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

The Winning Post in Windsor, England

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From$176 /night
Check-in
12Sept
Check-out
13Sept
Rooms and Guests2 Guests, 1 Room
Key details

About the Property

Winkfield Street, Windsor
-
Close to Windsor Castle
Perfect
9.2
9.3
/10
4.8
4.4
/5

18th-century village inn with a heated outdoor teepee, near Windsor Castle and Ascot

Dining & Entertainment

The Winning Post offers a heated outdoor teepee for dining, set apart from the main pub building. The on-site restaurant serves a modern British menu built around locally sourced seasonal produce. A rustic bar stocks a selection of ales, fine wines, and seasonal cocktails.

Rooms & Accommodations

Each of the 12 rooms is individually decorated and has been fully refurbished. All ensuite rooms include a flat-screen TV, Roberts DAB radio with Spotify connectivity, a Nespresso coffee machine, and a Dyson fan. Certain rooms offer direct access to a private garden terrace.

Pet-Friendly Amenities

The hotel provides pet-friendly accommodations with designated rooms and dog packages that include a dog bed, food and water bowls, and treats. Outdoor garden areas and terraces allow guests to walk their dogs on-site. Pet bowls are available for use during the stay.

Location & Accessibility

The Winning Post is a 15-minute drive from Windsor and a 10-minute drive from Ascot Racecourse. Legoland Windsor and Windsor Castle are also within a 15-minute radius. Heathrow Airport is 25 minutes away by car, and the M4 motorway is 5 miles from the property.

Breakfast & Dietary Options

Breakfast includes a menu of cooked options plus a range of continental items with juice and hot beverages. Vegetarian and gluten-free breakfast choices are available on request. The breakfast service starts at 8:00 AM and is served in the pub dining area.

Highlights

Dining: Heated outdoor teepee with locally sourced British menu

Rooms: Individually decorated ensuite rooms with Nespresso and Dyson fan

Pet Policy: Dog packages with bed, bowls, and treats

Location: 10 min from Ascot Racecourse, 15 min from Windsor Castle

Breakfast: Cooked-to-order options including vegetarian and gluten-free

Property: 18th-century pub with original features and garden terraces

Must-do experiences

  • Visit Windsor Castle and explore the beautiful State Apartments.
  • Stroll through the picturesque Windsor Great Park at sunrise.
  • Enjoy afternoon tea at The Castle Hotel for a royal treat.
  • Discover hidden art at the Windsor & Royal Borough Museum.
  • Try the famous Windsor sausage rolls at the Crooked House.

Select your room type

The Winning Post features a range of room types across England, from double and family rooms to suites, with breakfast, free cancellation, and special offers included
Deluxe Family Room
2 persons
16 m²
1 King-size bed and 1 Sofa bed
Heating
Coffee machine
Double or Twin Room
2 persons
12 m²
1 King-size bed
Heating
Coffee machine

Price and Room Availability Calendar

Check availability and prices for your stay in England now!
September 2026 - September 2027
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Check-in/ Check-out

Facilities

The Winning Post provides amenities to make your stay in England comfortable and memorable
Facilities: Perfect
9.3/10Review 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

  • Public parking is possible on site for free.

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

The Winning Post: Location in England

Winkfield Street, Windsor
Explore Windsor
Local Experiences
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
LEGOLAND Windsor Resort
LEGOLAND Windsor Resort
45 minutes walking, 10 minutes driving
Family-friendly theme park featuring rides, shows, and attractions based on the LEGO brand. Ideal for a fun day.
Church Of St Mary
Church Of St Mary
11 minutes walking
Historic church with stunning architecture and serene surroundings. A peaceful spot for contemplation.
Royal County Of Berks Polo Club
25 minutes walking, 5 minutes driving
Polo matches and events held in a scenic environment. A unique experience for sports enthusiasts.
Tally Ho Stables
20 minutes driving
Horse riding sessions tailored for all ages. Fun for families and adventure seekers looking for outdoor activities.
Westmorland Park
Westmorland Park
30 minutes walking
Peaceful park with walking trails and picnic areas, perfect for relaxation or a casual day outdoors.
The Winning Post
1 minute walking
Local pub serving classic British fare in a cozy atmosphere. Great for sampling authentic dishes.
The White Hart
11 minutes walking
Charming pub offering a variety of traditional dishes and ales. Ideal for a relaxed dining experience.
Carnation Hall
25 minutes walking, 5 minutes driving
Community venue hosting various events including live music and shows, suitable for all ages.
Lapland UK
Lapland UK
45 minutes walking, 10 minutes driving
Magical Christmas experience with Santa and festive activities, ideal for families during the holiday season.
Getting around England
  • 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

Guest Reviews and Ratings

What previous guests said about staying at The Winning Post.
Review score
Based on 488 verified reviews
8.8 /10
Great
90 %
Recommend
Breakfast
9.3/10
Cleanliness
9.5/10
Comfort
9.6/10
Facilities
9.3/10
Free WiFi
8.4/10
Location
9.5/10
Paid Wi-Fi
7.9/10
Staff
9.5/10
Value for money
9.2/10
Pros
Excellent food quality
Friendly staff
Comfortable bedding
Cons
Slow service
Rooms needing maintenance
Guest reviews
based on 804 reviews
9.2/10
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.
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