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The Winning Post

Type:Inn

Winkfield Street, Winkfield, Windsor, Berkshire, SL4 4SW

TripAdvisor Traveller Rating

TripAdvisor Traveller Rating - 312 reviews312 reviews

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Tel01344 882242

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The Winning Post | exterior

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.

Book direct via our website or phone and unlock some extra special benefits.

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.

Availability Search

Arrival Date:
Add Room

Booking Details:

Arrival Date:
Sat , 20th Dec 2025
Departure Date:
Sun , 21st Dec 2025
No. of Nights:
1
TXGB

TXGB

Room 1 - for 1 guest(s)

Guide Prices

Number of Rooms / Units
12
Room / Unit TypeRoom / Unit Tariff*
Comfy Super King£199.00 per room per night (breakfast included)
Also available as:
Comfy Twin
Elegant Family£259.00 per room per night (breakfast included)

*As a guide, prices are per room per night for hotels, guest houses, B&Bs and serviced apartments and per week for self-catering accommodation.

Note: Prices are a guide only and may change on a daily basis.

Facilities

Catering

  • Additional Meal Details
  • Bar
  • Cater for vegetarians
  • Room Service
  • Serve breakfast
  • Serve evening meal
  • Serve lunch
  • Special diets catered for

Children & Infants

  • Accept children (Minimum age) - No min age
  • Family Friendly, Children Welcome - Children welcome with children's menu available
  • Highchair

Establishment Features

  • Central heating throughout
  • Children aged 12yrs+ welcome
  • Children aged 5+yrs welcome
  • Conference facilities
  • Dogs welcome - Any dogs
  • Event venue
  • Garden/patio for guests' use
  • Interconnecting Rooms
  • Ironing facilities
  • Number of Bathrooms - 12
  • Open Christmas
  • Open New Year
  • Pets accepted - Dogs welcome
  • Pets welcome
  • Pre-school children welcome (0-4yrs)
  • Real log/coal fires - Log fire
  • Wireless Internet Access

Leisure Facilities

  • Golf Course close by - Wentworth (20 min drive), Mill Ride Golf Club (15 min drive)

Parking & Transport

  • Car parking
  • Free parking
  • On site parking

Payment Methods

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

Provider Preferences

  • In countryside
  • Inn
  • Of historic, literary or architectural interest

Room / Unit Features

  • All rooms non-smoking
  • Colour television in all bedrooms
  • Ground floor bedrooms available
  • Ground Floor Room(s)
  • Hairdryer in all bedrooms
  • Non smoking rooms available
  • Radio in all bedrooms
  • Tea & coffee making facilities in all bedrooms

Travel & Trade

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

Special Offers

  • Book direct and enjoy 15% off

    Don’t miss out on our exclusive book direct package. Book a stay with us directly via our website or phone and unlock some extra special benefits including:
    •    A complimentary welcome drink at the bar.
    •    The chance of a free room upgrade if available.
    •    Late check out until 12pm.
    •    Always the best rate.

    Simply enter promo code BOOKDIRECT on the online booking form to redeem your 15% discount.

    Find out more on The Winning Post website.

    Accommodation Offers - redeem this special offer immediately

    More offers like this - Accommodation Offers

  • Stay Longer for Less!

    Longer stays mean better savings, you can save more when you stay for longer. Book three nights or more and save 30%! 

    •    Guests will also receive our book direct benefits above (excluding the 15% discount).
    •    Available Oct to Apr, subject to availability.

    Find out more on The Winning Post website.

    Accommodation Offers - redeem this special offer between 01/10/2025 and 30/04/2026

    More offers like this - Accommodation Offers

  • Leisurely Eat & Sleep Package

    •    A £30 per person contribution to dinner
    •    A relaxing night’s sleep
    •    A hearty breakfast
    •    Late checkout until 1pm

    *Based on two adults sharing, subject to availability.  Prices vary by location and seasonal demand.  Available all year.

    Find out more on The Winning Post website.

    Accommodation Offers - redeem this special offer immediately

    More offers like this - Accommodation Offers

  • Stay for free

    Spend £120 on food and drink and get your room free of charge.

    Available Sunday to Friday throughout Jan and Feb (excluding Valentines weekend).

    Booking and payment in advance – booking must be made by 31st December 2025.

    Find out more about this offer.

    Accommodation Offers - redeem this special offer until 31/12/2025

    More offers like this - Accommodation Offers

  • Two for the price of one

    50% off flexible & non-refundable rates when staying 2 nights or more.

    Booking must be made be 31st January 2026.

    Available stays 1st Jan – 28th Feb 26.  Please quote promotional code GIVEAWAYSLEEPS26 when booking to activate your discount.

    Find out more about this offer.

    Accommodation Offers - redeem this special offer until 31/01/2026

    More offers like this - Accommodation Offers

TripAdvisor

TripAdvisor

TripAdvisor Traveller Rating:

4.3 of 5 stars
    • Service
      4.3 of 5 stars
    • Value
      4.1 of 5 stars
    • Cleanliness
      4.6 of 5 stars
    • Location
      4.5 of 5 stars
    • Excellent
      182
    • Very Good
      77
    • Average
      25
    • Poor
      15
    • Terrible
      13

    Recent Reviews:

    • DayTrip03084620216
      Day out with friends
      5 of 5 stars
      Wednesday, 12th November 2025
      Very cosy rooms. Good food and service in the night. Staff very friendly and helpful. Fábio very friendly and professional. 5 stars to Nikki very attentive to our party. Read full review
    • Peter H
      Sunday Roadt
      5 of 5 stars
      Monday, 17th November 2025
      Had the Roast Beef option, and have to say what a cracking Roast dinner it was...it was delicious, and fell to pieces when cut. Veg was also lovely, the sweetened carrots a really nice touch, proper... Read full review
    • Resort31988803847
      Henley-on-Thames, United Kingdom
      Really good food
      5 of 5 stars
      Monday, 8th December 2025
      A brilliant find! Visited this pub today for lunch with a friend. There was such a good selection on the menu that I found it difficult to choose but I ended up with the best fish pie I have ever... Read full review

    Map & Directions

    Road Directions

    Located between Bracknell and Windsor just off the A330

    Public Transport Directions

    Nearest train stations: Bracknell (4 miles away) or Windsor (6 miles)

    Bus from Bracknell: 703 to Plaistow Green & walk 30 mins Bus from Windsor: 703 to Plaistow Green & walk 30 mins

    Opening Times

    Open (1 Jan 2025 - 31 Dec 2025)

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