What is the check-in and check-out policy at The Winning Post?
Check-in is from 15:00 and check-out is by 11:00.
75 photos
The Winning Post – A Favorite for Families in Windsor
263US$
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Key details
About the Hotel
Winkfield Street,
Windsor,
United Kingdom,
Berkshire
- Near Windsor Castle
Perfect
9.1
9.3
4.7
4.4
Loved by The Winning Post guests
"Recently refurbed the restaurant had a lovely atmosphere."
"The pub food was excellent."
"The room itself was beautifully designed and spotlessly clean."
Dining Experience
The Winning Post offers all-day dining with a focus on fresh, seasonal British pub classics, utilizing local suppliers. Guests can enjoy meals in the cozy 18th-century pub with original stone features or opt for private dining experiences in the restaurant area. The establishment also provides a diverse drink selection, featuring locally-brewed ales, small batch coffee, and carefully selected wines.
Accommodation
All bedrooms in the main building are fully refurbished with brand new bathrooms and modern design elements. The rooms are equipped with luxury Bramley cosmetics, Roberts DAB digital radios, and Smart TVs. Guests can choose from various room types, including super king and twin arrangements, with options for private outdoor terraces.
Location
Set in the quiet village of Winkfield, The Winning Post is conveniently located near Windsor and Ascot, catering to equine enthusiasts with easy access to both racecourses. The hotel serves as an excellent base for exploring nearby attractions such as Windsor Castle and Legoland. This scenic area also offers walking routes perfect for pre or post dining strolls.
Pet-Friendly Amenities
The hotel welcomes pets with special overnight stay packages that include amenities such as doggy beds, blankets, bowls, and a welcome box of treats. Up to two dogs can stay in designated
Leisure Packages
The Winning Post promotes leisure stays with appealing packages that include meals in the pub and breakfast the following morning. Optional late check-out can also be arranged for a more relaxed experience. These offers add value to overnight stays whether for celebrations or simple getaways.
Highlights
Dining: Seasonal British pub classics
Rooms: Premium accommodations with new bathrooms
Location: Near Royal Windsor and Ascot racecourses
Pet-Friendly: Special packages for dog owners
“The Winning Post presents a curious blend: it's a place where the pub's lively atmosphere spills over, sometimes making parking a minor adventure; however, once inside, the locally sourced food and extensive drink selection are definite highlights. Individually decorated and recently refurbished rooms, plus its proximity to Windsor and Legoland, position this hotel as an appealing countryside escape, especially if you're fond of historic charm and a good pint.”
View all
Choose from a variety of room types
Choose from a wide variety of rooms designed for families, including double rooms, family suites, and rooms with breakfast included
Deluxe Family Room
2 persons
175 sq. feet
1 King-size bed and 1 Sofa bed
Shower
Coffee machine
room details
Double or Twin Room
2 persons
130 sq. feet
1 King-size bed
Shower
Coffee machine
room details
Availability and pricing for your selected dates
Book your family’s getaway in a snap with up-to-date availability and pricing!
Facilities
Each family-friendly hotel provides top-notch amenities for an unforgettable stay with your loved ones
General
- No smoking on site
- Wi-Fi
- Parking
- Safe deposit box
- Concierge desk
- Pets allowed
- Rooms/ Facilities for disabled
- Wheelchair access
- Security
- Smoke detectors
- Fire extinguishers
Guest Parking
- Electric kettle
Services
- Pet amenities available
- Housekeeping
- Welcome drink
Dining
- Restaurant
- Bar/ Lounge area
- Special diet menus
Business
- Meeting/ Banquet facilities
- Fax/Photocopying
Children
- Board games
- Children's menu
Facilities for people with disabilities
- Toilet for disabled
- Bathroom for disabled
Spa & Leisure
- Garden area
Room features
- Heating
- Sitting area
- Patio
- Terrace
- Garden furniture
- Tea and coffee facilities
Bathroom
- Free toiletries
Self-catering
- Electric kettle
Media
- Flat-screen TV
Room decor
- Carpeted floor
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Dining Onsite
At The Winning Post, guests are invited to relish a delightful selection of British cuisine with a nod to traditional flavors. The inviting atmosphere is perfect for families and friends, offering a variety of meal options throughout the day, all while surrounded by the natural beauty of the garden and terrace.
The Winning Post Location
Winkfield Street,
Windsor,
United Kingdom,
Berkshire
Map view
Winkfield Street,
Windsor,
United Kingdom,
Berkshire
City landmarks
Amusement Park
LEGOLAND Windsor Resort
2.7
mi
Church
Church Of St Mary
2800 ft
Church
St Marys Church Winkfield
3000 ft
Landmark
Saint Michael the Archangel
1.3
mi
Landmark
Royal County Of Berks Polo Club
1.2
mi
Park
Westmorland Park
1.5
mi
Landmark
Carnation Hall
1.3
mi
Golf Course
Mill Ride Golf Club
1.9
mi
Church
Church Of St Peter
1.7
mi
Landmark
Windsor Great Park
1.6
mi
Landmark
Cranbourne & Winkfield Royal British Legion Club
1.6
mi
Nature reserve
Frost Folly Car Park
1.7
mi
Golf Course
Bird Hills Golf Club
2.2
mi
Landmark
Chapel of St Mary and St John
1.9
mi
Landmark
Windsor Hockey Club
1.8
mi
Landmark
St Martin's Church
2.0
mi
Landmark
Ascot Life Church
1.9
mi
Park
Lily Hill Park
2.3
mi
Golf Course
Bird Hills Golf Centre
2.2
mi
Landmark
Lapland UK
2.7
mi
Landmark
Ampitheatre
2.4
mi
Landmark
Christadelphian Hall
2.4
mi
Landmark
Willow Court Farm & Poultry
2.6
mi
Landmark
All Saints C of E Church
2.5
mi
Landmark
blue_plaque
2.5
mi
Golf Course
Royal Ascot Golf Club
2.6
mi
Theme Park
The Beginning
2.5
mi
Landmark
East Berkshire Magistrates' Court Bracknell
2.7
mi
Landmark
LEGO Studios 4D
2.6
mi
Nearby
Church
Church Of St Mary
2800 ft
Church
St Marys Church Winkfield
3000 ft
Restaurants
The Winning Post
0 ft
Winkfield Street
The White Hart
2800 ft
Church Road
Stirrups Bar & Restaurant
2900 ft
Maidens Green Stirrups Hotel
Explore Windsor
Local Highlights Around The Winning Post
LEGOLAND Windsor Resort
45 minutes walking, 10-minute drive
Theme park featuring rides, attractions, and shows, perfect for families. Great for fun and adventure.
Church Of St Mary
11 minutes walking
A beautiful historical church with stunning architecture. Ideal for a quiet moment and reflection.
The Winning Post
1 minute walking
Classic British dishes in a warm pub atmosphere. Popular for its local ales and hearty meals.
The White Hart
11 minutes walking
Charming pub serving seasonal British cuisine. Offers a cozy setting with a varied menu.
Lily Hill Park
40 minutes walking, 8-minute drive
Family-friendly park with play areas and walking paths, ideal for a leisurely afternoon or picnic.
Tips on navigating the city
Get access to exclusive early booking discounts for your family’s upcoming getaway
Book now and enjoy exclusive rates on your family vacation!
Property information and rules
Check-in
from 15:00-22:30
Check-out
from 07:00-11:00
Guest Parking
Public parking is possible on site for free.
Internet
Wireless internet is available in for free.
Children & extra beds
Maximum capacity of extra beds in a room is 1.
Pets
Pets are allowed on request.
Number of rooms:
12
Family-focused reviews and ratings
Read feedback from other families who have stayed to ensure you make the right choice.
Show moreShow less
Pros
Helpful staff
Cosy room
Delicious food
Comfortable bed
Good breakfast
Cons
Room cleanliness
Mould issues
Damaged furniture
Guest reviewsbased on 396 reviews
Gerard from France
Couple
Double or Twin Room
3 nights in November 2025
|
Reviewed:January 27, 2026
9/10
fresh linencoffee machine
The room was beautifully decorated and fresh linen covered the bed. The shower room was superbly appointed with high-end toiletries. There was also a coffee machine in the room.
The sausage at breakfast was tasteless.
0 Helpful
Hudson from Canada
Single
Double or Twin Room
3 nights in November 2025
|
Reviewed:January 13, 2026
9/10
bedside chargerreal milkamazing food
the room had bedside chargers. real milk was in the fridge (a nice touch!). nespresso was also available. the restaurant offered amazing food. breakfast was excellent. dinner was also excellent. the staff were friendly. the room was amazing.
the twin beds were only 2ft 6 each, very narrow for an adult.
0 Helpful
Joseph from United Kingdom
Single
Double or Twin Room
3 nights in November 2025
|
Reviewed:December 28, 2025
9.3/10
Excellent stay, great value
large roomprivate roomgreat breakfastsafe parking
My room was large. It was also private. Breakfast included many choices and was superb. The menu had fresh and delicious options. Staff was enthusiastic and helpful. The car park offered ample safe spaces.
The room was a bit dark.
Location
9/10
The location is attractive and quiet. I appreciated the rural setting. The spot offered easy access to local attractions and provided a peaceful retreat away from the busy city center.
Service
10/10
The service was fabulous and friendly. Staff was always available to assist with requests and provide information.
Facilities
9/10
The facilities was well maintained. Recent refurbishment suited the character. The decor created a quirky and fun atmosphere. I enjoyed the overall feel of the building.
0 Helpful
|
Aiden from Ireland
Couple
Double or Twin Room
3 nights in October 2025
|
Reviewed:December 19, 2025
6/10
adequate stay
beautifully decorated roomsfresh bedlinencoffee facilitiessteep stepsslippery hand railground floor room
the rooms were beautifully decorated, and every detail was thought of. the bedlinen felt fresh and clean, like a cloud. tea and coffee facilities were available along with a superbly appointed shower room.
steep steps led up to the room, and they were slippery and full of puddles. a ground floor room would have been better. the wooden hand rail was also slippery when wet.
0 Helpful
Simon from United Kingdom
Family with children
Double or Twin Room
3 nights in November 2025
|
Reviewed:November 18, 2025
9.5/10
EXCELLENT stay!
warm atmospherecomfy beddelicious foodhot radiator
The staff greeted us warmly upon arrival. A lovely man escorted us to our room, we were happy before he left. The room featured a HUGE, comfy bed. comfy pillows. The facilities were great and clean. Dinner included delicious food. The pub was busy with a warm, friendly atmosphere in the evening.
The huge bathroom towel radiator stayed ON ALL the time. The bedroom became equally hot.
Location
9/10
The hotel has a convenient location. It is near sites to visit. Access to main roads is easy. Parking on-site is available.
Rooms
10/10
The room features a comfortable bed. Coffee and tea are available. Rooms include a large television. Fresh milk is in the room, not UHT pots.
Facilities
10/10
The hotel is dog-friendly. A courtyard is available, fully enclosed for relaxation. The hotel provides refrigerators. These fridges store diabetic dog insulin.
Dining
9/10
The pub offers a great meal. Breakfast is also superb. The restaurant has a warm, busy ambience. Staff members are friendly AT ALL times. Drinks are lovely.
0 Helpful
|
Emma from United Kingdom
Family with children
Double or Twin Room
3 nights in June 2025
|
Reviewed:July 05, 2025
9/10
large car parkoutdoor table
the room was spacious with an outdoor table. a large car park was available, it had outdoor seating at both the front and back.
steep outside steps led up to the room and were slippery! though the hand rail was slippery when soaking wet.
0 Helpful
FAQs
About The Winning Post
How far is The Winning Post from Windsor Castle?
The hotel is located 12 km from Windsor Castle.
What dining options are available at The Winning Post?
The hotel features an on-site restaurant serving a modern British menu and a bar offering seasonal cocktails.
Is parking available at The Winning Post?
Free private parking is available on-site for all guests.
What are the room amenities at The Winning Post?
Rooms include a flat-screen TV, Roberts DAB radio, Nespresso coffee machine, and complimentary toiletries.
What attractions are located near The Winning Post?
Nearby attractions include Legoland (9 km) and Ascot Racecourse (8 km).
Does The Winning Post offer free Wi-Fi?
Yes, free Wi-Fi is available throughout the hotel.
What are the breakfast options at The Winning Post?
Breakfast includes a choice from a cooked menu, a variety of continental items, and includes juice and hot beverages.
What is the closest airport to The Winning Post?
The hotel is approximately 30 km from London Heathrow Airport.
Are there any unique features at The Winning Post?
The hotel features a heated outdoor teepee for dining and has retained many original features from its 18th-century pub.
How many rooms are available at The Winning Post?
The hotel offers a total of 12 individually decorated ensuite rooms.
Are there facilities for business travelers at The Winning Post?
The hotel offers a meeting room and services like free newspapers for business travelers.
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