The Upham Collection
The Winning Post
The Winning Post, Winkfield
Set in a quiet, beautiful village in the Berkshire countryside, the 18th-century pub building of The Winning Post oozes character and charm. Enriched by a sprinkle of quirky and luxurious touches, original stone floor and huge open fire, it’s a firm favourite among locals.
A sympathetic refurbishment in 2022 has ensured that character and charm remain, with a little touch of luxury. There are 12 boutique bedrooms on the ground and first floor, all unique and furnished with chic country style with their own individual charm. Most bedrooms are behind the pub, with two elegant ground-floor rooms at the front.

Bedrooms
Country Escapes
Dog Friendly
Dog Walking
Family Friendly
Foodie Getaway
Golf Nearby
Meeting Space
Perfect for Cycling
Perfect for Walkers
We think you will love
- The Atmosphere! -at the heart of the village, we are a sanctuary, social hub, a place to celebrate life and a home from home.
- Our award winning menu designed by head chef Simon made with fresh locally sourced ingredients – including game from the Crown Estate
- Our legendary events. When we host an event we don’t do things by halves, from supper clubs, to Day of the Dead to Burns Night, our big New Years Eve bash and everything in between. We know how to throw a party!
- The convenience of being within easy reach of both Windsor and Ascot makes us a haven for equine enthusiasts. With the grandeur of Ascot and Royal Windsor racecourses and the prestigious Royal County of Berkshire and Guards Polo Clubs nearby