Winning Post

18th-c inn with beams and timbering in character rooms, interesting food and drinks choice, friendly feel and seats in garden; bedrooms.


Accommodation available
Speciality beers
Cask ales
Separate restaurant
  • Separate restaurant
  • Sandwiches sold

Bar food times: 12-2.30, 6-9; 12-9 Sat; 12-8 Sun

Typical main dish: pie of the day

Typical main dish price: £14.50

Average two course evening meal price: £22.00

  • Speciality beers
  • Cask ales

Price of cheapest bitter: £4.00

Name of cheapest bitter: Hop Tipple

  • Dogs allowed in bedrooms

Number of bedrooms: 12

Price of a bedrooms starts at £0.00

  • Children allowed in the bar
  • Children allowed in the restaurant
  • Dogs allowed in the bar
  • Dogs allowed in bedrooms

The good pub guide review

If you're heading to Ascot or Henley, the 12 quiet and comfortable bedrooms overlooking the garden are a useful place to stay - dogs are welcome too. A gently civilised place, it's popular with chatty locals and families too, especially at weekends. The beamed, open-plan rooms are connected by timbering (some with crash pads). The main bar area has leather and wood tub chairs around a table in one window, a long cushioned settle in another, and big flagstones and stools by the bar where they keep Otter Bitter and a changing guest on handpump and good wines by the glass. An end room, also with flagstones, has more tub chairs, wall seating and contemporary paintwork on planked walls; TV. The dining rooms are to the left of the bar: one long room has huge wall photos of horses and there are tartan banquettes, cushioned dining chairs around wooden tables on bare boards, a woodburning stove, hanging lanterns and bowler-hat lights. A room to the back of the inn called the Winning Enclosure has horse-racing wall photos and a large raised fireplace. The partly covered terrace has good quality seats and tables.

The good pub guide food review

Food is good and includes buffalo chicken wings, mushroom shawarma with vegan mayonnaise and pickled vegetables, assorted burgers and steaks, half roasted chicken with a choice of sauce, ale-battered haddock and chips, three-cheese gnocchi with basil and white truffle oil, and puddings such as crumble of the day with custard and dark chocolate brownie with vanilla ice-cream.

2021 Awards

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Contact Details

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

(01344) 882242

Pub Group: Upham

Opening Hours

Weekdays: 11-10; 11-11 Fri

Saturday: 11-11

Sunday: 11-10