August
A yearly festival during summer around early August is held close to heart in Winchester. The website calls itself to fun for the whole family, with various events for children and adults alike. In addition to these events, they also offer a Dairy Dance with local bands performing.
I highly recommend it to those who love small-town festivals and their uniqueness. The Dairyfest is also run purely by volunteers and can be a way to engage with the local community. Those within Winchester love the festival and look forward to it each year. Their website is full of events that are held within Dairyfest.