This thesis explores the relationship between urban design and urban cycling. It begins with a historical review of the bicycle in urban environments and then sets out to answer two central questions; How does urban design affect cycling? and How does cycling affect urban design? Urban design features play an important role in whether people choose the bicycle as their mode of transportation. This thesis seeks to identify ways that cities influence cycling. Alternatively, cycling can have a significant impact on urban design. This thesis explores how and where cycling affects urban design, and the implications of increasing cycling's modal share. A series of case studies are used to highlight current design efforts on a domestic and international scale. Finally, the thesis takes a local focus and through a design component, applies the theoretical framework to the Prince Avenue corridor in Athens, Georgia.