To provide you with the best experience, cookies are used on this site. Find out more here.

Allow cookies

The Winning Post

Type:Inn

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

TripAdvisor Traveller Rating

TripAdvisor Traveller Rating - 308 reviews308 reviews

Add The Winning Post to your Itinerary

Close window

Call direct on:

Tel01344 882242

Check availability for The Winning Post (opens in a new window)

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.

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 Benefits

    Introducing our new book direct package. Book direct via our website or phone and unlock some extra special benefits:

    - A welcome drink at the bar

    - The chance of a free room upgrade

    - Late check out until 12pm

    - Always the best rates - use code BOOKDIRECT to redeem your 15% discount, valid on flexible and non-refundable bookings.

    Book your stay at the Winning Post here.

    Accommodation Offers - redeem this special offer immediately

    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
      178
    • Very Good
      77
    • Average
      25
    • Poor
      15
    • Terrible
      13

    Recent Reviews:

    • Tina T
      Hertfordshire, United Kingdom
      Beautifully situated pub with accommodation.
      5 of 5 stars
      Friday, 10th October 2025
      This pub with rooms is set in a fabulous, easy to reach location and is a nicely vibrant and buzzy place to stay. The staff at the Winning Post are friendly, attentive and courteous. Everything... Read full review
    • jay d
      Norwich, United Kingdom
      nice
      4 of 5 stars
      Monday, 27th October 2025
      nice pub with quality food - they are trying very hard to create ye old world effect and what has been done is to a very high quality both in terms of design and workmanship - food was very good... Read full review
    • Pippa F
      Great pub with rooms.
      5 of 5 stars
      Monday, 3rd November 2025
      What a fabulous find, we stayed on 31st as we were visiting Legoland on the 1st and the pub looked great with amazing Halloween decorations. Service was fab and the room was lovely, great decor, a... 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)

    What's Nearby

    1. The LEGOLAND® Windsor Resort

      The LEGOLAND® Windsor Resort is a unique family theme park where children aged 2 -12 can…

      2.44 miles away
    2. LEGOLAND Adventure Golf

      LEGOLAND Adventure Golf is the world’s first LEGO® themed indoor golf experience ‘fore’…

      2.55 miles away
    3. Ascot Racecourse

      Ascot Racecourse is world-renowned for providing breathtaking horse racing events,…

      2.68 miles away
    1. Windsor & Maidenhead Boat Company

      Welcome to the Windsor & Maidenhead Boat Company, where we are dedicated to crafting…

      3.55 miles away
    2. The Boat Hire Company

      The Boat Hire Company provide luxury, skippered boat hire and boat tours between Windsor…

      3.8 miles away
    3. Boating at Bray

      Luxury private boat charter by the hour or day aboard our fleet of exquisite Thames…

      3.87 miles away
    4. Waltham Place

      Waltham Place Estate has often been described as “the best kept secret in Berkshire” and…

      3.92 miles away
    5. Macdonald Berystede Hotel & Spa

      Retreat from everyday life in our luxury spa, complete with an outdoor hydro pool, indoor…

      3.96 miles away
    6. Guards Polo Club

      The best place in the world to watch the fast-paced sport of polo is Guards Polo Club,…

      4.07 miles away
    7. The Floating Spa | Monkey Island Estate

      Moored on the banks of the fish-tail shaped Monkey Island in Bray, a refuge of Georgian…

      4.12 miles away
    8. Dorney Court

      Visit Dorney Court, one of the country's finest Tudor Manor Houses. Home to the Palmer…

      4.24 miles away
    9. Braywick Nature Centre

      Set on the edge of a stunning local nature reserve, Braywick Nature Centre offers…

      4.33 miles away
    10. Go Ape Bracknell

      Looking for something unique to do in the great outdoors? Whether you’re a thrill seeker…

      4.34 miles away
    11. Royal Windsor Racecourse

      Set on its own island and 165 acres of stunning Berkshire countryside – on the banks of…

      4.44 miles away
    12. Braywick Leisure Centre

      In beautiful parkland, on the edge of Braywick Nature Reserve, this new iconic facility…

      4.45 miles away
    13. The Old Court

      The Old Court is a vibrant arts centre with an event programme that features an eclectic…

      4.53 miles away
    Previous Next
    Book Train Tickets

    Don't Miss

    Don't Miss

    Don't Miss

    Don't Miss

    Don't Miss

    Don't Miss

    Don't Miss

    Don't Miss

    In partnership with

    My Royal Borough Make Maidenhead Great Western Railway Windsor Royal Runnymede Ascot Heathrow French Brothers Leisure Focus