The Winning Post Windsor Amenities photoThe Winning Post Windsor Exterior photoThe Winning Post Windsor Interior photo
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Check rooms and rates
From296US$ /night
Check-in
27Apr2026Select date
Check-out
28Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

Winkfield Street, Windsor, United Kingdom
-
Near Windsor Castle
Perfect
9.1
9.3
/10
4.7
4.4
/5

Located only 11 minutes' walk from Church Of St Mary, the 4-star The Winning Post Windsor hotel features Wi-Fi in public areas and a free private car park on site.

Location

The inn is perfectly situated 4.3 km from the lively theme park "LEGOLAND Windsor Resort". This Windsor hotel offers proximity to natural sights like the historical Lily Hill Park (3.7 km) and Coral Reef Waterworld (7 km).

The nearby notable religious buildings include St Marys Church Winkfield, a short way from the Winning Post Windsor.

The accommodation lies near a train station for the tourists to begin exploring Windsor.

Rooms

The rooms comprise a sitting area complete with an iron, as well as a flat-screen TV with satellite channels. They are appointed with a writing desk, and also feature coffee and tea makers. The bathroom features a separate toilet and a shower, along with hairdryers and towels.

Eat & Drink

At the onsite garden bar guests will find a host of seasonal cocktails on the menu. The bar area includes a lounge. Oaktree Potting Shed Cafe is located next to The Winning Post hotel and serves British dishes, merely 12 minutes' walk away.

Leisure & Business

Active guests will also like winery tours arranged by the hotel.

“This countryside inn, more than just a place to stay, has clearly cultivated a strong community connection. The individually decorated rooms offer comfort, especially with the large comfy beds, and the excellent breakfast truly caps off the experience. Its location near Windsor and the on-site pub, complete with a cozy fireplace, add to its appeal, making it a place I'd recommend without hesitation.”
Hotel logo
Emily RoseEditor-in-Chief at Luxuryhotels
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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 and 1 Sofa bed
Shower
Coffee machine
Double or Twin Room
2 persons
130 sq. feet 
1 King-size bed
Shower
Coffee machine

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
Facilities: Perfect
9.2/10Review score

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 indulge in the flavors of British cuisine with a modern twist. The dining experience is complemented by a family-friendly atmosphere, perfect for all meal occasions, from leisurely breakfasts to delightful high teas in a scenic garden setting.
The Winning Post Windsor Restaurant photo
The Winning Post Windsor Restaurant photo
The Winning Post Windsor Restaurant photo

The Winning Post

British
Ambiance
Family-friendly with a traditional touch, featuring a cozy interior and charming outdoor terrace
Key Offerings
A diverse menu that caters to vegetarian, vegan, gluten-free, and dairy-free diets, along with high tea and classic British favorites
Reservation
Not needed
Monday to Saturday: 08:00 - 21:30; Sunday: 08:00 - 20:00

The Winning Post Location

Winkfield Street, Windsor, United Kingdom
Map view
Winkfield Street, Windsor, United Kingdom
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
Explore Windsor's Delights
Top Attractions
Activities
Dining
Entertainment
LEGOLAND Windsor Resort
45 minutes' walk
LEGOLAND, a family-friendly theme park, features rides and attractions themed around the beloved LEGO bricks.
Church Of St Mary
11 minutes' walk
The historic Church of St Mary boasts stunning architecture and beautiful stained glass windows, perfect for a quiet visit.
Royal County Of Berks Polo Club
25 minutes' walk
This polo club offers matches and events, showcasing thrilling polo games in picturesque settings, ideal for sports fans.
Windsor Great Park
30 minutes' walk
Windsor Great Park features expansive gardens and scenic walking paths, providing a serene escape near Windsor Castle.
Discover the local attractions near The Winning Post
Visit the notable attractions near The Winning Post that offer a variety of experiences for different interests.
Ideal for families seeking fun and adventure: LEGOLAND Windsor Resort
Perfect for history enthusiasts interested in stunning architecture: Dorney Court
Great for festive experiences and family memories: Lapland UK
Suited for active groups looking for excitement and challenge: Laser Raiders
Well suited for travelers needing convenient parking access: Frost Folly Car Park
Horse Riding at Tally Ho Stables
20 minutes' walk
Tally Ho Stables offers horse riding lessons and trails for all levels, ideal for those looking for an outdoor adventure.
Yoga at Wellness Centre
5-minute drive
The local wellness centre features yoga classes to help you relax and unwind, with sessions suitable for all skill levels.
The Winning Post
1-minute walk
A cozy pub offering classic British cuisine with a modern twist, perfect for a casual meal or a relaxing drink.
Stirrups Bar & Restaurant
11 minutes' walk
Enjoy a warm atmosphere and diverse menu featuring international dishes, ideal for a family dinner or special occasion.
Carnation Hall
25 minutes' walk
Carnation Hall hosts local events and performances, providing a venue for community gatherings and live entertainment.
Windsor Hockey Club
30 minutes' walk
Catch a thrilling hockey match at Windsor Hockey Club, beloved by locals for its energetic games and community spirit.
Getting around
City Centre
Windsor12 min  ·  4.7 mi
Airports
London Heathrow (LHR)40 min  ·  16.4 mi
London City (LCY)93 min  ·  38.3 mi
Train
Windsor & Eton Central Railway Station12 min  ·  4.8 mi
Windsor & Eton Riverside Railway Station13 min  ·  5.0 mi
Bus
Bus stop8 min  ·  2000 ft
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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
Property is also known as
the winning post hotel
the winning post berkshire
winning post
the winning post ascot
sl4 4sw

Reviews and Ratings

Feedback about The Winning Post from previous guests about their experience.
Review summary
Based on recent reviews
Powered by AI
Guests consistently praise the delicious food served both in the bar and at breakfast, with the breakfast noted for its wide selection. The rooms are beautifully designed, often described as spacious and comfortable, some offering garden views, though a few guests have mentioned overlooking the car park. Convenient amenities include bedside chargers, and some appreciate the availability of real milk in the fridge. Its location is perfect for visiting Windsor, Ascot and Legoland.
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Review score
Based on 396 verified reviews
8.8/10
Great
91%
Recommend
Comfort
9.5/10
Cleanliness
9.4/10
Free Wi-Fi
7.9/10
Paid Wi-Fi
7.9/10
Pros
Comfortable room
Cute staff
Excellent food
Great location
Cons
Noisy doors
Disappointing breakfast
Guest reviews
based on 396 reviews
8.8/10
based on 848 reviews
9.1/10
Jennifer from United Kingdom
double or twin room
3 nights in November 2025
|
Reviewed:January 30, 2026
9/10

a lovely, restful getaway

delicious mealcomfy choices
i found the evening meal at the bar delicious. the breakfast had so many choices i was very pleased!
0 Helpful
Isabella from Italy
Couple
Double or Twin Room
3 nights in November 2025
|
Reviewed:December 25, 2025
9.3/10

Serene Stay Near the City

bedside chargerreal milkquality ingredientshelpful staff
The room included a bedside charger for convenience , and real milk in the fridge was a thoughtful touch. The pillows allowed me to have the best sleep. I appreciated the restaurant with its good prices and high-quality ingredients. The staff was helpful and attentive.
I noticed stiff water taps , which detracted slightly from the overall experience.
Facilities
9/10
The hotel features a vibrant bar, visited by both locals and visitors , creating a lively atmosphere. There is also a restaurant with an exceptional menu and produce , perfect for dinner and breakfast , adding to the overall experience. A car park is also available.
Service
10/10
The customer service was great , providing a welcoming and helpful atmosphere for all guests. The staff demonstrated attentiveness to the needs of guests , enhancing the stay with their friendly and professional approach. They were all very helpful and efficient.
Location
9/10
The location offers a perfect mix of quiet serenity. It has good links to major amenities , including a short taxi ride to nearby attractions , making it convenient. This provides a peaceful retreat while still being accessible.
0 Helpful
|
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layla from united kingdom
Single
double or twin room
3 nights in November 2025
|
Reviewed:December 04, 2025
9.3/10

charming overnight stay

fantastic foodfriendly staffcomfortable bedstiff tap
the food tasted fantastic. the staff seemed friendly and professional. i found the room really comfortable with a lovely bed. i will consider visiting again next year.
i noticed lots of cobwebs and dust. the water taps felt stiff. i also saw loose door handles, which needs fixing.
Dining
9/10
the evening meal tasted delicious; breakfast provided a good choice. i noticed continental options and a full english breakfast being available!.
Rooms
9/10
the room presented well with excellent comfort! the bed was comfy. the bathroom included a bathtub. i appreciated the private parking.
Service
10/10
the staff were attentive and always friendly! i was pleased with the service provided. they appeared professional and helpful.
Location
9/10
the hotel seemed conveniently located near several key attractions. it offered easy access to sites! i noticed ample parking space available.
0 Helpful
|
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Sophia from United Kingdom
Family with children
Double or Twin Room
3 nights in August 2025
|
Reviewed:September 14, 2025
9.5/10

Really good Stay

varied choicesfriendly staffspacious room
The breakfast included several choices. The staff was attentive. My room was spacious and well-kept. I appreciated the convenient parking available to all guests.
The bathroom extractor fan made a slight noise.
Facilities
9/10
The premises include a well-maintained garden. Guests can access complimentary high-speed internet throughout the building. The hotel also offers on-site parking, and spaces are readily available for guests, adding to the convenience of the stay.
Dining
10/10
The pub offers meals prepared with local produce. A wide range of breakfast options are available each morning. The restaurant provides a welcoming atmosphere for guests, and it enhances the overall dining experience
0 Helpful
|
Show more
FAQs
About The Winning Post
What are the check-in and check-out times at The Winning Post?
Check-in is at 15:00 and check-out is by 11:00.
Is parking available at The Winning Post?
Free private parking is available on-site.
What famous attractions are located near The Winning Post?
Windsor Castle is 12 km away, and Legoland is 8 km away.
What amenities can guests expect in the rooms at The Winning Post?
Rooms include a flat-screen TV, espresso maker, Roberts DAB radio, hairdryer, and complimentary toiletries.
Does The Winning Post offer breakfast, and what does it include?
Breakfast includes a choice of cooked breakfast items, continental options, juice, and hot beverages.
What dining options does The Winning Post provide?
The property features a restaurant that serves locally sourced seasonal produce and a bar offering ales and cocktails.
How far is The Winning Post from London Heathrow Airport?
London Heathrow Airport is approximately 30 km away, which takes around 23 minutes by car.
What recreational areas are near The Winning Post?
Black Park Country Park and Langley Park are nearby, showcasing the area's natural beauty.
What kind of views do the rooms at The Winning Post offer?
All rooms provide pleasant garden views.
Are there any special dining features at The Winning Post?
The restaurant has a heated outdoor teepee for unique dining experiences.
Does The Winning Post have a bar or lounge area?
Yes, there is an on-site bar that offers seasonal cocktails and a relaxed atmosphere.

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Check-in
27Apr2026Select date
Check-out
28Apr2026Select date
Rooms and Guests2 Guests, 1 Room