Winston Guest House

Welcome to the Winston guest house, a four star establishment which offers luxury accommodation in the heart of historic Simons Town. Guests can relax indoors or outside on the pool deck; where there is always an opportunity to glance at the stunning views, spanning from Simons Town across False Bay, towards the floral Cape Point.

Whale watching is one of the many highlights when staying at The Winston, guests can watch these whales in the privacy of their own rooms, or can take a short stroll down to the beach. Each morning this fine bed and breakfast establishment serves a full English or Continental breakfast accompanied by sea views and a friendly atmosphere. To ensure guests are always entertained, Simons Town offers many restaurants, art galleries boutique shops and a waterfront harbor. Stay here for the comfortable accommodation, seaside ambience and friendly hospitality.

HISTORY OF THE WINSTON GUESTHOUSE IN SIMONSTOWN

My Father who was commonly known as "Major" retired from the SADF in 1966. After which he then relocated with my Mother Nancy to Port St Johns, previously known as the Transkei. Ports St Johns was home to my Mothers family for many years, starting with my Great Grandfather who was one of the first settlers in the village. The family owned two hotels in the village named The Winston Hotel and The Needles Hotel. My parents contributed in the running of both hotels and soon become a well known colourful couple in Port St Johns.

This family tradition of running hotels continued when I opened my first lodge aptly named Needles and later the Winston in Simons Town. The establishment of both properties has been foreseen by the 14 years of industry experience of Theo and my daughter Kim's wise advice.