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Windsor
The Winning Post
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The Winning Post Windsor Amenities photoThe Winning Post Windsor Exterior photoThe Winning Post Windsor Interior photo

The Winning Post - 4-Star Hotel in Windsor

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up to 10% cheaper
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Check rooms and rates
From$202 /night
Check-in
30May
Check-out
31May
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

Winkfield Street, Windsor, true
-
Near Windsor Castle
Perfect
9.1
9.3
/10
4.8
4.4
/5

Loved by The Winning Post guests

Lovely food
Friendly staff
Beautifully designed
Comfortable beds
Plentiful breakfast
"The food was absolutely delicious as was the breakfast that followed in the morning."
perryf35 from United Kingdom
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"We had to eat early as the place was booked out for the party but they squeezed us in and served the best mussels I think I've ever had."
Pippa F from United Kingdom
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"Had the Roast Beef option, and have to say what a cracking Roast dinner it was..it was delicious, and fell to pieces when cut."
Peter H from United Kingdom
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"The bedroom itself was very clean and spacious and had everything you could need right down to a hairdryer, iron and ironing board."
Tina T from United Kingdom
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"The room was very nice ; clean and stylish with some nice touches like a phone charger, radio and iron and ironing board."
Amanda from United Kingdom
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Accommodation

The Winning Post has 13 individually decorated ensuite rooms that have been fully refurbished. Each room includes a flat-screen TV, Roberts DAB radio, and Nespresso coffee machine. Rooms are located in a separate building at the back of the pub, overlooking a small garden or green fields.

Dining

The on-site restaurant serves a modern British menu focused on locally sourced seasonal produce. Guests can book a unique dining experience in the heated outdoor teepee. Breakfast offers a choice from the menu of cooked breakfasts plus continental items, inclusive juice, and hot beverages.

Location

The hotel is set in the village of Winkfield, Berkshire, a 15-minute drive from historic Windsor. Ascot Racecourse is a 10-minute drive away, and Legoland is also within easy reach. Free private parking is available on site, with Heathrow Airport a 25-minute drive away.

Pet-Friendly

The Winning Post offers pet-friendly accommodations with special dog packages that include a dog bed, water and food dish, and treats. Dogs are allowed in the pub and restaurant areas. The property has a large outdoor seating area and garden terraces for guests with pets.

Unique Experiences

The 18th-century pub features original character elements and relaxed garden terraces. A heated outdoor teepee provides a distinctive dining setup separate from the main restaurant. The bar offers a selection of ales, fine wines, and seasonal cocktails alongside the locally sourced menu.

Highlights

Accommodation: 13 individually decorated, refurbished ensuite rooms

Dining: Heated outdoor teepee & modern British menu with local produce

Location: 15 min to Windsor, 10 min to Ascot Racecourse, 25 min to Heathrow

Pet-Friendly: Dog packages with bed, bowls, and treats

Parking: Free private on-site parking

Proximity: 5 miles from M4 motorway

“The Winning Post presents a sophisticated country pub experience, with thoughtfully decorated rooms that feel both luxurious and comfortably appointed. Its culinary offerings, from bar snacks to fine dining, are consistently excellent, complemented by a genuinely warm and attentive service that makes a stay feel remarkably well-considered.”
Hotel logo
James DavidEditor-in-Chief at 4shotels

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
16 m²
1 King-size bed
Heating
Coffee machine
room details
Double or Twin Room
2 persons
12 m²
1 King-size bed
Heating
Coffee machine
room details

Price and Room Availability Calendar

Check availability and prices for your dates now!
May 2026 - May 2027
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Check-in/ Check-out

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
Show more

Dining Onsite

At The Winning Post, culinary delights await within a family-friendly atmosphere infused with traditional British charm. Enjoy a diverse menu that caters to all dietary needs, complemented by a lovely terrace and garden for al fresco dining.
The Winning Post Windsor Restaurant photo
The Winning Post Windsor Restaurant photo
The Winning Post Windsor Restaurant photo

The Winning Post

Traditional British
Ambiance
A cozy, family-friendly environment with both indoor seating and a picturesque terrace overlooking a delightful garden.
Key Offerings
Signature dishes include hearty British classics, with options for vegetarian, vegan, gluten-free, and dairy-free dietary preferences. Indulge in afternoon high tea or savor crafted cocktails at the bar.
Reservation
Recommended for high tea and dinner.
Open daily for breakfast, brunch, lunch, dinner, and high tea.

The Winning Post Location

Winkfield Street, Windsor, true
Explore Windsor
Local Experiences
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
LEGOLAND Windsor Resort
45 minutes walking, 10 minutes driving
A captivating theme park featuring LEGO-themed rides, attractions, and play areas for the entire family.
Church Of St Mary
11 minutes' walk
A historic church known for its stunning architecture and charming community events throughout the year.
Royal County Of Berks Polo Club
25 minutes walking, 5 minutes driving
Home to some thrilling polo tournaments and events, perfect for both enthusiasts and newcomers.
Windsor Great Park
30 minutes walking, 10 minutes driving
A sprawling park with scenic trails, historical structures, and a beautiful deer park ideal for peaceful strolls.
Discover the local attractions near The Winning Post
Wander through nearby landmarks that offer unique experiences near The Winning Post
Ideal for outdoor activities: Calfridus Way Playing Field
Perfect for a hands-on nature experience: Willow Court Farm & Poultry
Well suited for historical explorations: Dorney Court
Great for family-friendly amusement: Miniland
Best for thrilling attractions and entertainment: LEGOLAND Windsor Resort
Suited for retail therapy: Princess Square Bracknell Shopping Centre
Works well for leisurely walks: Westmorland Park
Ideal for adventurous underwater exploration: Atlantis Submarine Voyage
Perfect for fun and interactive games: Laser Raiders
Great for exciting water rides: Vikings' River Splash
Polo Matches
5 minutes driving
Exciting polo matches at the Royal County Of Berks Polo Club, with events hosted during the season.
Yoga at Windsor Great Park
10 minutes driving
Relaxing yoga sessions amidst nature at Windsor Great Park, available seasonally for wellness seekers.
The Winning Post
1 minute walking
A lively pub offering classic British dishes and local beers with a warm and inviting atmosphere.
Stirrups Bar & Restaurant
11 minutes' walk
A family-friendly eatery serving seasonal, locally sourced cuisine in a cozy and relaxed setting.
Local Live Music Venues
10 minutes driving
Various venues hosting live music events, from jazz nights to local bands, creating a vibrant nightlife.
Royal Windsor Theatre
10 minutes driving
An iconic theatre featuring a range of productions, from plays to musicals, suitable for all ages.
Getting around
  • City Centre
    Windsor 12 min  ·  7.5 km
  • Airports
    London Heathrow (LHR) 40 min  ·  26.4 km
    London City (LCY) 93 min  ·  61.7 km
  • Train
    Windsor & Eton Central Railway Station 12 min  ·  7.8 km
    Windsor & Eton Riverside Railway Station 13 min  ·  8.1 km
  • Bus
    Bus stop 8 min  ·  600 m
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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 the entire hotel 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 484 verified reviews
8.8 /10
Great
90 %
Recommend
Breakfast
8.6/10
Cleanliness
9.4/10
Comfort
9.5/10
Facilities
9.2/10
Free WiFi
7.9/10
Location
9.4/10
Paid Wi-Fi
7.9/10
Staff
9.4/10
Value for money
9.1/10
Pros
Comfortable rooms
Quality food
Attentive staff
Rural location
Pub atmosphere
Cons
Dated bathrooms
Slippery steps
Limited breakfast
Guest reviews
based on 829 reviews
9.1/10
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
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FAQs
About The Winning Post
What is the distance from The Winning Post to Windsor Castle?
The hotel is located 12 km from Windsor Castle.
How far is The Winning Post from Heathrow Airport?
Heathrow Airport is 30 km away from the hotel.
What amenities are included in the rooms at The Winning Post?
Rooms feature a flat-screen TV, Roberts DAB radio, Nespresso coffee machine, fridge, and complimentary toiletries.
Is there Wi-Fi available at The Winning Post?
Free Wi-Fi is provided throughout the property.
What dining options are available at The Winning Post?
The hotel has an on-site restaurant serving locally sourced dishes and a bar offering seasonal cocktails.
What is the check-in and check-out policy at The Winning Post?
Check-in is at 15:00 and check-out is by 11:00.
Does The Winning Post offer on-site parking?
Free private parking is available on-site for guests.
What breakfast options are offered at The Winning Post?
The hotel offers a menu of cooked breakfasts along with a range of continental items, juice, and hot beverages.
Is there an opportunity for outdoor relaxation at The Winning Post?
Guests can enjoy the hotel's garden areas and terrace for outdoor relaxation.
Are there any attractions close to The Winning Post?
Nearby attractions include Legoland, which is 9 km away, and Ascot Racecourse, approximately 10 minutes by car.

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Check-in
30May
Check-out
31May
Rooms and Guests2 Guests, 1 Room
  • Overview
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  • Price calendar
  • Facilities
  • Location
  • Reviews