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The Winning Post

4.0 star property
4-star inn near LEGOLAND® Windsor

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Photo gallery for The Winning Post

Restaurant
Terrace/patio
Comfort Double or Twin Room, 1 Bedroom | Bathroom | Shower, rainfall showerhead, designer toiletries, hair dryer
Comfort Double or Twin Room, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated
Comfort Double or Twin Room, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • Parking included
  • Free WiFi
  • 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)
    ‪36 min drive‬

Room options

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

Comfort Double or Twin Room, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated

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

Deluxe Double or Twin Room, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated

Deluxe Double or Twin Room, 1 Bedroom

  • 172 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed OR 2 Twin Beds
  • Free WiFi

About the neighborhood

Windsor

Near the airport.At this Windsor inn, you'll be within 3 miles (5 km) of Lapland UK and 6 miles (10 km) of LEGOLAND® Windsor. Royal Ascot Golf Club and Ascot Racecourse are also within 6 miles (10 km).
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

  • ‪Fuego - ‬6 min drive
  • ‪The Caviar Club - ‬7 min drive
  • ‪The Boot - ‬6 min drive
  • ‪The Old Manor (Wetherspoon) - ‬7 min drive
  • ‪The Norfolk Restaurant - ‬7 min drive

About this property

The Winning Post

4-star inn near LEGOLAND® Windsor
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.

  • 12 guestrooms or units
  • Breakfast available (surcharge)
  • Terrace
  • Garden
  • Smoking in designated areas
  • Bar or lounge
  • Dining venue
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.

Similar properties

Lunch and dinner served
Castle Hotel Windsor
Windsor City Centre
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Breakfast available
4.5 out of 5, Wonderful, 1,003 reviews
$157 nightly
The price is $189
Jun 7 - Jun 8
Total with taxes and fees
Castle Hotel Windsor

Property amenities

Family friendly

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

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

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)

Room amenities

Entertainment

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

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

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: 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.
  • Cribs (infant beds) are not available.

Property payment types

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: 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

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

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Guests must contact this property in advance to reserve onsite parking. This property accepts Visa, Mastercard, American Express, debit cards, cash, mobile payments, Google Pay, and Apple Pay. This property reserves the right to pre-authorize the guest's credit card prior to arrival. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit in each accommodation.

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

Frequently asked questions

How close is The Winning Post to the airport?

The Winning Post is 20.7 mi (33-min drive) away from the Heathrow Airport (LHR) airport, the closest popular airport to the property.

How much does it cost to stay at The Winning Post?

As of Jun 2, 2026, prices found for a 1-night stay for 2 adults at The Winning Post on Jun 7, 2026 start from $99, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does The Winning Post have an airport shuttle?

Airport shuttle services are not available at The Winning Post.

Does The Winning Post offer free breakfast?

Free breakfast isn’t provided at The Winning Post, but full breakfast is offered for a fee of GBP 15 for adults and GBP 15 for children. It's available every day from 8:00 AM to 11:00 AM.

Is there a casino at The Winning Post?

No, there is no casino at this inn.

What time is check-in at The Winning Post?

Check-in start time: 3:00 PM; Check-in end time: 10:30 PM. Early check-in costs GBP 20.00 (subject to availability).

Is there free parking at The Winning Post?

This inn offers free self parking.

Does The Winning Post have a pool?

The Winning Post does not have a pool.

Does The Winning Post have a restaurant?

Yes, there is a restaurant on site.

Does The Winning Post have a spa?

There are no spa services available at this inn.

How close is The Winning Post to downtown Windsor?

The Winning Post is 1.9 mi away from Winkfield.

The Winning Post Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 176 out of 254 reviews
Rating 8 - Good. 57 out of 254 reviews
Rating 6 - Okay. 12 out of 254 reviews
Rating 4 - Poor. 5 out of 254 reviews
Rating 2 - Terrible. 4 out of 254 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.8/10

Amenities

9.2/10

Property conditions & facilities

Reviews

Verified

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

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

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

10/10 Excellent

Michael W

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

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

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

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

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

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

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

8/10 Good

david

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

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

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

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

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

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

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

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

10/10 Excellent

Gail

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Superb!!!! Nice & quiet. Lovely room & really comfortable bed. Fantastic food. Staff really friendly & professional. Would highly recommend. Will definitely be visiting again next year.
Stayed 2 nights in Sep 2025
Verified

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

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

10/10 Excellent

giancarlo

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

10/10 Excellent

Alysa

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

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
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Excellent staff. Very good Restaurant and bar
Stayed 2 nights in Jun 2023