The Winning Post Windsor Amenities photoThe Winning Post Windsor Exterior photoThe Winning Post Windsor Interior photo
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Check rooms and rates
From256US$ /night
Check-in
17Apr2026Select date
Check-out
18Apr2026Select 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
4.7
4.4
/5

Situated 4.4 km from the lively theme park "LEGOLAND Windsor Resort", the 4-star The Winning Post Windsor hotel offers a meeting room with a range of business amenities. The inn features both Wi-Fi in public areas and free private parking on site.

Location

Land Of The Vikings stands about 10 minutes' drive away, and Church Of St Peter is approximately 15 minutes by car from this Windsor hotel.

The Winning Post is 13 km from Datchet train station.

Rooms

The property has 12 rooms, comprising a seating area. A flat-screen TV with satellite channels, along with coffee/tea making equipment, are offered. Bathrooms, fitted with a separate toilet and a shower, also provide guests with a hairdryer and bath sheets.

Eat & Drink

There is a lounge bar onsite. It also treats guests to seasonal cocktails. The Winning Post with British cuisine is located nearly 5 minutes' walk away.

“This historic pub offers a memorable stay near Windsor's main attractions. The refurbished rooms and the heated outdoor teepee are standout features. While some may find the service charge a bit much, the emphasis on locally sourced food and pet-friendly accommodations are definite wins.”
Hotel logo
James DavidEditor-in-Chief at Dogfriendly-hotels
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Select your room type

The hotel provides many room choices—family rooms, doubles, and pet-friendly suites—with breakfast, free cancellation, and special offers
Deluxe Family Room
2 persons
16 m² 
1 King-size bed
Shower
Coffee machine
Double or Twin Room
2 persons
12 m² 
1 King-size bed
Shower
Coffee machine

Rates & availability calendar

See current prices and availability for your chosen dates!

Facilities

Hotels feature amenities designed to keep both you and your pet comfortable
Facilities: Perfect
9.1/10Review 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

The Winning Post offers a delightful array of British cuisine in a welcoming, family-friendly atmosphere. With options for every dietary need, guests can savor traditional favorites while enjoying the picturesque terrace and lush garden surroundings.
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 and traditional, featuring a charming terrace and a serene garden setting.
Key Offerings
Options include vegetarian, vegan, gluten-free, and dairy-free meals. Enjoy breakfast, brunch, lunch, dinner, and high tea experiences throughout the day.
Reservation
Recommended, especially during peak hours.
Open Monday to Saturday from 8:00 AM to 9:30 PM, and Sunday from 8:00 AM to 8:00 PM.

Hotel location

Winkfield Street, Windsor, United Kingdom
Map view
Winkfield Street, Windsor, United Kingdom
Nearby
Church
Church Of St Mary
840 m
Church
St Marys Church Winkfield
900 m
Restaurants
The Winning Post
0 m
Winkfield Street
The White Hart
830 m
Church Road
Stirrups Bar & Restaurant
880 m
Maidens Green Stirrups Hotel
Explore Windsor
Explore Windsor's Best
Top Attractions
Activities
Dining
Entertainment
LEGOLAND Windsor Resort
LEGOLAND Windsor Resort
10-minute drive
A themed park featuring LEGO rides, attractions, and live shows. Perfect for families with kids.
Church Of St Mary
Church Of St Mary
11 minutes' walk
A beautiful historic church known for its architecture and serene atmosphere, offering a glimpse into local history.
Royal County Of Berks Polo Club
5-minute drive
Home to thrilling polo matches; guests can enjoy tournament days or casual matches with a lively atmosphere.
Windsor Great Park
10-minute drive
Expansive parkland featuring gardens and walking paths, ideal for leisurely strolls and picnics in nature.
Polo Matches
5-minute drive
Attend riveting polo events featuring elite players. Check schedules for match days.
Tally Ho Stables
20 minutes' walk
Offers equestrian lessons and trails. Perfect for both beginners and experienced riders looking for relaxation.
The Winning Post
The Winning Post
1 minute' walk
Charming pub with a cozy atmosphere, serving classic British cuisine with a twist. Reservations recommended.
The White Hart
The White Hart
11 minutes' walk
A casual restaurant offering hearty British dishes in a relaxed setting, making it great for families.
Carnation Hall
5-minute drive
Hosts various community events including concerts and performances, great for all ages.
Mill Ride Golf Club
10-minute drive
A scenic golf course providing a challenge for golfers of all levels, featuring a clubhouse and dining options.
Local transport and travel tips
City Centre
Windsor12 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 Station12 min  ·  7.8 km
Windsor & Eton Riverside Railway Station13 min  ·  8.1 km
Bus
Bus stop8 min  ·  600 m
Want access to early-bird pet-friendly hotel deals?
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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 summary
Based on recent reviews
Powered by AI
Guests consistently praise the Winning Post's comfortable and spacious rooms, some noting garden views, though others have mentioned that some garden views overlook the parking area. The pub's atmosphere is frequently described as nice and welcoming, and many appreciate the convenient location near Windsor, Eton, Ascot, and Legoland. Breakfast is often highlighted as excellent and generous, while dinner receives positive feedback for its quality, although some found it not quite cheap.
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Review score
Based on 395 verified reviews
8.8/10
Great
91%
Recommend
Cleanliness
9.4/10
Comfort
9.4/10
Free Wi-Fi
7.9/10
Paid Wi-Fi
7.9/10
Pros
Private entrance
Fantastic staff
Great food
Large bathroom
Cons
Dog poo
Broken holder
No seating
Intermittent WiFi
Guest reviews
based on 850 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
FAQs
About The Winning Post
What is the check-in and check-out policy at The Winning Post?
Check-in is at 15:00 and check-out is at 11:00.
Is parking available at The Winning Post?
Free private parking is available on-site.
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 premises host a restaurant that serves a modern British menu and features a bar offering seasonal cocktails.
What amenities are included in the rooms at The Winning Post?
Rooms include a flat-screen TV, Nespresso coffee machine, Roberts DAB radio, free Wi-Fi, and complimentary toiletries.
Are there any outdoor facilities at The Winning Post?
The hotel features a garden and relaxed terraces for outdoor leisure.
What attractions are near The Winning Post?
Nearby attractions include Legoland (10 km) and Ascot Racecourse (8 km).
Does The Winning Post offer breakfast options?
Breakfast includes a choice of cooked dishes and continental items, along with juice and hot beverages.
Is free Wi-Fi available at The Winning Post?
Free Wi-Fi is available throughout the property.
What is the closest airport to The Winning Post?
London Heathrow Airport is located 30 km from the hotel.

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Check-in
17Apr2026Select date
Check-out
18Apr2026Select date
Rooms and Guests2 Guests, 1 Room