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The Winning Post

Property class: 4

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Photo gallery for The Winning Post

A carousel horse with a sign that reads "PLEASE DON'T MOUNT WITHIN 10 feet."
A breakfast setting with toast, tomatoes, cheese, and a glass of orange juice.
An outdoor patio with wooden tables and chairs, covered by a pergola with hanging lights.
A bedroom with a bed, a bedside lamp, a potted plant, and a window with a view.
A hallway with a mural depicting a tropical landscape, a wooden door, and a light fixture.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • Free WiFi
  • Bar
The current price is $90
$75 nightly
$90 total
Total with taxes and fees
Oct 11 - Oct 12

Explore the area

View in a map
Winkfield Street, Windsor, England, SL4 4SW
  • Place, Bird Hills Golf Centre
    ‪7 min drive‬
  • Place, LEGOLAND® Windsor
    ‪8 min drive‬
  • Place, Lapland UK
    ‪11 min drive‬
  • Airport, London (LHR-Heathrow)
    ‪35 min drive‬

Room options

View all photos for Comfort Double or Twin Room, 1 Bedroom

A bedroom with a bed, two pillows, a nightstand, a lamp, a radio, and a framed picture on the wall.

Comfort Double or Twin Room, 1 Bedroom

9.0 out of 10
Wonderful
(13 reviews)
  • Garden view
  • 151 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed OR 2 Twin Beds
  • Free WiFi

View all photos for Deluxe Double or Twin Room, 1 Bedroom

A bedroom with a large bed, two armchairs, a small table with a vase, a nightstand with a lamp, and a view of a wooden deck through a glass door.

Deluxe Double or Twin Room, 1 Bedroom

9.0 out of 10
Wonderful
(2 reviews)
  • 172 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed OR 2 Twin Beds
  • Free WiFi

Similar properties

Exterior
Castle Hotel Windsor
Windsor City Centre
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Breakfast available
4.5 out of 5, Wonderful, 1,000 reviews
$156 nightly
The price is $187
Sep 21 - Sep 22
Total with taxes and fees
Castle Hotel Windsor

About the neighborhood

Windsor

When you stay at The Winning Post in Windsor, you'll be near the airport, a 4-minute drive from LEGOLAND® Windsor and 10 minutes from Windsor Castle. .This inn is 4.2 mi (6.7 km) from Ascot Racecourse and 12.1 mi (19.5 km) from River Thames.
View more Inns in WindsorOpens in a new window

What's nearby

  • Bird Hills Golf Centre - 7 min drive - 3.4 miles
  • LEGOLAND® Windsor - 8 min drive - 4.3 miles
  • Lapland UK - 11 min drive - 3.8 miles
  • Windsor Great Park - 12 min drive - 6.2 miles
  • River Thames - 13 min drive - 6.0 miles

Getting around

  • Martins Heron Station - 6 min drive
  • Heathrow Airport (LHR) - 33 min drive

Restaurants

  • ‪The Caviar Club - ‬7 min drive
  • ‪City Walk Pizza & Pasta Buffet - ‬5 min drive
  • ‪Clubhouse Restaurant & Bar - ‬8 min drive
  • ‪The Royal Oak - ‬6 min drive
  • ‪Fuego - ‬6 min drive

About this property

The Winning Post

The Winning Post offers 12 accommodations with espresso makers and complimentary bottled water. These individually decorated and furnished accommodations include desks. Pillowtop beds feature premium bedding. Televisions come with digital channels and Netflix.

Bathrooms include showers with rainfall showerheads, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include coffee/tea makers and fans. Hypo-allergenic bedding, irons/ironing boards, and change of towels can be requested. Housekeeping is provided daily.

Make yourself at home in one of the 12 guestrooms featuring espresso makers. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with showers feature rainfall showerheads and designer toiletries.
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access.
At The Winning Post, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. Full breakfasts are available daily from 8:00 AM to 11:00 AM for a fee.
Free self parking is available onsite.
Full breakfasts are available for a surcharge and are served each morning between 8:00 AM and 11:00 AM.
The Winning Post has a restaurant on site.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Onsite parking available only on request
  • Free uncovered self parking on site
  • Limited onsite self parking
  • Onsite parking includes off-street options

Food and drink

  • Daily full breakfast available 8:00 AM to 11:00 AM for a fee: GBP 15 for adults and GBP 15 for children
  • A bar/lounge
  • A restaurant

Family friendly

  • Mini-fridge
  • Rollaway/extra bed (surcharge)
  • Soundproofed rooms

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping (daily)

Outdoors

  • Garden
  • Outdoor furniture
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in room
  • Hardwood flooring in room
  • High-pile carpet in room
  • No elevator
  • Smooth flooring in room
  • Stair-free path to entrance
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)

More

  • Designated smoking areas
  • Traditional architecture

Room amenities

Bedroom

  • Hypo-allergenic bedding
  • Pillowtop mattress
  • Premium bedding
  • Rollaway/extra bed (surcharge)

Bathroom

  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Rainfall showerhead
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Toothbrush and toothpaste (on request)
  • Towels provided

Entertainment

  • 42-inch TV with digital channels
  • Netflix
  • Streaming services

Food and drink

  • Coffee/tea maker
  • Electric kettle
  • Espresso maker
  • Free bottled water
  • Mini-fridge

More

  • Connecting rooms available
  • Desk
  • Electrical adapters
  • Fan
  • Heating
  • Individual decor
  • Individual furnishings
  • Iron/ironing board on request
  • Laptop workspace
  • Soundproofed rooms

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 10:30 PM

Early check-in subject to availability

Early check-in fee: GBP 20.00

Contactless check-in available

Late check-in subject to availability

Minimum check-in age: 18

Check-out

Check-out before 11 AM

Contactless check-out available

Late check-out subject to availability

Late check-out fee: GBP 20.00

Special check-in instructions

There is no front desk at this property

The host will greet guests on arrival

If you are planning to arrive after 3:00 PM please contact the property in advance using the information on the booking confirmation

Information provided by the property may be translated using automated translation tools

Access methods

Host will greet you

Pets

Pets allowed for an extra charge of GBP 20 per pet, per night

Service animals are welcome, and are exempt from fees

Welcoming dogs only

2 total pets

Pets cannot be left unattended

Specific rooms only; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation

Food and water bowls are available

Children and extra beds

Children are welcome

Rollaway/extra beds are available for GBP 20.0 per night

Cribs (infant beds) are not available

Property payment types

Important information

Optional extras

  • Fee for full breakfast: approximately GBP 15 for adults and GBP 15 for children
  • Pet fee: GBP 20 per pet, per night
  • Service animals are exempt from fees
  • Early check-in fee: GBP 20.00 (subject to availability)
  • Late check-out fee: GBP 20.00 (subject to availability)
  • Rollaway bed fee: GBP 20.0 per night

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Guests must contact this property in advance to reserve onsite parking
This property accepts credit cards, debit cards, mobile payments, and cash
Mobile payment options include: Google Pay and Apple Pay
This property reserves the right to pre-authorize the guest's credit card prior to arrival.
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit

We should mention

This property does not have elevators
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation

Property is also known as

Winning Post Hotel Windsor

Winning Post Hotel

Winning Post Windsor

Winning Post Inn Windsor

Winning Post Inn

The Winning Post

The Winning Post Inn

The Winning Post Windsor

The Winning Post Inn Windsor

The Winning Post Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 181 out of 264 reviews
Rating 8 - Good. 61 out of 264 reviews
Rating 6 - Okay. 12 out of 264 reviews
Rating 4 - Poor. 5 out of 264 reviews
Rating 2 - Terrible. 5 out of 264 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.8/10

Amenities

9.2/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our room was very spacious and quiet. The bed and pillows were very comfortable. The restaurant was lovely and the food excellent. All staff were very helpful and friendly.
Stayed 1 night in Jun 2026
Verified review

8/10 Good

Melanie

We have stayed at the winning post several times and the rooms are very well Appointed with very comfortable beds
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Sarah

Liked: Cleanliness, staff & service, room comfort

Great stay

Service was fantastic - food amazing and the rooms very comfortable!
Stayed 1 night in Dec 2024
Verified review

10/10 Excellent

Gavin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very comfortable and clean room and excellent dining experience
Stayed 1 night in Sep 2025
Verified review

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Was cozy & perfect - great location
Stayed 1 night in Sep 2023
Verified review

10/10 Excellent

Robert

Loved the room very clean and loads of space even a large bathroom. Lovely staff we couldn’t fault it
Stayed 1 night in Dec 2025
Verified review

10/10 Excellent

Mr Benjamin

Liked: Cleanliness, property conditions & facilities, room comfort

Great accommodation in a great location

Fantastic location, ambience, drinks, and food. The tomahawk steak was amazing
Stayed 1 night in May 2025
Verified review

10/10 Excellent

james

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
What a great find, beautiful place with outstanding food and service, will be back
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

Julia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fabulous place for an overnight stay, visiting family. Rooms were beautiful, clean, and lovely products. Bar and restaurant were lovely, breakfast delicious
Stayed 1 night in Sep 2025
Verified review

10/10 Excellent

Michelle

From the moment we arrived, our stay was perfect. There was nothing we could fault! The staff and all facilities were first class
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

James

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed a night, lively room, comfortable bed and great bathroom facilities
Stayed 1 night in Mar 2024
Verified review

10/10 Excellent

ALAN

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great place to stay and eat

Fantastic place to stay. Great room and facilities in the room. Food and service excellent
Stayed 1 night in Nov 2023
Verified review

10/10 Excellent

Michael W

Liked: Cleanliness, amenities, property conditions & facilities
LARGE COMFORTABLE BED,
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities
Room was amazing. Clean, spacious and comfortable. Bathroom was immaculate. The restaurant was perfect and the food was outstanding. Would absolutely stay here again.
Stayed 1 night in Nov 2025
Verified review

10/10 Excellent

Esin

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Pleasant to stay Winning Post hotel. Breakfast. Room and all service were great.
Stayed 1 night in Sep 2025
Verified review

8/10 Good

Dorte

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Pleasant stay.

Big and quiet room, very comfortable bed and excellent cleaning. Very pleasant stay.
Stayed 5 nights in Jul 2024
Verified review

8/10 Good

david

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very nice all round
Stayed 1 night in Nov 2025
Verified review

10/10 Excellent

Nicola

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Excellent one night stay

Excellent stay. Rooms were very clean and spacious. Staff very friendly. Would definitely stay again.
Stayed 1 night in Mar 2023
Verified review

10/10 Excellent

Holly

Liked: Cleanliness, property conditions & facilities
Gorgeous rooms, very helpful staff and very accommodating when we were a little late coming in for breakfast. This is our second stay here and my only regret is not spending more time in the pub/hotel to enjoy the atmosphere.
Stayed 1 night in Jun 2025
Verified review

10/10 Excellent

David

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We have stayed here before and it is ideally located for family visits. The staff were excellent and the room was above expectations. Anyone staying here will not be disappointed. One word of warning - if you want to eat dinner here make sure to book well ahead as it gets very busy (not surprisingly)
Stayed 1 night in Sep 2025
Verified review

10/10 Excellent

W

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Country luxury yet handy to facilities!

A high quality luxury pub type accomodation furnished to a high standard with an upmarket restaurant on site.
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property was great. The staff and owner were great and very friendly and accommodating.
Stayed 1 night in May 2024
Verified review

10/10 Excellent

Zandile Sheba

Liked: Cleanliness, staff & service, property conditions & facilities
I have a few times in some of their pubs and this is the best of all 3. Staff are excellent l arrived late beyond meal but they went out of there to get me something hot. Also helped with cutting my food as l have a fracture, morning breakfast yummy loved everything about the place. Bedrooms are quite roomy compared. Hope he was the manager and K who got me some meal. K helped with my bags to my room. 2 young man who’d been to SA lovely chat. Friendly staff but still doing their job. Would 100% recommend. Ample parking.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

giancarlo

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The best vibe !
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

Graham

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very clean rooms we was away for a golf competition me and my daughter the Pub food was excellent. Will book again next year for the same competition!!
Stayed 1 night in May 2025