About Us

Following our absolutely stunning transformation we are excited to welcome you back to the Winning Post 

Set in the peaceful rural village of Winkfield, The Winning Post is the perfect place to stay to discover all that Berkshire and its surrounding counties has to offer.

Our pub has long been a favourite with equine fans, thanks to our fantastic position close to both Ascot and Windsor. Enjoy a day at the races at Ascot, take in a tournament of the ancient game of Polo at the Royal County of Berkshire Polo Club, or book a break to watch the annual Royal Windsor Horse Show.

If you’re not a horse enthusiast, then we have many other yearly events close by, so you can make a weekend of it at The Winning Post. Sport and socialising are top of the bill at the Henley Royal Regatta each summer, or take to the green at the wonderful Wentworth Club, in neighbouring Surrey, for the PGA Championships.

Children and adults alike will have plenty to do from here too, with exciting and educational Legoland in Windsor and the thrilling Thorpe Park theme park in nearby Surrey. A trip to Windsor Castle is also a fantastic family day out, with history, art and grounds to explore.

The Winning Post is also in a great location for stopovers for early flights from Heathrow, or for business meetings with colleagues who are flying in to the international airport. Similarly, if you’re visiting sons or relatives at Eton College, we’re the ideal place to stay. You can relax in one of our 10 comfortable bedrooms, enjoy a delicious dinner and breakfast in our restaurant, and use us as a base for your visit to Eton or for a family day out in Berkshire and beyond.

Discover more of our local area

Our sister pubs

We are proud to be part of the Upham Inns collection of idyllic pubs across Hampshire, Berkshire, Sussex and Wiltshire with plans to increase the portfolio.

Upham’s core values reflect that of a traditional country pub with a community focus and a desire to be the heartbeat of the local area. No two Upham pubs are the same but we are united in our passion for producing fabulous food, offering great real ales, craft beers, wines and cocktails whilst providing a welcoming atmosphere.

The Upham Group has given a new lease of life to some lovely old pubs in the south of England, we choose pubs with character and charm, usually in country locations, that perhaps have suffered from a lack of investment and care.