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.
Reviews
9.29.2 out of 10
Wonderful
Popular amenities
Connecting rooms available
Bar
Pet friendly
Free parking
Free WiFi
Main amenities (5)
Daily housekeeping
Restaurant and bar/lounge
Breakfast available
Terrace
Garden
Feel at home (6)
Rollaway/extra beds
Connecting/adjoining rooms available
Private bathroom
Television
Garden
Terrace
The current price is $98
$98
includes taxes & fees
$82 per night
Apr 27 - Apr 28
Room options
Available filters for rooms
Showing 2 of 2 rooms
View all photos for Deluxe Double or Twin Room, 1 Bedroom
Deluxe Double or Twin Room, 1 Bedroom
Highlights
Soundproofed
Individually furnished
Individually decorated
Heating
Connecting rooms available
Mini-fridge
TV
Hypo-allergenic bedding
172 sq ft
Sleeps 2
1 King Bed OR 2 Twin Beds
View all photos for Comfort Double or Twin Room, 1 Bedroom
Fernygrove Farm Shop & Coffee Shop - 4 min drive
Running Horse - 6 min drive
Shepherds House - 4 min drive
Cricketers Warfield - 2 min drive
About this property
The Winning Post
The Winning Post puts you within a 10-minute drive of LEGOLAND® Windsor and Windsor Castle. Guests looking for a bite to eat can check out 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 travelers say great things about the helpful staff.
Languages
English
At a glance
Hotel size
12 rooms
Arriving/Leaving
Check-in start time: 3:00 PM; Check-in end time: 10:30 PM
Contactless check-in available
Early check-in subject to availability
Late check-in subject to availability
Minimum check-in age: 18
Check-out time is 11 AM
Contactless check-out available
Late check-out subject to availability
Special check-in instructions
There is no front desk at this property
The host will greet guests on arrival
If you are planning to arrive after 3:00 PM please contact the property in advance using the information on the booking confirmation
Required at check-in
Credit card, debit card, or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 18
Children
No cribs (infant beds)
Pets
Pets allowed (dogs only, 2 total)*
Service animals welcome
Specific rooms only*
Pets must be supervised
Food and water bowls available
Internet
Free WiFi in public areas
Free WiFi in rooms
Parking
Onsite parking available only on request
Free uncovered onsite self parking
Onsite parking limited
Onsite parking includes off-street options
Other information
Designated smoking areas
Property amenities
Food and drink
Full breakfast (surcharge) each morning 8:00 AM–11:00 AM
Restaurant
Bar/lounge
What to do
Winery tours nearby
Facilities
Garden
Terrace
Outdoor furniture
Traditional architecture
Accessibility
Well-lit path to entrance
Stair-free path to entrance
Area rugs in room
Smooth flooring in room
Hardwood flooring in room
High pile carpet in room
Room amenities
Be entertained
42-inch TV
Digital TV channels
Netflix
Streaming services
Home comfort
Heating
Fan
Espresso maker
Electric kettle
Iron/ironing board (on request)
Sleep well
Hypo-allergenic bedding
Soundproofed rooms
Premium bedding
Pillowtop mattress
Rollaway/extra bed (surcharge)
What to enjoy
Individually furnished and decorated
Freshen up
Private bathroom
Rainfall showerhead
Shower only
Designer toiletries
Hair dryer
Towels
Toothbrush and toothpaste (on request)
Toilet paper
Stay connected
Desk
Free WiFi
Electrical adapters/chargers
Food and drink
Mini-fridge
Free bottled water
More
Daily housekeeping
Connecting/adjoining rooms available
Fees & policies
Optional extras
Full breakfast is offered for an extra charge of approximately GBP 15 for adults and GBP 15 for children
Early check-in can be arranged for an extra charge of GBP 20.00 (subject to availability)
Late check-out can be arranged for an extra charge of GBP 20.00 (subject to availability)
Children & extra beds
Rollaway beds are available for GBP 20.0 per night
Pets
Service animals exempt from fees
Pets are allowed for an extra charge of GBP 20 per pet, per night
Parking
Guests must contact this property in advance to reserve onsite parking
Policies
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
This property does not have elevators.
Guests can rest easy knowing there's a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit on site.
This property accepts credit cards, debit cards, mobile payments and cash.
Credit cards accepted: Visa, Mastercard, American Express
Mobile payment options include: Google Pay and Apple Pay.
This property reserves the right to pre-authorize the guest's credit card prior to arrival.
Also known as
Winning Post Hotel Windsor
Winning Post Hotel
Winning Post Windsor
Winning Post Inn Windsor
Winning Post Inn
The Winning Post
The Winning Post Inn
The Winning Post Windsor
The Winning Post Inn Windsor
Frequently asked questions
Does The Winning Post offer free cancellation for a full refund?
Yes, The Winning Post does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Are pets allowed at The Winning Post?
Yes, dogs are welcome, with a limit of 2 total. There's a charge of GBP 20 per pet, per night. Service animals are exempt from fees. Food and water bowls are available.
Is parking offered on site at The Winning Post?
Yes, there's free self parking. Parking spots may be limited.
What are the check-in and check-out times at The Winning Post?
Check-in start time: 3:00 PM; Check-in end time: 10:30 PM. There's a charge of GBP 20.00 for early check-in (subject to availability). Check-out time is 11 AM. Late check-out is available for a charge of GBP 20.00 (subject to availability). Contactless check-in and check-out are available.
What is there to do at The Winning Post and nearby?
The Winning Post has a garden.
Are there restaurants at or near The Winning Post?
Yes, there's an onsite restaurant.
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The Winning Post Reviews
Reviews
9.2
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
9.4/10
Cleanliness
9.2/10
Staff & service
9.0/10
Amenities
9.2/10
Property conditions & facilities
8.8/10
Eco-friendliness
Popular mentions
Room
Service staff
Food
Pub
Breakfast
Bed
Location
Bathroom
Neighborhoods
Shower
What guests liked
The restaurant served excellent food, particularly the Sunday evening dinner, which was described as the best English meal in a long time. (3 reviews)
Breakfast was enjoyed by many guests, with some mentioning it was delicious and came quickly. (5 reviews)
From real guest reviews summarized by AI.
Reviews
10/10 Exceptional
Mar 25, 2025
What a great find, beautiful place with outstanding food and service, will be back
james
james, 2-night trip
10/10 Exceptional
Dec 15, 2024
Great stay
Service was fantastic - food amazing and the rooms very comfortable!
Sarah
Sarah, 1-night trip
8/10 Very good
Dec 28, 2024
Stop over in Windsor when dropping off at Heathrow
Although a couple of administrative issues were encountered, these were immediately and appropriately reacted to.
Accommodation, food (breakfast and dinner), bar and service all excellent. Lovely traditional rural pub with rooms.
Great location close to Windsor and Heathrow.
Martin
Martin, 1-night trip
10/10 Exceptional
Sep 28, 2024
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
8/10 Very good
Jul 12, 2024
Pleasant stay.
Big and quiet room, very comfortable bed and excellent cleaning. Very pleasant stay.
Dorte
Dorte, 5-night trip
10/10 Exceptional
Nov 2, 2023
Was cozy & perfect - great location
Verified traveler
1-night trip
10/10 Exceptional
Mar 9, 2024
Stayed a night, lively room, comfortable bed and great bathroom facilities
James
James, 1-night trip
10/10 Exceptional
Nov 14, 2023
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
10/10 Exceptional
Aug 15, 2024
What a find!
Just a brilliant stay. Fantastic setting, great garden room, beautifully kept environment and super staff. Think I’ll be swapping my regular hotel for here. Food also looks good! Plus dog friendly
Mandy
Mandy, 1-night trip
10/10 Exceptional
May 18, 2024
This property was great. The staff and owner were great and very friendly and accommodating.
Alysa
Alysa, 1-night trip
10/10 Exceptional
May 5, 2024
It’s a winner!
Lovely pub with great rooms! Breakfast was also very affordable!
Henry
Henry, 1-night trip
8/10 Very good
Dec 27, 2024
Nice stay, great for a “spare room”
Did what we needed which was to be a “spare room” for a Christmas family visit. In room 11 which is off the pub carpark so easy to get in and out. Quite a lot of noise from the folks outside the pub until closing time, but didn’t disturb us much. Terrible drain smell when we got back late on the first night but was gone in the morning. Shame we didn’t have time to eat in the pub itself which we know from previous visits is very good.
Mandie
Mandie, 2-night trip
10/10 Exceptional
Aug 15, 2024
What a find!
Just a brilliant stay. Fantastic setting, great garden room, beautifully kept environment and super staff. Think I’ll be swapping my regular hotel for here. Food also looks good! Next time, I’ll bring Barnum!
Mandy
Mandy, 1-night trip
10/10 Exceptional
Mar 20, 2024
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
Mar 24, 2023
Excellent one night stay
Excellent stay. Rooms were very clean and spacious. Staff very friendly. Would definitely stay again.
Nicola
Nicola, 1-night trip
8/10 Very good
Sep 23, 2024
We very much enjoyed the lovely dinner on Sunday evening in the pub. Best English meal I’ve had in a long time.
We didn’t care for the small gravel parking and walkways and how difficult it made dragging our luggage to and from the room.
Rondall
Rondall, 1-night trip
10/10 Exceptional
Mar 21, 2024
Impressive first stay
Lovely room with lots of good extras. Bed was comfy. The food served in the pub is very tasty and all the staff were friendly.
Every where was painted to a excellent standard, large room with everything you needed, food was really good and staff pleasant, lovely garden and outside space, we would stay again for definite
Joy
Joy, 1-night trip
10/10 Exceptional
Feb 13, 2023
Super friendly and efficient staff with excellent food and clean room. Really enjoyed our stay.
Car parking for larger vehicles when busy a little restricted but understandably busy as such a lovely pub and great food
Samantha
Samantha, 2-night trip
10/10 Exceptional
Oct 13, 2023
We liked the area where the Winning Post is located. Great restaurant, staff very helpful and friendly. Short journey to drive into Windsor and area.
Linda
Linda, 3-night trip
10/10 Exceptional
Jun 25, 2024
Highly recommended
Attractive setting, well maintained and recently refurbished in a manner suiting its character.
Great service, all staff friendly enthusiastic and helpful.
Fantastic dinner.
Room clean and hygienic.
Ample safe parking
Highly recommended
Nick
Nick, 1-night trip
8/10 Very good
Feb 20, 2024
Clean room, comfortable bed, friendly staff. Pub is convenient for meals or a pint. Easy drive to Heathrow airport.
Lighting in room could be better but overall we had a nice, one night stay.
Graham
Graham, 1-night trip
10/10 Exceptional
Dec 12, 2022
Excellent location and lovely room and pub
What a lovely pub and hotel. Had a fantastic stay here this weekend. We loved the comfortable bed and extras- such as the coffee machine. Plenty of space a a really nice bath with shower. Excellent location for Windsor.