Upwey is equidistant between Weymouth and Dorchester, about 3 miles away from both. They are larger market towns each with their own distinct character. Dorchester is a more genteel market county town, steeped in history and packed full of impressive historical buildings. Weymouth is an archetypal British seaside town, boasting a bustling, working fishing port, a naval base, and expansive sandy beaches with all the accompanying fish and chip shops, guest houses and lively nightlife one would expect. It is also something of a mecca to the sailing community, evidenced by the fact it played host for all the sailing events at the London Olympics in 2012.

Upwey Village itself is a charming Dorset rural community with St Laurence Church, the Upwey Wishing Well and Tea Rooms, an art gallery, a pottery studio and a couple of excellent pubs right on the doorstep.

There is much to do in the area including visits to local beaches, wonderful coastal walks and breath-taking cycle rides. There are also a number of high quality restaurants.