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The Winning Post

4.0 star property

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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 hallway with a mural depicting a tropical landscape, a wooden door, and a light fixture.
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 breakfast setting with toast, tomatoes, cheese, and a glass of orange juice.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Pet-friendly
  • Free Wi-Fi
  • Bar

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)
    ‪37 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
  • 14 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed OR 2 Single Beds
  • Free Wi-Fi

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

  • 16 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed OR 2 Single Beds
  • Free Wi-Fi

Similar properties

Terrace/patio
Holiday Inn Express Windsor by IHG
Windsor City Centre
  • Breakfast included
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
4.4 out of 5, Excellent, 1,009 reviews
The price is €129
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Express Windsor by IHG

About this property

The Winning Post

Along with a restaurant, this inn has a bar/lounge and a garden. Free WiFi in public areas and free self parking are also provided. Change of towels is available on request
The Winning Post offers 12 accommodations with espresso makers and complimentary bottles of water. This individually decorated and furnished accommodation includes desks. Pillowtop beds feature premium bedding. Televisions come with digital channels and Netflix.

Bathrooms include a shower with a rainfall showerhead, designer toiletries, complimentary toiletries and hairdryers. Guests can surf the web using complimentary wireless Internet access. Additionally, rooms include coffee/tea makers and fans. Hypo-allergenic bedding, an iron/ironing board and change of towels can be requested. Housekeeping is provided on a daily basis.

Our customers tell us that they can't get enough of the helpful staff at The Winning Post. During your stay, you'll be close to LEGOLAND® Windsor. You'll find features such as free WiFi in public areas and free self-parking, plus a restaurant. This property offers pet-friendly amenities, such as food and water bowls.
  • Free WiFi
  • Free self-parking
  • Grab something to eat at the restaurant or stop for a drink at the bar/lounge
  • Full breakfast served daily for a fee
  • Amenities include a terrace
  • Just a 4-minute drive from LEGOLAND® Windsor and 10 minutes from Windsor Castle
  • Dogs welcome for a fee (restrictions apply)
  • Pet-friendly amenities are available, including food and water bowls
There's a restaurant on site. You can enjoy a drink at the bar/lounge. Public spaces have free WiFi. The business-friendly The Winning Post also features a terrace and a garden. Limited free parking is available on a first-come, first-served basis.

Smoking is allowed in designated areas at this 4-star Windsor inn.

For a fee, guests can enjoy a full breakfast daily from 8:00 AM to 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 transport

  • Onsite parking available only on request
  • Free uncovered self parking on site
  • Limited on-site 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 lift
  • 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 and check-out are available
Late check-in subject to availability
Minimum check-in age - 18

Check-out

Check-out before 11 AM
Contactless check-out
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: GBP 20 per pet, per night
  • Only dogs are allowed
  • Maximum 2 pets
  • Pets cannot be left unattended
  • Food and water bowls are available
  • Certain rooms only
  • You can request a pet-friendly room by reaching out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are available for GBP 20.0 per night.
  • Cots (infant beds) are not available.

Payment types at the property

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Fee for full breakfast: from approximately GBP 15 for adults and from 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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 on-site 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-authorise 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
This property does not have a front desk. Guests arriving after 3:00 PM must make advance arrangements by contacting the property using the information on the booking confirmation. The host will greet guests on arrival.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.
  • Pets are welcome in specific rooms only, which can be requested by contacting the property directly at the number on your booking confirmation (please see the Fees section for related charges).

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. 179 out of 260 reviews
Rating 8 - Good. 59 out of 260 reviews
Rating 6 - Okay. 12 out of 260 reviews
Rating 4 - Poor. 5 out of 260 reviews
Rating 2 - Terrible. 5 out of 260 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.8/10

Amenities

9.2/10

Property conditions & facilities

Reviews

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

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

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

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

Verified traveller

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

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

Michael W

Liked: Cleanliness, amenities, property conditions & facilities
LARGE COMFORTABLE BED,
Stayed 4 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

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

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

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

david

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

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

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

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

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

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

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
Verified review

10/10 Excellent

Verified traveller

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

giancarlo

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

10/10 Excellent

John

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff were amazing from start to finish of our stay , the food was cooked to the highest standard and served by the most friendliest of waitresses . Will definitely be staying here again , many thanks to all at the winning post .
Stayed 1 night in Sep 2024