The Winning Post
Inn, 4-starWinkfield Street, Windsor, United KingdomShow on map
Fabulous
Guests rate it highest for service, location and food.
8.81,215Reviews- Check-in from 3:00 PMCheck-out by 11:00 AM.
- Superb locationGuests rate the location 9.0 out of 10, at Winkfield Street.
- Free parkingThe property states parking on site is free for guests.
Charming Village Inn in Berkshire
Modern British Menu and Relaxing Garden Terraces Indulge in locally sourced produce at our premium village inn, offering a modern British menu and a variety of ales, wines, and cocktails. Unwind in our relaxed garden terraces, perfect for enjoying your favorite drink in a picturesque setting.
Comfortable Ensuite Rooms with Premium Amenities Experience comfort in our ensuite rooms equipped with a flat-screen TV, Roberts DAB radio, Nespresso coffee machine, and luxurious toiletries. Start your day right with a delicious breakfast selection including cooked dishes, continental items, and hot beverages.
Convenient Location near Windsor and Ascot Racecourse Located just a short drive from historic Windsor and Ascot Racecourse, The Winning Post offers free on-site parking and easy access to the M4 motorway. Don't miss the chance to stay at our charming inn during your visit to Berkshire.
What this place offers
- WiFi available
- Free WiFi
- Parking
- Free Parking
- Non-smoking rooms
- Restaurant
- Heating
- Terrace
- Family rooms
- Garden
Rooms
8.8
Fabulous
Rated 8.8 out of 10 by 1,215 guests who stayed here.
- Cleanliness8.5
- Service9.0
- Location9.0
- Rooms8.8
- Amenities8.5
- Value8.8
- Food & drink9.0
Guests mention
Friendly staffComfortable bedsGreat food and ambiance
DenisUnited Arab EmiratesAll cool for a short stay
Sone of the staff could be a little bit more welcoming
DinaHKfabulous
fabulous premises excellent staff, lovely room restaurant fantastic did not disappoint will go back
zero.. this was fabulous
JoAustraliaLovely, cosy room. Excellent comfortable bed. Large modern bathroom. Very quiet, rural setting.
FionaUnited KingdomSuper Pub
Great place. Second time we have stayed. Will be back again
VanessaUnited KingdomLovely quiet location. Exceptionally comfortable bed and pillows. Lovely toiletries.
CarolynUnited KingdomWill definitely return …
Lovely place, staff really friendly and helpful. Lovely food in the pub with a great atmosphere. Our room just off the car park but it was super quiet.
Only negative was that the shower heads need fixing. They both…
Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated January 2026.
Where you’ll be
Winkfield Street, Windsor, United Kingdom
Guests rate the location 9.0 out of 10 — superb.
Things to know
Cancellation
Each room shows its own terms before you pay.
Most rates can be cancelled free until a date shown on the room.
Non-refundable rates are marked as such.
House rules
Check-in from 3:00 PM until 10:30 PM
Check-out by 11:00 AM
Children welcome
Show more
No pets
Free parking on site
Non-smoking rooms available
Payment & property
Paid when you book, not at the desk.
Rates include the taxes and fees we can read.
The property may take a card at check-in for incidentals.
Show more
We believe that dogs are part of the family and there is no need to leave any four-legged guests behind for your staycation. We have created special packages for overnight stays in our bedrooms that we have designated as dog friendly. Complete with their own doggy bed, blanket, bowl, and welcome box of tasty treats, up to a maximum of two dogs per room can stay with you, where available, for £20 per pet, per night.Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation. Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Guests under the age of 18 can only check in with a parent or official guardian. A deposit may be required at the property.
What we’d check for you here
- How many rooms they will hold at once, for how long, and on what terms.
- That the step-free room is actually free on your dates, and whether it is a roll-in shower or a bath, which the listing never says.
- The pet fee and any size limit, which is where these bookings usually come apart.
- Whether there is room for a pickup, a trailer or a van, not just a car.
- Whether breakfast is in the rate or added at checkout, and what time it runs.
- Whether the rate moves for your dates, and what it includes.
- What the property actually charges at the desk on top of the rate.
Questions about The Winning Post
What time is check-in and check-out at The Winning Post?
Check-in is from 3:00 PM. Check-out is by 11:00 AM. If you're arriving late, tell us and we'll ask the property to hold the room.
Does The Winning Post allow pets?
No — the property states that pets are not allowed.
Is there parking at The Winning Post?
Yes — the property states that parking on site is free. Whether a space can be reserved in advance varies, so we check it against your dates.
Is breakfast included at The Winning Post?
Breakfast is offered at the property. Whether it's included depends on the rate — the board type is shown on each room once you put your dates in.
Does The Winning Post have Wi-Fi?
Yes — internet access is listed among the property's facilities.
Can I book a block of rooms at The Winning Post?
The property lists meeting and banquet space, which usually means it handles group business — but how many rooms it will hold at once, for how long, and at what rate are set case by case and are not in any feed. Tell us the dates and the number of rooms and we'll get those terms from the property in writing before anything is charged.
Does The Winning Post have wheelchair accessible rooms?
The property lists step-free or accessible facilities. That flag is the one least able to settle the question: a hotel can carry it and still have a step at the entrance, or a bath rather than a roll-in shower, and it does not say whether the accessible room is free on your dates. Tell us what you need and we'll ask the property directly rather than reading you the flag.
How do I book The Winning Post?
Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.
Where is The Winning Post?
Winkfield Street, Windsor.
Other places we book in Windsor
Nothing to do with the booking above. The same market, priced the same way, for if this one is not it.
Private Apartment in Windsor9.7 · 289 reviews
Windsorian Experience9.4 · 1462 reviews
The Rutlands B&B9.3 · 521 reviews
Castle Properties:Eton-The College9.2 · 500 reviews
The Christopher Hotel, Eton9.1 · 4074 reviewsPark Farm Bed and BreakfastMacdonald WindsorOakley CourtHampden Apartments - The EdwardThe Crown And CushionStunning Central Windsor Town House With ParkingCastle Properties: The Sovereign 5 Bed Town HouseHampden Apartments - The GeorgeMonkey Island Estate - Small Luxury Hotels of the WorldHampden Apartments - The CharlesImmaculate Central Windsor Town House with parkingWindsor Mews by Stay Focused SAThe Royal Adelaide HotelLetting Serviced Apartments - Guards View, WindsorThe George InnGoswell House Hotel central WindsorSTABLE HOUSE - Eton WINDSORHampden Apartments - The DianaSir Christopher Wren HotelThe Windsor TrooperParkview Apartments WindsorHoliday Inn Express Windsor by IHGCastle Hotel WindsorSTYLISH HOME WITH FREE PARKING - 10 MINS TO LEGOLAND! - By TempstayThe Prince Albert Pub & Hotel with onsite FREE PARKING 2 minutes from Legoland