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Check rooms and rates
From365US$ /night
Check-in
22Dec2025Select date
Check-out
23Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

Winkfield Street, Windsor, United Kingdom
-
Near Windsor Castle
Great
8.8
9.2
/10
4.2
4.4
/5

Dining Experience

The Winning Post offers all-day dining with a focus on fresh, seasonal British pub classics, utilizing local suppliers. Guests can enjoy meals in the cozy 18th-century pub with original stone features or opt for private dining experiences in the restaurant area. The establishment also provides a diverse drink selection, featuring locally-brewed ales, small batch coffee, and carefully selected wines.

Accommodation

All bedrooms in the main building are fully refurbished with brand new bathrooms and modern design elements. The rooms are equipped with luxury Bramley cosmetics, Roberts DAB digital radios, and Smart TVs. Guests can choose from various room types, including super king and twin arrangements, with options for private outdoor terraces.

Location

Set in the quiet village of Winkfield, The Winning Post is conveniently located near Windsor and Ascot, catering to equine enthusiasts with easy access to both racecourses. The hotel serves as an excellent base for exploring nearby attractions such as Windsor Castle and Legoland. This scenic area also offers walking routes perfect for pre or post dining strolls.

Pet-Friendly Amenities

The hotel welcomes pets with special overnight stay packages that include amenities such as doggy beds, blankets, bowls, and a welcome box of treats. Up to two dogs can stay in designated dog-friendly rooms, enhancing the experience for pet owners. This policy allows guests to enjoy their stay without leaving beloved pets behind.

Leisure Packages

The Winning Post promotes leisure stays with appealing packages that include meals in the pub and breakfast the following morning. Optional late check-out can also be arranged for a more relaxed experience. These offers add value to overnight stays whether for celebrations or simple getaways.

Highlights

Dining: Seasonal British pub classics

Rooms: Premium accommodations with new bathrooms

Location: Near Royal Windsor and Ascot racecourses

Pet-Friendly: Special packages for dog owners

“The Winning Post presents a curious blend: it's a place where the pub's lively atmosphere spills over, sometimes making parking a minor adventure; however, once inside, the locally sourced food and extensive drink selection are definite highlights. Individually decorated and recently refurbished rooms, plus its proximity to Windsor and Legoland, position this hotel as an appealing countryside escape, especially if you're fond of historic charm and a good pint.”
Hotel logo
Grace WhitmanContent & Editorial Director at Familyhotels
View all

Choose from a variety of room types

Choose from a wide variety of rooms designed for families, including double rooms, family suites, and rooms with breakfast included
Deluxe Family Room
2 persons
16 m² 
1 King-size bed and 1 Sofa bed
Shower
Coffee machine
Double or Twin Room
2 persons
12 m² 
1 King-size bed
Shower
Coffee machine

Availability and pricing for your selected dates

Book your family’s getaway in a snap with up-to-date availability and pricing!

Facilities

Each family-friendly hotel provides top-notch amenities for an unforgettable stay with your loved ones

General

  • No smoking on site
  • Free Wi-Fi
  • Free 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, guests are invited to relish a delightful selection of British cuisine with a nod to traditional flavors. The inviting atmosphere is perfect for families and friends, offering a variety of meal options throughout the day, all while surrounded by the natural beauty of the garden and terrace.
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, set in a cozy space with a delightful terrace and serene garden.
Key Offerings
A range of meal options including vegetarian, vegan, gluten-free, and dairy-free choices, served throughout the day alongside a well-stocked bar.
Reservation
Not needed
Breakfast, Brunch, Lunch, Dinner, and High tea; open Monday to Saturday from 08:00 to 21:30, and Sunday until 20:00.

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
Local Highlights Around The Winning Post
Top Attractions
Activities
Dining
Entertainment
LEGOLAND Windsor Resort
LEGOLAND Windsor Resort
45 minutes walking, 10-minute drive
Theme park featuring rides, attractions, and shows, perfect for families. Great for fun and adventure.
Church Of St Mary
Church Of St Mary
11 minutes walking
A beautiful historical church with stunning architecture. Ideal for a quiet moment and reflection.
Royal County Of Berks Polo Club
25 minutes walking, 5-minute drive
Home to exciting polo matches with a vibrant atmosphere. Check the schedule for events to enjoy.
Tally Ho Stables
20 minutes driving
Equestrian activities and lessons for all ages. Perfect for a relaxing day in nature.
Windsor Great Park
30 minutes walking, 10-minute drive
Expansive park with trails for hiking, cycling, and enjoying nature. Great for outdoor enthusiasts.
The Winning Post
The Winning Post
1 minute walking
Classic British dishes in a warm pub atmosphere. Popular for its local ales and hearty meals.
The White Hart
The White Hart
11 minutes walking
Charming pub serving seasonal British cuisine. Offers a cozy setting with a varied menu.
Carnation Hall
25 minutes walking, 5-minute drive
Hosts live events and community gatherings, offering a local vibe with a variety of performances.
Lily Hill Park
Lily Hill Park
40 minutes walking, 8-minute drive
Family-friendly park with play areas and walking paths, ideal for a leisurely afternoon or picnic.
Tips on navigating the city
City Centre
Windsor12 min  ·  7.5 km
Airports
London Heathrow Airport (LHR)40 min  ·  26.4 km
London City Airport (LCY)93 min  ·  61.7 km
Bus
Bus stop8 min  ·  600 m
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Check Rates
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
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
FAQs
About The Winning Post
What is the check-in and check-out policy at The Winning Post?
Check-in is from 15:00 and check-out is by 11:00.
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 hotel features an on-site restaurant serving a modern British menu and a bar offering seasonal cocktails.
Is parking available at The Winning Post?
Free private parking is available on-site for all guests.
What are the room amenities at The Winning Post?
Rooms include a flat-screen TV, Roberts DAB radio, Nespresso coffee machine, and complimentary toiletries.
What attractions are located near The Winning Post?
Nearby attractions include Legoland (9 km) and Ascot Racecourse (8 km).
Does The Winning Post offer free Wi-Fi?
Yes, free Wi-Fi is available throughout the hotel.
What are the breakfast options at The Winning Post?
Breakfast includes a choice from a cooked menu, a variety of continental items, and includes juice and hot beverages.
What is the closest airport to The Winning Post?
The hotel is approximately 30 km from London Heathrow Airport.
Are there any unique features at The Winning Post?
The hotel features a heated outdoor teepee for dining and has retained many original features from its 18th-century pub.
How many rooms are available at The Winning Post?
The hotel offers a total of 12 individually decorated ensuite rooms.
Are there facilities for business travelers at The Winning Post?
The hotel offers a meeting room and services like free newspapers for business travelers.

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