The Winning Post

About

The Winning Post – A Quintessential Country Escape

Nestled between Ascot, Maidenhead and Bracknell, The Winning Post is a charming country pub in the heart of Berkshire, serving food all day, every day. Whether you’re after a relaxed drink, a classic pub meal, or a private dining experience, our beautifully restored 18th-century inn offers the perfect setting.

Step inside to discover colourful, cosy nooks, original stone floors, and a roaring open fire – the perfect backdrop for catching up with friends or unwinding with family. Our newly refurbished bedrooms are now open for bookings, offering a stylish and comfortable stay in a peaceful village setting.

A favourite among locals and visitors alike, The Winning Post is just a short drive from Windsor and Ascot, making it a popular stop for racegoers and polo fans heading to Ascot Racecourse, Royal Windsor Racecourse, or the nearby Guards Polo Club.

Come for the food, stay for the charm.

Book Tickets

Facilities

Catering

Bar
Cater for vegetarians
Catering service
Food High Grading
Food Low/Medium Grading
Licensed
Serve breakfast
Serve evening meal
Serve lunch
Special dietary requirements catered for
Vegans catered for

Children & Infants

Accept children (Minimum age) - any
Baby changing facilities
Children's menu
Highchair

Establishment Features

Available for wedding receptions
Beer Garden
Cask Ales
Chef
Conference facilities
Dogs admitted on a lead
Dogs welcome - Inside, outside and bedrooms
Garden/patio for guests' use
Groups accepted
Live music
Local Produce
Number of people seated - 80
Open all year round
Open Fire
Open on bank holidays
Pets accepted - dogs only
Pre/post theatre menu
Real log/coal fires - log fire
TV in Bedrooms
Wine Selection
Wireless Internet Access

Parking & Transport

Free parking
On site parking

Payment Methods

American Express accepted
Delta accepted
Diners Club accepted
Maestro Accepted
MasterCard accepted
Solo accepted
Visa accepted

Provider Preferences

Al fresco dining
In countryside

Room / Unit Features

Ground Floor Room(s)
Internet access all rooms
Tea and coffee making all rooms
With Accommodation

Travel & Trade

Commission/net rates apply
Group discounts available
Packed lunches available
Room/unit allocations available
Wi-fi available

TripAdvisor

TripAdvisor Traveller Rating:

549 reviews

Service
Value
Food
Atmosphere

Excellent
284
Very Good
108
Average
77
Poor
30
Terrible
50

Recent Reviews:

FarAway13997329333
Maidenhead, United Kingdom
Trip Type:
Couples
Slow service
Saturday, 5th July 2025
We booked for dinner on a Friday evening so it was busy. First problem was that they don’t have a drinks menu (there is one online) and don’t stock a non alcoholic gin which is a pretty standard... Read full review
Scarlett A
Berkshire, United Kingdom
The Winning Post – A Truly Special Place
Wednesday, 9th July 2025
The Winning Post isn’t just a pub — it’s a part of my daily life, and I honestly can’t imagine the area without it. I’ve been coming here for the past three years, nearly every day after the school... Read full review
Kate T
A nice little pub
Thursday, 10th July 2025
The service was great and the staff were attentive! We were served by Tilly who helped us with our food choices and was very friendly. Nice little pub with an amazing atmosphere Read full review