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The Winning Post

Type:Inn

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

TripAdvisor Traveller Rating

TripAdvisor Traveller Rating - 304 reviews304 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.

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
      4.5 of 5 stars
    • Location
      4.5 of 5 stars
    • Excellent
      175
    • Very Good
      76
    • Average
      25
    • Poor
      15
    • Terrible
      13

    Recent Reviews:

    • 23-djc
      Yorkshire, United Kingdom
      Trip Type:
      Business
      Fantastic refurbished establishment
      5 of 5 stars
      Monday, 23rd December 2024
      First visit here in a while due to been dissatisfied on the last occasion. What a massive improvement! The winning post has been extended giving more dining areas,decorated to the highest standards... Read full review
    • DDR1969
      Santa Barbara, California
      Perfect gem of a place in Winkfield
      5 of 5 stars
      Friday, 23rd May 2025
      Absolutely perfect. The room was just the right size, clean and had all the amenities - I appreciate an in room nespresso machine. I loved breakfast each morning and often enjoyed the pub for dinner... Read full review
    • glass19
      Trip Type:
      Couples
      What a gem
      5 of 5 stars
      Saturday, 21st June 2025
      We would like to thank Jordan and Diana and all the staff for amazing stay for two days very busy and nothing was a problem room very amazing food was top class if you get the chance to visit this... 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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