What are the check-in and check-out times at The Winning Post?
Check-in is at 15:00 and check-out is at 11:00.
75 photos
The Winning Post, Windsor
344US$
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Key details
About the Hotel
Winkfield Street,
Windsor,
United Kingdom,
Berkshire
- Close to Windsor Castle
Perfect
9.1
9.3
4.7
4.4
Dining Experience
The Winning Post provides daily food service from its renowned
Accommodations
All bedrooms in the main building have been transformed with new designs and bathrooms, now among the premium offerings in the Upham Inns collection. Guests will find comfort in rooms equipped with luxury Bramley cosmetics, Roberts DAB digital radios, and Smart TVs. The hotel offers
Location
Situated in the peaceful village of Winkfield, The Winning Post serves as an excellent base to explore the attractions of Berkshire. Guests can easily access the nearby Ascot and
Leisure Activities
The Winning Post promotes leisurely activities with walking routes that showcase the
Special Offers
The hotel provides a range of packages, including the
Highlights
Location: Peaceful village of Winkfield
Dining: Winning Post Pub & Dining
Accommodations: Premium in the Upham Inns collection
Packages: Leisurly Eat & Sleep offer
Must-do experiences
- Visit Windsor Castle for a glimpse into royal history.
- Stroll along the River Thames for breathtaking views.
- Try the traditional fish and chips at the Two Brewers.
- Explore the private gardens at Savill Garden, a local treasure.
- Discover artifacts at the Windsor & Royal Borough Museum.
View all
Select your room type
The Winning Post offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Deluxe Family Room
2 persons
175 sq. feet
1 King-size bed
Shower
Coffee machine
room details
Double or Twin Room
2 persons
130 sq. feet
1 King-size bed
Shower
Coffee machine
room details
Price and Room Availability Calendar
Check availability and prices for your dates now!
Facilities
The Winning Post offers amenities for your comfortable stay and unforgettable experiences
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
Dining at The Winning Post showcases the heart of British cuisine, welcoming guests to savor traditional dishes in a family-friendly setting. With options for breakfast, brunch, lunch, and dinner, the inviting atmosphere is complemented by a terrace and garden, making it an ideal spot for leisurely meals.
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
Landmark
Casey's Drive In
2500 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
Landmark
Ellie’s Beauty
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
Landmark
Top of the pots
1.9
mi
Landmark
Duke of Edinburgh Pub
2.0
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
blue_plaque
2.5
mi
Landmark
All Saints C of E Church
2.5
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
LEGOLAND Windsor Resort
10-minute drive
Themed land featuring rides, shows, and LEGO models. Ideal for families with thrill rides and interactive displays.
Church Of St Mary
11 minutes' walk
Historic church known for its beautiful architecture and peaceful atmosphere. Perfect for a serene visit.
Westmorland Park
30 minutes' walk
Family-friendly park featuring playgrounds and picnic areas. Ideal for relaxation or a fun day out.
The Winning Post
1 minute walking
Traditional British fare in a cozy pub atmosphere. Great for casual dining with local ingredients.
The White Hart
11 minutes' walk
Quaint pub known for its hearty meals and local ales. Reservations recommended for dinner.
Stirrups Bar & Restaurant
11 minutes' walk
Elegant dining with a varied menu, including vegetarian options. Ideal for a special night out.
Getting around
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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
Reviews and Ratings
Feedback about The Winning Post from previous guests about their experience.
Guest reviewsbased on 484 reviews
jackson from united kingdom
Single
double or twin room
4 nights in November 2025
|
Reviewed:February 13, 2026
9.5/10
fantastic stay!
clean roomspacious roomimmaculate bathroomhelpful staff
the room was very clean, spacious, and comfortable. the bathroom was immaculate. the restaurant provided perfect dining, and the food stood out with its quality. i found the staff to be really helpful and happy .
Service
9/10
the staff exhibited friendliness and helpfulness during my interactions. i appreciated their attentiveness to guest needs. i felt welcomed by the positive attitude.
Dining
10/10
the breakfast offered a wonderful choice of options, including a buffet. the food tasted excellent with a wide selection. the quality in the restaurant was excellent!
Location
9/10
i experienced a nice village atmosphere, allowing me to feel part of the community. its location proved convenient. the stay was comfortable due to the area's peacefulness.
Rooms
10/10
my room included a big bed that was comfortable! the room also included nice toiletries. i found the room spacious.
0 Helpful
|
Luna from Spain
Family with children
Double or Twin Room
3 nights in November 2025
|
Reviewed:February 03, 2026
6/10
underwhelming breakfast
clean roomunwelcoming staffdisappointing breakfast
The room was clean and hygienic.
Breakfast was REALLY disappointing. I had the 'full English' and it included only ONE sausage. The staff during breakfast seemed like they didn't care. There were no smiles.
0 Helpful
Arthur from United Kingdom
Single
double or twin room
3 nights in November 2025
|
Reviewed:February 01, 2026
6/10
acceptable stay with some issues
acceptable fooddated roomdirty railings
the food in the restaurant was acceptable.
the room felt dated. i found the paintwork in the common areas scratched and dirty. the outdoor railings also looked dirty and mouldy. this did not meet the standard i expected.
0 Helpful
Andrew from United Kingdom
Family with children
Double or Twin Room
3 nights in November 2025
|
Reviewed:January 30, 2026
9/10
outside seatingevening meal
The ground floor room offered outside seating. Breakfast and the evening meal were VERY good. Excellent service complemented a good ambiance.
The taps in the sink dripped. I could hear them in the bedroom.
0 Helpful
sophia from united kingdom
Family with children
double or twin room
4 nights in October 2025
|
Reviewed:January 11, 2026
6/10
underwhelming stay
musty smellpoor soundproofing
The room had a distinct musty smell , and the decor felt quite outdated. i found some stains on the carpet , which wasn't very appealing. also , the soundproofing was poor . I could hear conversations and noise from neighboring rooms quite clearly. this made it difficult to relax and get a good night's sleep.
0 Helpful
Rob from United Kingdom
Family with children
Double or Twin Room
3 nights in November 2025
|
Reviewed:November 27, 2025
9.3/10
Excellent Stay
helpful staffthoughtful extrasslippery steps
The staff was friendly and helpful. The room included several drink options and thoughtful extras. I was pleased with the comfortable room and available amenities. I found the breakfast excellent with many options.
The outside steps to my room were steep. I found them slippery due to puddles. I would have preferred a ground floor room.
Dining
10/10
The restaurant offered a superb breakfast. The breakfast included a wide variety of choices and fresh ingredients. I especially appreciated the quality of the cooked breakfast options available.
Facilities
9/10
Parking was convenient and easily accessible. The pub had a warm and friendly atmosphere during the evening. I noted the presence of a garden for residents, well kept and quiet.
Rooms
9/10
The room featured a very comfortable bed. It had comfy pillows. The room was very clean. The bathroom facilities were also great. They were very clean.
0 Helpful
|
sebastian from germany
Single
double or twin room
3 nights in August 2025
|
Reviewed:October 01, 2025
9.2/10
Really good Rooms and Cuisine
beautiful decorationfresh bedlinenhelpful staffnoisy door
The rooms had beautiful decoration with attention to detail. the bed linen was fresh. It felt clean and plumped. the staff was helpful and offered to deliver my meal to my room (when the pub and restaurant was full).
i noticed some cobwebs in the room, and the door mechanism made quite a bit of noise as other guests came and went.
Service
9/10
staff members were very helpful and made sure my meal was delivered promptly to my room. the service was efficient and thoughtful. i appreciated the attention to detail.
Rooms
9/10
the room was beautifully decorated. every detail seemed well thought out. the bed linen was fresh, and a superbly appointed shower room added to the experience.
Facilities
9/10
tea and coffee making facilities were available. there was also a superbly appointed shower room. the facilities were well kept and convenient.
Dining
10/10
the cuisine was excellent (especially considering the pub's popularity). my meal was delivered to my room. the breakfast in the morning was also delicious.
Location
9/10
the location provided separation from the pub area. this ensured a quiet and relaxing experience. there was a little bit of outdoor garden space too.
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.
Is there parking available at The Winning Post?
Free on-site parking is available for guests.
What amenities are included in the rooms at The Winning Post?
Rooms include a flat-screen TV, Roberts DAB radio, Nespresso coffee machine, and free toiletries.
What dining options are available at The Winning Post?
The hotel features an on-site restaurant offering locally sourced modern British cuisine.
Does The Winning Post offer complimentary Wi-Fi?
Yes, free Wi-Fi is available throughout the property.
Are pets allowed at The Winning Post?
Pets are allowed with possible charges.
What nearby attractions are accessible from The Winning Post?
Nearby attractions include Ascot Racecourse (8 km) and Legoland (10 km).
Is there a bar at The Winning Post?
Yes, the hotel has a bar offering a selection of ales, fine wines, and seasonal cocktails.
What breakfast options are provided at The Winning Post?
Breakfast includes a choice of cooked items as well as a range of continental selections.
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