The Winning Post

Winkfield

The Winning Post, Winkfield

Country pub serving food all day everyday set between Ascot, Maidenhead & Bracknell. Our restaurant space can be hired out for private dining or join us in our pub area for classic dining experience or drink.

Set in a quiet, beautiful village in the Berkshire countryside, The Winning Post oozes character and charm. Enjoy a superb meal or drinks with family in our 18th century pub building, with its colourful yet cosy nooks, original stone floor and huge open fire.

The Winning Post is within easy reach of Windsor and Ascot, making it a firm favourite for equine fans, with Ascot and Royal Windsor racecourses as well as the nearby Royal County of Berkshire and Guards Polo Clubs.

Fully Refurbished Bedrooms

All the bedrooms in our main building have enjoyed a transformational make-over that upgrades them to become some of the most premium in the Upham Inns collection, with brand new bathrooms and a full image makeover.

All our bedrooms include en-suite bathrooms with Bramley luxury cosmetics, Roberts digital radio, Nespresso coffee machine, flat screen smart TV and super-fast Wi-Fi.

Book Direct for Your Stay

When you book your room directly with us, you not only brighten our day but also guarantee the best price every time. By reserving through our pubs, either online or over the phone, you unlock a range of exclusive perks designed to make your stay even more enjoyable. Availability can be limited, so don’t forget to check in with us upon your arrival.

Welcome Drink at the Bar
Start your stay right with a complimentary drink at the bar.
Complimentary Room Upgrade
Enjoy a little extra luxury with a complimentary room upgrade! *Subject to availability on the day.
Always Best Rates Direct
Take advantage of our best available rates by using code: BOOKDIRECT when you book.
Late Check-Out
Savour a bit more relaxation with our complimentary late check-out option, because your comfort is our top priority.

Book Direct

REASONS TO VISIT THE WINNING POST

Set in the peaceful rural village of Winkfield, The Winning Post is ideally located to use as a base to explore all Berkshire and the surrounding area has to offer, before returning for a hearty pub meal and relaxing nights sleep.

From looking for somewhere to stay and party during Royal Ascot to a family staycation with your little ones at Windsor and Legoland, there is plenty to do nearby.

Walking Guides

A walk from the pub is one of life’s simple pleasures—enjoying a scenic stroll before or after a hearty meal and a good pint. We have created three nearby walking routes with the perfect starting or finishing point…the pub!

Winkfield Church
3 miles: Easy | 1-2 hours

Frost Folly & Warfield
5 miles: Moderate | 2-3 hours

Westleymill, Warfield & Winkfield
8.25 miles: Moderate | 3 hours

Download Walking Guide

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