Set in a quiet, beautiful village in the Berkshire countryside, The Winning Post oozes character and charm. Enjoy a superb meal or drinks with family in the 18th century pub building, with its colourful yet cosy nooks, original stone floor and huge open fire. The Winning Post is within easy reach of Windsor and Ascot, making it a firm favourite for equine fans, with Ascot and Royal Windsor racecourses as well as the nearby Royal County of Berkshire and Guards Polo Clubs.
- 18th century building
- Superb location next to Legoland, Ascot and Windsor Castle
- Open fire
- Award winning restaurant
- Refurbished bedrooms
- Garden terrace
Special Offers
- Searching The Winning Post:
- arriving: Friday, 12 June 2026
The following offers are showing instant availability.
SMTWTFS
Available: Now
Bed and Breakfast
Stay and receive:
- Full breakfast for two daily
1 night stay
Package Price: £267 per room £133.50 per person per stay (based on two sharing)
- Instant Confirmation
2 night stay
Package Price: £671 per room £335.50 per person per stay (based on two sharing)
- Instant Confirmation
3 night stay
Package Price: £829 per room £414.50 per person per stay (based on two sharing)
- Instant Confirmation
SMTWTFS
Available: Now
Bed and Breakfast - Elegant Family Super King
Stay and receive:
- Full breakfast for two daily
- Childrens meals are not included
1 night stay
Package Price: £342 per room £171 per person per stay (based on two sharing)
- Instant Confirmation
2 night stay
Package Price: £821 per room £410.50 per person per stay (based on two sharing)
- Instant Confirmation
3 night stay
Package Price: £1,054 per room £527 per person per stay (based on two sharing)
- Instant Confirmation
SMTWTFS
Available: Now
Relaxing Lazy Break
Stay and receive:
- Complimentary pre dinner drink each
- Dinner on one evening with a £30pp allowance (food only)
- Full breakfast for two daily
- Lazy noon check out
1 night stay
Package Price: £199 per room £99.50 per person per stay (based on two sharing)
- Instant Confirmation
- Friday & Saturday night premiums will apply
2 night stay
Package Price: £334 per room £167 per person per stay (based on two sharing)
- Instant Confirmation
- Friday & Saturday night premiums will apply
3 night stay
Package Price: £469 per room £234.50 per person per stay (based on two sharing)
- Instant Confirmation
- Friday & Saturday night premiums will apply
SMTWTFS
Available: Now
Relaxing Lazy Break - Elegant Family Super King
Stay and receive:
- Complimentary pre dinner drink each
- Dinner on one evening with a £30pp allowance (food only)
- Full breakfast for two daily
- Lazy noon check out
1 night stay
Package Price: £259 per room £129.50 per person per stay (based on two sharing)
- Instant Confirmation
- Friday & Saturday night premiums will apply
2 night stay
Package Price: £454 per room £227 per person per stay (based on two sharing)
- Instant Confirmation
- Friday & Saturday night premiums will apply
3 night stay
Package Price: £649 per room £324.50 per person per stay (based on two sharing)
- Instant Confirmation
- Friday & Saturday night premiums will apply
All of the above prices include all taxes / service fees.
* Packages showing provisional availability are subject to confirmation with the venue and availability is not guaranteed. No funds will be taken from your card until the booking is confirmed, which will usually be within a few hours.
Packages showing instant confirmation are live and will be confirmed immediately.