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The Winning Post, Windsor

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From$165 /night
Check-in
01Sept
Check-out
02Sept
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 country pub with premium accommodations in Winkfield

Dining Experience

The Winning Post provides daily food service from its renowned Winning Post Pub & Dining, where seasonal British classics shine. The menu showcases local suppliers, featuring daily specials crafted by talented chefs. Private dining is available for those looking to host special occasions in a charming 18th-century setting.

Accommodations

All bedrooms in the main building have been transformed with new designs and bathrooms, now among the premium offerings in the Upham Inns collection. Guests will find comfort in rooms equipped with luxury Bramley cosmetics, Roberts DAB digital radios, and Smart TVs. The hotel offers dog-friendly accommodations with special packages for pets, including beds and treats.

Location

Situated in the peaceful village of Winkfield, The Winning Post serves as an excellent base to explore the attractions of Berkshire. Guests can easily access the nearby Ascot and Royal Windsor racecourses, catering strongly to equestrian enthusiasts. Additional attractions include Legoland and Windsor Castle, offering entertainment for all ages.

Leisure Activities

The Winning Post promotes leisurely activities with walking routes that showcase the scenic beauty of the Berkshire countryside. Visitors can partake in horse racing at Ascot or enjoy polo matches at the nearby Royal County of Berkshire Polo Club. Additionally, a variety of seasonal events take place, enhancing the local experience.

Special Offers

The hotel provides a range of packages, including the Leisurly Eat & Sleep offer, combining meals, stays, and late check-outs. During festive seasons, guests can enjoy a specially curated menu, available from late November to December. Gift cards are also available for dining or overnight stays, making them fitting for celebrations.

Highlights

Location: Peaceful village of Winkfield

Dining: Winning Post Pub & Dining

Accommodations: Premium in the Upham Inns collection

Packages: Leisurly Eat & Sleep offer

Must-do experiences

  • Visit Windsor Castle for a glimpse into royal history.
  • Stroll along the River Thames for breathtaking views.
  • Try the traditional fish and chips at the Two Brewers.
  • Explore the private gardens at Savill Garden, a local treasure.
  • Discover artifacts at the Windsor & Royal Borough Museum.

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 sq. feet
1 King-size bed
Heating
Coffee machine
Double or Twin Room
2 persons
12 sq. feet
1 King-size bed
Heating
Coffee machine

Price and Room Availability Calendar

Check availability and prices for your dates now!
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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

Dining at The Winning Post showcases the heart of British cuisine, welcoming guests to savor traditional dishes in a family-friendly setting. With options for breakfast, brunch, lunch, and dinner, the inviting atmosphere is complemented by a terrace and garden, making it an ideal spot for leisurely meals.
  • The Winning Post

    British
    Ambiance
    Family-friendly and traditional, featuring a charming terrace and a serene garden.
    Key Offerings
    An enticing menu catering to various dietary preferences, including vegetarian, vegan, gluten-free, and dairy-free options.
    Reservation
    Reservations are recommended for dinner.
    Open Monday to Saturday from 8:00 AM to 9:30 PM and Sunday from 8:00 AM to 8:00 PM.

The Winning Post Location

Winkfield Street, Windsor
Explore Windsor
Local Highlights
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
LEGOLAND Windsor Resort
LEGOLAND Windsor Resort
10-minute drive
Themed land featuring rides, shows, and LEGO models. Ideal for families with thrill rides and interactive displays.
Church Of St Mary
Church Of St Mary
11 minutes' walk
Historic church known for its beautiful architecture and peaceful atmosphere. Perfect for a serene visit.
St Marys Church Winkfield
11 minutes' walk
Charming church with lovely grounds. A wonderful spot for photos and quiet reflection.
Windsor Great Park
30 minutes' walk
Expansive park with trails, gardens, and stunning views. Great for walking, picnicking, and enjoying nature.
Tally Ho Stables
20-minute walk
Horse riding experiences for all levels. Offers guided rides through beautiful countryside.
Mill Ride Golf Club
10-minute drive
Challenging golf course amidst beautiful scenery. Perfect for a day out on the greens.
Westmorland Park
Westmorland Park
30 minutes' walk
Family-friendly park featuring playgrounds and picnic areas. Ideal for relaxation or a fun day out.
Bird Hills Golf Club
40 minutes' walk
A scenic golf course for beginners and pros alike. Equipment rentals available.
The Winning Post
1 minute walking
Traditional British fare in a cozy pub atmosphere. Great for casual dining with local ingredients.
The White Hart
11 minutes' walk
Quaint pub known for its hearty meals and local ales. Reservations recommended for dinner.
Stirrups Bar & Restaurant
11 minutes' walk
Elegant dining with a varied menu, including vegetarian options. Ideal for a special night out.
Carnation Hall
5-minute drive
Community venue hosting events and shows, from local performances to family activities.
Windsor Hockey Club
30 minutes' walk
Local hockey matches provide exciting entertainment. Check the schedule for games.
Royal County Of Berks Polo Club
5-minute drive
Home to thrilling polo matches. Perfect for enthusiasts and spectators. Events usually on weekends.
Getting around
  • City Centre
    Windsor 12 min  ·  4.7 mi
  • Airports
    London Heathrow (LHR) 40 min  ·  16.4 mi
    London City (LCY) 93 min  ·  38.3 mi
  • Train
    Windsor & Eton Central Railway Station 12 min  ·  4.8 mi
    Windsor & Eton Riverside Railway Station 13 min  ·  5.0 mi
  • Bus
    Bus stop 8 min  ·  2000 ft
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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 487 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
Guest reviews
based on 487 reviews
8.8/10
based on 813 reviews
9.2/10
jackson from united kingdom
Single
double or twin room
4 nights in November 2025
|
Reviewed: February 13, 2026
9.5/10

fantastic stay!

clean room spacious room immaculate bathroom helpful staff
the room was very clean, spacious, and comfortable. the bathroom was immaculate. the restaurant provided perfect dining, and the food stood out with its quality. i found the staff to be really helpful and happy .
Service
9/10
the staff exhibited friendliness and helpfulness during my interactions. i appreciated their attentiveness to guest needs. i felt welcomed by the positive attitude.
Dining
10/10
the breakfast offered a wonderful choice of options, including a buffet. the food tasted excellent with a wide selection. the quality in the restaurant was excellent!
Location
9/10
i experienced a nice village atmosphere, allowing me to feel part of the community. its location proved convenient. the stay was comfortable due to the area's peacefulness.
Rooms
10/10
my room included a big bed that was comfortable! the room also included nice toiletries. i found the room spacious.
0 Helpful
|
Show less
Luna from Spain
Family with children
Double or Twin Room
3 nights in November 2025
|
Reviewed: February 03, 2026
6/10

underwhelming breakfast

unwelcoming staff disappointing breakfast
The room was clean and hygienic.
Breakfast was REALLY disappointing. I had the 'full English' and it included only ONE sausage. The staff during breakfast seemed like they didn't care. There were no smiles.
0 Helpful
Arthur from United Kingdom
Single
double or twin room
3 nights in November 2025
|
Reviewed: February 01, 2026
6/10

acceptable stay with some issues

dated room dirty railings
the food in the restaurant was acceptable.
the room felt dated. i found the paintwork in the common areas scratched and dirty. the outdoor railings also looked dirty and mouldy. this did not meet the standard i expected.
0 Helpful
Andrew from United Kingdom
Family with children
Double or Twin Room
3 nights in November 2025
|
Reviewed: January 30, 2026
9/10
outside seating evening meal
The ground floor room offered outside seating. Breakfast and the evening meal were VERY good. Excellent service complemented a good ambiance.
The taps in the sink dripped. I could hear them in the bedroom.
0 Helpful
sophia from united kingdom
Family with children
double or twin room
4 nights in October 2025
|
Reviewed: January 11, 2026
6/10

underwhelming stay

musty smell poor soundproofing
The room had a distinct musty smell , and the decor felt quite outdated. i found some stains on the carpet , which wasn't very appealing. also , the soundproofing was poor . I could hear conversations and noise from neighboring rooms quite clearly. this made it difficult to relax and get a good night's sleep.
0 Helpful
Rob from United Kingdom
Family with children
Double or Twin Room
3 nights in November 2025
|
Reviewed: November 27, 2025
9.3/10

Excellent Stay

helpful staff thoughtful extras
The staff was friendly and helpful. The room included several drink options and thoughtful extras. I was pleased with the comfortable room and available amenities. I found the breakfast excellent with many options.
The outside steps to my room were steep. I found them slippery due to puddles. I would have preferred a ground floor room.
Dining
10/10
The restaurant offered a superb breakfast. The breakfast included a wide variety of choices and fresh ingredients. I especially appreciated the quality of the cooked breakfast options available.
Facilities
9/10
Parking was convenient and easily accessible. The pub had a warm and friendly atmosphere during the evening. I noted the presence of a garden for residents, well kept and quiet.
Rooms
9/10
The room featured a very comfortable bed. It had comfy pillows. The room was very clean. The bathroom facilities were also great. They were very clean.
0 Helpful
|
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sebastian from germany
Single
double or twin room
3 nights in August 2025
|
Reviewed: October 01, 2025
9.2/10

Really good Rooms and Cuisine

beautiful decoration fresh bedlinen helpful staff
The rooms had beautiful decoration with attention to detail. the bed linen was fresh. It felt clean and plumped. the staff was helpful and offered to deliver my meal to my room (when the pub and restaurant was full).
i noticed some cobwebs in the room, and the door mechanism made quite a bit of noise as other guests came and went.
Service
9/10
staff members were very helpful and made sure my meal was delivered promptly to my room. the service was efficient and thoughtful. i appreciated the attention to detail.
Rooms
9/10
the room was beautifully decorated. every detail seemed well thought out. the bed linen was fresh, and a superbly appointed shower room added to the experience.
Facilities
9/10
tea and coffee making facilities were available. there was also a superbly appointed shower room. the facilities were well kept and convenient.
Dining
10/10
the cuisine was excellent (especially considering the pub's popularity). my meal was delivered to my room. the breakfast in the morning was also delicious.
Location
9/10
the location provided separation from the pub area. this ensured a quiet and relaxing experience. there was a little bit of outdoor garden space too.
0 Helpful
|
Show more
FAQs
About The Winning Post
What are the check-in and check-out times at The Winning Post?
Check-in is at 15:00 and check-out is at 11:00.
How far is The Winning Post from Windsor Castle?
The hotel is located 12 km from Windsor Castle.
Is there parking available at The Winning Post?
Free on-site parking is available for guests.
What amenities are included in the rooms at The Winning Post?
Rooms include a flat-screen TV, Roberts DAB radio, Nespresso coffee machine, and free toiletries.
What dining options are available at The Winning Post?
The hotel features an on-site restaurant offering locally sourced modern British cuisine.
Does The Winning Post offer complimentary Wi-Fi?
Yes, free Wi-Fi is available throughout the property.
Are pets allowed at The Winning Post?
Pets are allowed with possible charges.
What nearby attractions are accessible from The Winning Post?
Nearby attractions include Ascot Racecourse (8 km) and Legoland (10 km).
Is there a bar at The Winning Post?
Yes, the hotel has a bar offering a selection of ales, fine wines, and seasonal cocktails.
What breakfast options are provided at The Winning Post?
Breakfast includes a choice of cooked items as well as a range of continental selections.

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