Nightwalking enables the city to be rediscovered, reimagined and reinvented with each step. Away from the busy, commercially-driven aspects of nightlife in places, it is possible to experience a different side of the city: the secret, the hidden, and the unknown. The city at night can be contemplative, fascinating, eerie and enchanting. For in the nocturnal hours urban places feel somehow less fixed and have an otherworldliness that is palpable. This chapter describes nightwalking as a way to engage with darkness and the city, their different atmospheres and ambiances. These multi-sensory experiences allow us to encounter places very differently. There are numerous and wonderful rewards for doing so.