The Winning Post Windsor Amenities photoThe Winning Post Windsor Exterior photoThe Winning Post Windsor Interior photo
Book with us
—up to 10% cheaper
than on Booking.com
Check rooms and rates
From344US$ /night
Check-in
01Jun2026Select date
Check-out
02Jun2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

Winkfield Street, Windsor, United Kingdom
-
Close to Windsor Castle
Perfect
9.1
9.3
/10
4.7
4.4
/5

Offering cars for rent, as well as Wi-Fi in public areas, the 4-star The Winning Post Windsor hotel is 3.5 km from Bird Hills Golf Club. The inn features winery tours for guests' entertainment.

Location

Located approximately 10 minutes by car from the historical Lily Hill Park, this hotel is also approximately 20 minutes by car from Windsor & Eton Riverside railway station. Places of worship to visit a short way from the Winning Post include St Marys Church Winkfield.

The lively theme park "LEGOLAND Windsor Resort" lies 4.3 km away.

Rooms

This accommodation offers 12 rooms with an iron, as well as self-catering options such as coffee/tea making equipment. The bathroom is equipped with a separate toilet and a shower, along with a hairdryer and bath sheets.

Eat & Drink

The onsite bar offers seasonal cocktails to please all tastes. It also features a lounge for guests' comfort. Oaktree Potting Shed Cafe serves a good range of British food and lies 12 minutes' stroll from The Winning Post hotel.

“This historic pub offers a memorable stay near Windsor's main attractions. The refurbished rooms and the heated outdoor teepee are standout features. While some may find the service charge a bit much, the emphasis on locally sourced food and pet-friendly accommodations are definite wins.”
Hotel logo
James DavidEditor-in-Chief at Dogfriendly-hotels
View all

Select your room type

The hotel provides many room choices—family rooms, doubles, and pet-friendly suites—with breakfast, free cancellation, and special offers
Deluxe Family Room
2 persons
16 m² 
1 King-size bed
Shower
Coffee machine
Double or Twin Room
2 persons
12 m² 
1 King-size bed
Shower
Coffee machine

Rates & availability calendar

See current prices and availability for your chosen dates!

Facilities

Hotels feature amenities designed to keep both you and your pet comfortable
Facilities: Perfect
9.2/10Review 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 offers a delightful array of British cuisine in a welcoming, family-friendly atmosphere. With options for every dietary need, guests can savor traditional favorites while enjoying the picturesque terrace and lush garden surroundings.
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, featuring a charming terrace and a serene garden setting.
Key Offerings
Options include vegetarian, vegan, gluten-free, and dairy-free meals. Enjoy breakfast, brunch, lunch, dinner, and high tea experiences throughout the day.
Reservation
Recommended, especially during peak hours.
Open Monday to Saturday from 8:00 AM to 9:30 PM, and Sunday from 8:00 AM to 8:00 PM.

Hotel 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
Explore Windsor's Best
Top Attractions
Activities
Dining
Entertainment
LEGOLAND Windsor Resort
LEGOLAND Windsor Resort
10-minute drive
A themed park featuring LEGO rides, attractions, and live shows. Perfect for families with kids.
Church Of St Mary
Church Of St Mary
11 minutes' walk
A beautiful historic church known for its architecture and serene atmosphere, offering a glimpse into local history.
Royal County Of Berks Polo Club
5-minute drive
Home to thrilling polo matches; guests can enjoy tournament days or casual matches with a lively atmosphere.
Windsor Great Park
10-minute drive
Expansive parkland featuring gardens and walking paths, ideal for leisurely strolls and picnics in nature.
Polo Matches
5-minute drive
Attend riveting polo events featuring elite players. Check schedules for match days.
Tally Ho Stables
20 minutes' walk
Offers equestrian lessons and trails. Perfect for both beginners and experienced riders looking for relaxation.
The Winning Post
The Winning Post
1 minute' walk
Charming pub with a cozy atmosphere, serving classic British cuisine with a twist. Reservations recommended.
The White Hart
The White Hart
11 minutes' walk
A casual restaurant offering hearty British dishes in a relaxed setting, making it great for families.
Carnation Hall
5-minute drive
Hosts various community events including concerts and performances, great for all ages.
Mill Ride Golf Club
10-minute drive
A scenic golf course providing a challenge for golfers of all levels, featuring a clubhouse and dining options.
Local transport and travel tips
City Centre
Windsor12 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 Station12 min  ·  7.8 km
Windsor & Eton Riverside Railway Station13 min  ·  8.1 km
Bus
Bus stop8 min  ·  600 m
Want access to early-bird pet-friendly hotel deals?
Access exclusive discounts today!
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
Wireless 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

Reviews and Ratings

Feedback about The Winning Post from previous guests about their experience.
Review summary
Based on recent reviews
Powered by AI
Guests consistently praise the Winning Post's comfortable and spacious rooms, some noting garden views, though others have mentioned that some garden views overlook the parking area. The pub's atmosphere is frequently described as nice and welcoming, and many appreciate the convenient location near Windsor, Eton, Ascot, and Legoland. Breakfast is often highlighted as excellent and generous, while dinner receives positive feedback for its quality, although some found it not quite cheap.
Show moreShow less
Review score
Based on 484 verified reviews
8.8/10
Great
90%
Recommend
Comfort
9.5/10
Cleanliness
9.4/10
Free Wi-Fi
7.9/10
Paid Wi-Fi
7.9/10
Pros
Private entrance
Fantastic staff
Great food
Large bathroom
Cons
Dog poo
Broken holder
No seating
Intermittent WiFi
Guest reviews
based on 484 reviews
8.8/10
based on 830 reviews
9.1/10
harper from united kingdom
double or twin room
3 nights in November 2025
|
Reviewed:February 07, 2026
9.3/10

charming stay

friendly staffcomfortable bedconvenient restaurantwarm ambience
A friendly member of staff escorted me to my room. This was a lovely touch. the bed was amazingly comfortable, with wonderfully soft pillows and a dyson fan for added comfort. i found dinner convenient, located just around the front of the hotel. the restaurant had a warm and beautiful ambience, which i enjoyed so much.
the room facilities lacked slightly, but they were adequate for a basic stay. i noticed a few cobwebs, a minor issue.
Dining
9/10
The on-site restaurant offers a good menu. I noticed many traditional dishes with modern options. breakfast includes a buffet and cooked selections. the staff was helpful and attentive during meals.
Rooms
10/10
the room provided a comfortable stay, it was notably clean and spacious. the bathroom featured immaculate, modern finishings i appreciated. a radio was available in the room too.
Service
9/10
I found the staff consistently friendly and helpful. check-in was easy. My room was ready immediately. the staff responded promptly to requests and questions. I received great service.
0 Helpful
|
Show less
margaret from united kingdom
Single
double or twin room
3 nights in November 2025
|
Reviewed:January 16, 2026
9.3/10

charming stay!

private gardencomfy bedlovely foodcharming atmosphere
i adored the attention to detail! there were plenty of teas and coffees in the room. the bed was comfy. the food was amazing!!! i was really charmed by the lovely, clean, and quirky atmosphere, especially the private garden right outside the room.
the steep steps outside to the room were a little slippery. the wooden handrail was slippery too when wet.
Facilities
9/10
there is a large car park available. outdoor seating is available at both the front and back. guests can also enjoy a cozy pub and restaurant all in one location.
Location
9/10
the hotel is located on a charming road. it is in a quiet, rural area. the hotel is popular with locals. it created a warm environment.
Rooms
10/10
the room was spacious and modern. it features an outdoor table and chairs. the room has french doors that open up onto a residents garden. it provided a lovely private space.
0 Helpful
|
Show more
Naomi from United Kingdom
Couple
Double or Twin Room
3 nights in November 2025
|
Reviewed:January 15, 2026
9/10
designed roomcoffee facilities
the room was beautifully designed and spotlessly clean. a little fridge was present in the room, alongside tea and coffee facilities.
The outdoor areas appear a bit tired. The bins were overflowing.
0 Helpful
Stuart from United Kingdom
Single
double or twin room
3 nights in November 2025
|
Reviewed:January 03, 2026
9.3/10

excellent stay near ascot

helpful staffbreakfast varietycooked breakfast
i found the staff quite helpful . they readily provided information i requested. the breakfast included a variety of options. a buffet was available alongside a cooked breakfast menu.
i noticed a small stain on the carpet in the hallway leading to my room but it didn't affect my stay.
Facilities
9/10
ample parking is available ensuring convenient access. the hotel features a garden area for residents to relax. a cozy residents garden adjoins some ground floor rooms.
Dining
9/10
the restaurant offers excellent food and service. breakfast features fresh cooked options ordered from the menu. the pub provides a warm friendly atmosphere especially in the evening it is very busy.
Location
9/10
the hotel is situated in a quiet setting with easy access to surrounding areas. its location ensures a peaceful stay away from city noise. proximity to racing venues is a plus.
Service
10/10
staff members are friendly and always willing to help. service is efficient and attentive. they quickly addressed my needs.
0 Helpful
|
Show more
Sebastian from Germany
Single
double or twin room
3 nights in October 2025
|
Reviewed:December 08, 2025
9/10
lovely decoroutdoor garden
the decor in the room was refreshing. there was a little bit of outdoor garden space (i enjoyed relaxing there in the evening).
the tea and coffee making facilities were a bit basic.
0 Helpful
Sebastian from Germany
Family with children
Double or Twin Room
3 nights in November 2025
|
Reviewed:November 26, 2025
9.3/10

Wonderful Stay

spacious roomclean roomgreat amenitieshelpful staff
The room was spacious and clean I really liked the shower. It had strong water pressure. Shampoo, body wash, and moisturizer were great amenities. Breakfast had a good choice of items I found this very nice. The staff were happy and helpful I really appreciated this.
The bathroom taps needed some attention. They had limescale.
Dining
9/10
Breakfast included many options plus a self-serve buffet I appreciated this convenience. I enjoyed the food at the pub with traditional meals and modern dishes available. The restaurant offered excellent food in a cozy environment.
Location
9/10
The hotel's location allowed easy access to nearby attractions. Parking was available and convenient, I appreciated this. The area provided a quiet and peaceful setting, great for a relaxed stay.
Rooms
10/10
The room was comfortable I found the bed to be large and comfy. The private garden was a bonus. The room included lovely toiletries which was a plus.
0 Helpful
|
Show more
Luna from Spain
Double or Twin Room
3 nights in November 2025
|
Reviewed:November 23, 2025
9/10
helpful staffgenerous portionscosy room
The staff were really helpful. I found the food AMAZING!!! Breakfast offered generous portions and good choices. I really slept WELL in my cozy room.
The car park got very busy in the evening.
0 Helpful
FAQs
About The Winning Post
What is the check-in and check-out policy at The Winning Post?
Check-in is at 15:00 and check-out is at 11:00.
Is parking available at The Winning Post?
Free private parking is available on-site.
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 premises host a restaurant that serves a modern British menu and features a bar offering seasonal cocktails.
What amenities are included in the rooms at The Winning Post?
Rooms include a flat-screen TV, Nespresso coffee machine, Roberts DAB radio, free Wi-Fi, and complimentary toiletries.
Are there any outdoor facilities at The Winning Post?
The hotel features a garden and relaxed terraces for outdoor leisure.
What attractions are near The Winning Post?
Nearby attractions include Legoland (10 km) and Ascot Racecourse (8 km).
Does The Winning Post offer breakfast options?
Breakfast includes a choice of cooked dishes and continental items, along with juice and hot beverages.
Is free Wi-Fi available at The Winning Post?
Free Wi-Fi is available throughout the property.
What is the closest airport to The Winning Post?
London Heathrow Airport is located 30 km from the hotel.

Next best alternative

Consider them for your next trip.
Check-in
01Jun2026Select date
Check-out
02Jun2026Select date
Rooms and Guests2 Guests, 1 Room