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

Book The Winning Post - Premium Stay in Windsor, Berkshire

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From$179 /night
Check-in
02Aug
Check-out
03Aug
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

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

4-star family-friendly hotel in Windsor

Location

The Winning Post is located in Windsor, just a short walk from Windsor Racecourse and the iconic Windsor Castle. The hotel is conveniently situated near major transport links, providing easy access to central London and Heathrow Airport. Its prime location allows guests to explore the historic town of Windsor with ease.

Rooms

The hotel offers 45 well-appointed guest rooms that include family rooms and suites, providing options for various group sizes. Each room comes equipped with modern amenities such as flat-screen TVs and tea and coffee facilities. Guests can enjoy en-suite bathrooms featuring complimentary toiletries and a hairdryer.

Dining

Dining at The Winning Post includes an on-site restaurant serving a varied menu with locally sourced ingredients. The restaurant also offers a selection of fine wines and ales, making it a pleasant spot for meals. Guests can relax in the bar area, which features traditional pub decor and a warm atmosphere.

Children

The Winning Post provides child-friendly amenities, including a play area and activities tailored for younger guests. The hotel offers special children's menus in the restaurant, ensuring that little ones enjoy their dining experience. Family rooms accommodate children with additional bedding options available upon request.

Business

For business travelers, The Winning Post includes meeting facilities capable of accommodating small to medium-sized groups. High-speed internet access is available, aiding in productivity during business trips. The hotel's convenient location also allows easy access to nearby business locations in Windsor.

Highlights

Location: Walking distance to Windsor Racecourse and Windsor Castle

Rooms: 45 guest rooms, including family rooms and suites

Dining: On-site restaurant with locally sourced ingredients

Children: Play area and children's menus available

Business: Meeting facilities for small to medium-sized groups

“The Winning Post strikes a lovely chord between country charm and quiet comfort, evident in the thoughtfully decorated, clean rooms that often open to private garden spaces. It's the kind of place where the quality of food, from a satisfying breakfast to well-executed dinners, truly stands out. Staff are consistently noted for their helpful and friendly disposition, contributing to an atmosphere that makes you want to return.”
Hotel logo
James DavidEditor-in-Chief at Ukberkshire

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 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 dates now!
August 2026 - August 2027
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Check-in/ Check-out

Facilities

The Winning Post offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
9.3/10Review 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

  • 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 invites guests to experience the charm of British cuisine in a welcoming atmosphere, perfect for families and friends alike. With options for vegetarians and those with dietary restrictions, dining here promises a satisfying meal at any time of day.
  • The Winning Post

    British
    Ambiance
    Family-friendly with a traditional feel, featuring a lovely terrace and garden, creating a cozy setting for all occasions.
    Key Offerings
    Signature British dishes that cater to vegetarian, vegan, gluten-free, and dairy-free diets, along with delightful high tea options for a unique afternoon experience.
    Reservation
    Reservations not needed; walk-ins are welcome.
    Open for breakfast, brunch, lunch, dinner, and high tea; specific hours may vary.

The Winning Post Location

Winkfield Street, Windsor
Explore Windsor
Local Highlights Around The Winning Post
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
LEGOLAND Windsor Resort
LEGOLAND Windsor Resort
45 minutes walking, 10-minute drive
Family-friendly theme park featuring rides, attractions, and LEGO sculptures. Perfect for kids and adults alike.
Church Of St Mary
Church Of St Mary
11 minutes walking
Historic church with stunning architecture and peaceful gardens. A serene spot for reflection and enjoyment.
Royal County Of Berks Polo Club
25 minutes walking, 5-minute drive
Home to exciting polo matches and events. Experience the thrill of this traditional sport in a stunning setting.
Windsor Great Park
30 minutes walking, 10-minute drive
Expansive park with scenic paths, lakes, and ancient trees. Ideal for leisurely strolls or outdoor picnics.
Tally Ho Stables
20 minutes walking, 5-minute drive
Horse riding and pony trekking experiences through picturesque countryside. Suitable for all experience levels.
Wellness Amenities
2 minutes walking
Hotel on-site wellness services including spa treatments and yoga classes, perfect for relaxation after a busy day.
The Winning Post
1 minute walking
Modern British fare served in a cozy pub atmosphere. Local ingredients shine in their signature dishes.
The White Hart
11 minutes walking
Charming pub offering traditional favorites and a selection of ales. Reserve for a delightful experience.
Stirrups Bar & Restaurant
11 minutes walking
Contemporary dining with a varied menu, featuring farm-to-table favorites in an elegant setting.
Windsor Hockey Club
30 minutes walking, 10-minute drive
Vibrant sporting venue hosting various hockey matches and events. Family-friendly atmosphere and lively games.
Carnation Hall
25 minutes walking, 5-minute drive
Local venue for community events, shows, and performances. Great spot for family-friendly entertainment.
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 485 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
8.1/10
Location
9.4/10
Paid Wi-Fi
7.9/10
Staff
9.5/10
Value for money
9.2/10
Pros
Beautifully decorated rooms
Delicious cuisine
Helpful staff
Comfortable beds
Good breakfast
Cons
Noisy rooms
Expensive restaurant
Maintenance issues
Guest reviews
based on 818 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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