In this paper we review the work of our group in fabricating metamaterials for terahertz (THz) applications by fiber drawing. We discuss the fabrication technique and the structures that can be obtained before focusing on two particular applications of terahertz metamaterials, i.e. waveguiding and sub-diffraction imaging. We show the experimental demonstration of THz radiation guidance through hollow core waveguides with metamaterial cladding, where substantial improvements were realised compared to conventional hollow core waveguides, such as reduction of size, greater flexibility, increased single mode operating regime and guiding due to magnetic and electric resonances. We also report recent and new experimental work on near-and far-field THz imaging using wire array metamaterials that are capable of resolving features as small as λ/28.