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.
75 photos
The Winning Post – A Favorite for Families in Windsor
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Key details
About the Hotel
Winkfield Street, Windsor,
- Near Windsor Castle
Perfect
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18th-century village inn with locally sourced dining and pet-friendly rooms near Windsor
Rooms
The hotel's
Dining
The on-site restaurant focuses on
Pet-Friendly
The hotel offers designated
Location
The Winning Post is set in the village of Winkfield, a 15-minute drive from historic Windsor and Windsor Castle. Ascot Racecourse is a 10-minute drive away, and Legoland is also within easy reach. Heathrow Airport is a 25-minute drive, and the M4 motorway is 5 miles from the hotel.
Amenities
The property provides
Highlights
Rooms: Individually decorated rooms with Dyson fan & Roberts radio
Dining: Heated outdoor teepee & locally sourced modern British menu
Pet-Friendly: Designated rooms with special dog packages
Location: 15 min from Windsor Castle & 10 min from Ascot
Parking: Free private parking on site
“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.”
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 sq. feet
1 King-size bed
Heating
Coffee machine
room details
Double or Twin Room
2 persons
12 sq. feet
1 King-size bed
Heating
Coffee machine
room details
Availability and pricing for your selected dates
Book your family’s getaway in a snap with up-to-date availability and pricing!
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Check-in/ Check-out
Facilities
Each family-friendly hotel provides top-notch amenities for an unforgettable stay with your loved ones
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, 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 Location
Winkfield Street, Windsor,
Explore Windsor
Local Highlights Around The Winning Post
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
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
1 minute walking
Classic British dishes in a warm pub atmosphere. Popular for its local ales and hearty meals.
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
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
Get access to exclusive early booking discounts for your family’s upcoming getaway
Book now and enjoy exclusive rates on your family vacation!
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
Family-focused reviews and ratings
Read feedback from other families who have stayed to ensure you make the right choice.
Show moreShow less
Pros
Helpful staff
Cosy room
Delicious food
Comfortable bed
Good breakfast
Cons
Room cleanliness
Mould issues
Damaged furniture
Guest reviewsbased on 489 reviews
Gerard from France
Couple
Double or Twin Room
3 nights in November 2025
|
Reviewed: January 27, 2026
9/10
fresh linen coffee machine
The room was beautifully decorated and fresh linen covered the bed. The shower room was superbly appointed with high-end toiletries. There was also a coffee machine in the room.
The sausage at breakfast was tasteless.
0 Helpful
Hudson from Canada
Single
Double or Twin Room
3 nights in November 2025
|
Reviewed: January 13, 2026
9/10
bedside charger real milk amazing food
the room had bedside chargers. real milk was in the fridge (a nice touch!). nespresso was also available. the restaurant offered amazing food. breakfast was excellent. dinner was also excellent. the staff were friendly. the room was amazing.
the twin beds were only 2ft 6 each, very narrow for an adult.
0 Helpful
Joseph from United Kingdom
Single
Double or Twin Room
3 nights in November 2025
|
Reviewed: December 28, 2025
9.3/10
Excellent stay, great value
large room private room great breakfast safe parking
My room was large. It was also private. Breakfast included many choices and was superb. The menu had fresh and delicious options. Staff was enthusiastic and helpful. The car park offered ample safe spaces.
The room was a bit dark.
Location
9/10
The location is attractive and quiet. I appreciated the rural setting. The spot offered easy access to local attractions and provided a peaceful retreat away from the busy city center.
Service
10/10
The service was fabulous and friendly. Staff was always available to assist with requests and provide information.
Facilities
9/10
The facilities was well maintained. Recent refurbishment suited the character. The decor created a quirky and fun atmosphere. I enjoyed the overall feel of the building.
0 Helpful
|
Aiden from Ireland
Couple
Double or Twin Room
3 nights in October 2025
|
Reviewed: December 19, 2025
6/10
adequate stay
beautifully decorated rooms fresh bedlinen coffee facilities steep steps slippery hand rail ground floor room
the rooms were beautifully decorated, and every detail was thought of. the bedlinen felt fresh and clean, like a cloud. tea and coffee facilities were available along with a superbly appointed shower room.
steep steps led up to the room, and they were slippery and full of puddles. a ground floor room would have been better. the wooden hand rail was also slippery when wet.
0 Helpful
Simon from United Kingdom
Family with children
Double or Twin Room
3 nights in November 2025
|
Reviewed: November 18, 2025
9.5/10
EXCELLENT stay!
warm atmosphere comfy bed delicious food
The staff greeted us warmly upon arrival. A lovely man escorted us to our room, we were happy before he left. The room featured a HUGE, comfy bed. comfy pillows. The facilities were great and clean. Dinner included delicious food. The pub was busy with a warm, friendly atmosphere in the evening.
The huge bathroom towel radiator stayed ON ALL the time. The bedroom became equally hot.
Location
9/10
The hotel has a convenient location. It is near sites to visit. Access to main roads is easy. Parking on-site is available.
Rooms
10/10
The room features a comfortable bed. Coffee and tea are available. Rooms include a large television. Fresh milk is in the room, not UHT pots.
Facilities
10/10
The hotel is dog-friendly. A courtyard is available, fully enclosed for relaxation. The hotel provides refrigerators. These fridges store diabetic dog insulin.
Dining
9/10
The pub offers a great meal. Breakfast is also superb. The restaurant has a warm, busy ambience. Staff members are attentive AT ALL times. Drinks are lovely.
0 Helpful
|
Show more reviews
FAQs
About The Winning Post
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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