guidance for structural design of pipelines and their geometric optimization.