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From171US$ /night
Check-in
10Mar2026Select date
Check-out
11Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

Winkfield Street, Windsor, United Kingdom
-
Close to Windsor Castle
Perfect
9.0
9.3
/10
4.1
4.4
/5

Dining

The Winning Post features an 18th-century pub known for serving food all day. Guests can enjoy classic British dishes made from fresh seasonal produce sourced from local suppliers. For special occasions, the restaurant space is available for private dining arrangements.

Rooms

All 10 bedrooms in the main building have undergone significant renovations, upgrading them to premium quality within the Upham Inns collection. Each room includes a Smart TV, Roberts DAB digital radio, and luxury Bramley cosmetics in the newly designed en-suite bathrooms. Selected rooms provide access to private outdoor terraces, accommodating extra beds upon request.

Location

Situated in the tranquil village of Winkfield, The Winning Post offers proximity to key attractions like Ascot and Windsor. The hotel serves as an ideal base for guests looking to visit Royal Windsor Racecourse or engage in polo events at the nearby Royal County of Berkshire Polo Club. Families can explore attractions like Legoland and Thorpe Park, both within a short distance.

Pet-Friendly Amenities

The Winning Post provides special packages for dog-friendly stays, accommodating up to two dogs per room. Guests can expect thoughtful touches for their pets, including beds, blankets, bowls, and a welcome box of treats. A fee of £20 per pet, per night, allows families to enjoy their time together, including their furry companions.

Highlights

Location: Peaceful village in Winkfield, close to Ascot and Windsor .

Dining: Classic British cuisine using local ingredients .

Rooms: Premium refurbished rooms with luxury amenities .

Pet-Friendly: Special packages for overnight dog stays .

Must-do experiences

  • Stroll through the beautiful Windsor Great Park for stunning views.
  • Visit the Windsor Royal Shopping Centre for unique local finds.
  • Savor a traditional Sunday roast at The Duchess of Cambridge pub.
  • Explore the hidden gem of The Windsor & Royal Borough Museum.
  • Catch a performance at the Theatre Royal for local cultural flair.
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
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: Great
8.9/10Review 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
Show more

Dining Onsite

The Winning Post offers a delightful blend of traditional British fare in a warm and welcoming atmosphere. With options to cater to various dietary needs and charming communal spaces, it invites guests to enjoy heartwarming meals throughout the day.
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, traditional setting with a terrace and garden for outdoor dining
Key Offerings
A diverse menu featuring vegetarian, vegan, gluten-free, and dairy-free options available for breakfast, brunch, lunch, dinner, and high tea.
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
Local Highlights
Top Attractions
Activities
Dining
Entertainment
LEGOLAND Windsor Resort
10-minute drive
Family-friendly theme park featuring rides, attractions, and models made from LEGO bricks. Perfect for a day of fun.
Church Of St Mary
11 minutes' walk
Beautiful historic church with stunning architecture. Offers a peaceful atmosphere and is ideal for quiet reflection.
Royal County Of Berks Polo Club
5-minute drive
Visit this prestigious polo club for exciting matches and events. Experience the elegance of this traditional sport.
Polo Matches
5-minute drive
Attend thrilling polo matches at the Royal County Of Berks Polo Club. Seasonal events appealing to all ages.
Tally Ho Stables Riding
20 minutes' walk
Enjoy scenic horse riding trails through countryside. Suitable for beginners with rental services available.
The Winning Post
1 minute walking
Charming gastropub offering seasonal dishes and local beers. Family-friendly with a cozy atmosphere.
Stirrups Bar & Restaurant
11 minutes' walk
Contemporary dining with a varied menu. Renowned for its stylish setting and delicious farm-to-table options.
Carnation Hall
5-minute drive
Venue for community events, including music and theater. Great for family-friendly shows and local performances.
Windsor Great Park
10-minute drive
Expansive park featuring walking trails and scenic views. Ideal for picnics and outdoor gatherings.
Getting around
City Centre
Windsor12 min  ·  4.7 mi
Airports
London Heathrow Airport (LHR)40 min  ·  16.4 mi
London City Airport (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

Reviews and Ratings

Feedback about The Winning Post from previous guests about their experience.
Review score
Based on 386 verified reviews
8.8/10
Great
91%
Recommend
Breakfast
9.0/10
Cleanliness
9.0/10
Comfort
9.1/10
Facilities
8.9/10
Free Wi-Fi
8.2/10
Location
9.1/10
Paid Wi-Fi
7.9/10
Staff
9.1/10
Value for money
8.6/10
Guest reviews
based on 862 reviews
9.0/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
Questions of the users
About The Winning Post
What options are available for breakfast during a stay?
10 February 2024
A range of cooked breakfasts can be pre-booked or selected on the day of service.
Is there a fee for bringing a pet along?
15 March 2024
An additional charge of £20 per pet applies, but complimentary pet amenities like beds and treats are provided.
Are there interconnecting rooms available for families?
25 March 2024
Certain interconnecting rooms are available for families or groups needing additional space.
How close is the hotel to Heathrow Airport?
5 April 2024
Heathrow Airport is approximately 30 minutes away by car.
What is the closest train station to the hotel?
12 May 2024
Ascot train station is the nearest transport link for visitors.
Can meals be ordered at any time at the on-site restaurant?
20 June 2024
All-day dining is available, with the kitchen closing at 21:30.
Do you support early check-in or late check-out for guests?
8 July 2024
Bedrooms are typically available from 15:00, with check-out by 11:00, but early arrivals can use hotel facilities while rooms are prepared.
What dining options are available for group events?
22 August 2024
The restaurant space can be privately booked for gatherings, in addition to enjoying a classic dining experience in the pub area.
Is there access to Wi-Fi throughout the hotel?
15 September 2024
Complimentary Wi-Fi is available throughout the establishment for all guests.
What are the dining options for children during a stay?
28 October 2024
A children's menu is available, ensuring options for younger guests.

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