10/10 Exceptional
From the moment we arrived, our stay was perfect. There was nothing we could fault! The staff and all facilities were first class
Michelle
Michelle, 2-night trip
The Winning Post
Windsor inn with restaurant and bar/lounge
Near LEGOLAND Windsor, The Winning Post offers an upscale retreat with a charming garden and cozy bar. Enjoy free in-room WiFi, outdoor furniture on the terrace, and a delightful restaurant. Guests appreciate the helpful staff who make their stay even more enjoyable.
Wonderful
Popular amenities
- Pet-friendly
- Free parking
- Free Wi-Fi
- Connecting rooms available
- Bar
Main amenities (5)
- Daily housekeeping
- Restaurants and bar/lounge
- Breakfast available
- Terrace
- Garden
Feel at home (6)
- Rollaway/extra beds
- Connecting/adjoining rooms available
- Private bathroom
- Television
- Garden
- Terrace
£76
includes taxes & fees
11 Jan - 12 Jan 2026
Why we love this property
Vineyard dining dreams
A restaurant offers full breakfast at this inn. Sample local flavours at the bar, then explore nearby winery tours for a complete culinary journey.
Premium comfort awaits
Hypo-allergenic and premium bedding complement pillowtop mattresses in each curated guestroom. Rainfall showerheads complete this inn's unique decor.
Room options
Check availability for these dates
Showing 2 of 2 rooms
Comfort Double or Twin Room, 1 Bedroom
Wonderful
Highlights
Soundproofed
Individually furnished
Individually decorated
Heating
Connecting rooms available
Mini-fridge
TV
Hypo-allergenic bedding
- 14 sq m
- Sleeps 2
- 1 King Bed OR 2 Single Beds
Deluxe Double or Twin Room, 1 Bedroom
Highlights
Soundproofed
Individually furnished
Individually decorated
Heating
Connecting rooms available
Mini-fridge
TV
Hypo-allergenic bedding
- 16 sq m
- Sleeps 2
- 1 King Bed OR 2 Single Beds
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About the area
Winkfield Street, Windsor, England, SL4 4SW
About this property
The Winning Post
When you stay at The Winning Post, you'll be within a 10-minute drive of LEGOLAND® Windsor and Windsor Castle. Guests looking for a bite to eat can visit the restaurant, and the bar/lounge is the perfect spot to grab a drink at the end of the day. Other features include a terrace and a garden. Fellow travellers say great things about the helpful staff.
At a glance
Property amenities
Room amenities
Frequently asked questions
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The Winning Post Reviews
Wonderful
9.4
Cleanliness
8.8
Location
9.2
Staff & service
8.8
Eco-friendliness
9.2
Property conditions & facilities
What guests liked
- The restaurant and bar offered excellent dining experiences with very good food and a convenient location. (5 reviews)
- Breakfast was very nice and came quickly, with a lovely full English breakfast option available. (7 reviews)
From real guest reviews summarized by AI.Popular mentions
RoomService staffFoodPubBreakfastBedLocationBathroomAmbienceDrinks10/10 Exceptional
Very comfortable and clean room and excellent dining experience
Gavin
Gavin, 1-night trip
8/10 Very good
Very nice all round
david
david, 1-night trip
10/10 Exceptional
Fabulous place for an overnight stay, visiting family. Rooms were beautiful, clean, and lovely products. Bar and restaurant were lovely, breakfast delicious
Julia
Julia, 1-night trip
10/10 Exceptional
Pleasant to stay Winning Post hotel. Breakfast. Room and all service were great.
Esin
Esin, 1-night trip
10/10 Exceptional
We have stayed here before and it is ideally located for family visits. The staff were excellent and the room was above expectations. Anyone staying here will not be disappointed. One word of warning - if you want to eat dinner here make sure to book well ahead as it gets very busy (not surprisingly)
David
David, 1-night trip
10/10 Exceptional
Great accommodation in a great location
Fantastic location, ambience, drinks, and food. The tomahawk steak was amazing
Mr Benjamin
Mr Benjamin, 1-night trip
10/10 Exceptional
Superb!!!!
Nice & quiet.
Lovely room & really comfortable bed.
Fantastic food.
Staff really friendly & professional.
Would highly recommend.
Will definitely be visiting again next year.
Gail
Gail, 2-night trip
10/10 Exceptional
What a great find, beautiful place with outstanding food and service, will be back
james
james, 2-night trip
10/10 Exceptional
Great stay
Service was fantastic - food amazing and the rooms very comfortable!
Sarah
Sarah, 1-night trip
10/10 Exceptional
Gorgeous rooms, very helpful staff and very accommodating when we were a little late coming in for breakfast. This is our second stay here and my only regret is not spending more time in the pub/hotel to enjoy the atmosphere.
Holly
Holly, 1-night trip
10/10 Exceptional
Very clean rooms we was away for a golf competition me and my daughter the Pub food was excellent. Will book again next year for the same competition!!
Graham
Graham, 1-night trip
10/10 Exceptional
Country luxury yet handy to facilities!
A high quality luxury pub type accomodation furnished to a high standard with an upmarket restaurant on site.
W
W, 2-night trip
10/10 Exceptional
Was cozy & perfect - great location
Verified traveller
1-night trip
8/10 Very good
Nice Hotel rooms and bar, food is nice but expensi
Lovely comfortable room and a nice bar / restaurant area.
Food was very nice but quite expensive as were the drinks.
Doesnt help that they add 12.5% service charge to every bill. That's an Americanism that's sadly snuck into this country.
Service is part of the job and should be covered by staff wages paid by the pub.
Tips should be optional and not automatically added.
Joe
Joe, 1-night trip
10/10 Exceptional
Stayed a night, lively room, comfortable bed and great bathroom facilities
James
James, 1-night trip
10/10 Exceptional
The best vibe !
giancarlo
giancarlo, 3-night trip
10/10 Exceptional
Great place to stay and eat
Fantastic place to stay. Great room and facilities in the room. Food and service excellent
ALAN
ALAN, 1-night trip
8/10 Very good
Pleasant stay.
Big and quiet room, very comfortable bed and excellent cleaning. Very pleasant stay.
Dorte
Dorte, 5-night trip
10/10 Exceptional
The staff were amazing from start to finish of our stay , the food was cooked to the highest standard and served by the most friendliest of waitresses . Will definitely be staying here again , many thanks to all at the winning post .
John
John, 1-night trip
10/10 Exceptional
Excellent one night stay
Excellent stay. Rooms were very clean and spacious. Staff very friendly. Would definitely stay again.
Nicola
Nicola, 1-night trip
10/10 Exceptional
This property was great. The staff and owner were great and very friendly and accommodating.
Alysa
Alysa, 1-night trip
10/10 Exceptional
Great place to stay
Really lovely pub and accommodation set in a beautiful area. I would definitely stay there again. Room had tv, DAB radio, cordless phone charger, modern fan. Bathroom great size.
Simon
Simon, 1-night trip
10/10 Exceptional
It’s a winner!
Lovely pub with great rooms! Breakfast was also very affordable!
Henry
Henry, 1-night trip
10/10 Exceptional
Excellent staff. Very good Restaurant and bar
Verified traveller
2-night trip
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