We explore the morphology and phase behavior of branched diblock macromonomers and their polymers. A series of macromonomers was synthesized based on a disubstituted norbornene. The first branch consists of polydimethylsiloxane (PDMS) while the second branch is a quasi-mesogenic structure incorporating one or more cyanobiphenyl (CB) moieties. Bottlebrush polymers with varying degrees of polymerization were prepared by "graft through" ring-opening metathesis of the macromonomers. The molecules in the resulting library of macromonomers and bottlebrush polymers self-assemble to form classically observed microphase-separated structures, including spheres, hexagonally packed cylinders, bicontinuous gyroid, and lamellae. The systematic variation of molecular structure, molecular weight of each branch, and degree of polymerization of the polymers results in a diverse set of structures and properties. We report the observation of well-ordered lamellae and cylinders with d-spacings as low as 6.1 and 8.0 nm, respectively. The system displays an asymmetric phase diagram, with large deviations from the canonical phase behavior of linear coil coil diblocks. Hexagonally packed cylinders and lamellae are observed at remarkably small mass fractions of the mesogen-containing block of 0.07 and 0.21, respectively. The samples are highly birefringent, and polarized optical microscopy revealed the formation of well-developed textures in microphase-separated states formed by cooling samples through the order disorder transition. The textures are reminiscent of the classic fan-like or focal-conic textures observed in small molecule liquid crystal mesophases, highlighting the formation of unusually large and well-ordered grains of the microphase-separated PDMS and CB microdomains. Apparent crystallization of the CB units in systems with two or three CB moieties per monomer results in distortion of the microphase-separated structure. The small d-spacings and large grain sizes observed here highlight the versatility and potential utility of this molecular architecture for designing and engineering new functional materials.