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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
Exterior
Comfort Double or Twin Room, 1 Bedroom | 1 bedroom, premium bedding, pillowtop beds, individually decorated
1 bedroom, premium bedding, pillowtop beds, individually decorated

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Bar
  • Pet friendly
  • Housekeeping
  • Parking included
  • Free WiFi

Explore the area

View in a map
Winkfield Street, Windsor, England, SL4 4SW
  • LEGOLAND® Windsor
    ‪5 min drive‬
  • Ascot Racecourse
    ‪7 min drive‬
  • Windsor Castle
    ‪10 min drive‬
  • London (LHR-Heathrow)
    ‪24 min drive‬

Room options

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

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

Deluxe Double or Twin Room, 1 Bedroom

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

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

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

Comfort Double or Twin Room, 1 Bedroom

9.2 out of 10
Wonderful
(11 reviews)
  • 151 sq ft
  • Sleeps 2
  • 1 King Bed OR 2 Twin Beds

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

  • LEGOLAND® Windsor - 5 min drive - 4.3 miles
  • Lapland UK - 5 min drive - 3.6 miles
  • Windsor Great Park - 7 min drive - 5.6 miles
  • Ascot Racecourse - 7 min drive - 4.6 miles
  • Windsor Castle - 10 min drive - 6.9 miles

Getting around

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

Restaurants

  • ‪The Caviar Club - ‬7 min drive
  • ‪The Old Manor (Wetherspoon) - ‬7 min drive
  • ‪Fuego - ‬6 min drive
  • ‪Caviar House & Prunier - ‬8 min drive
  • ‪Fernygrove Farm Coffee Shop - ‬4 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

Terrace/patio

Castle Hotel Windsor

  • Free WiFi
  • Restaurant
  • Air conditioning
  • Breakfast available
4.5 out of 5, Wonderful, 1,018 reviews
$125 nightly
The price is $150
Aug 31 - Sep 1
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 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

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 Aug 30, 2025, prices found for a 1-night stay for 2 adults at The Winning Post on Sep 1, 2025 start from $105.35, excluding 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.

How close is The Winning Post to the beach?

This inn is 13.5 mi (31-min drive) from Amity Beach.

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 4.6 mi away from Windsor.

The Winning Post Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 163 out of 236 reviews
Rating 8 - Good. 54 out of 236 reviews
Rating 6 - Okay. 11 out of 236 reviews
Rating 4 - Poor. 5 out of 236 reviews
Rating 2 - Terrible. 3 out of 236 reviews

9.4/10

Cleanliness

9.2/10

Staff & service

8.8/10

Amenities

9.2/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

10/10 Excellent

Graham

Traveled with family
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

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

10/10 Excellent

Matthew

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in May 2025

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

10/10 Excellent

Ann-Marie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Mar 2025

10/10 Excellent

Elizabeth

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Mar 2025

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

8/10 Good

Brenda

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Mar 2025

10/10 Excellent

giancarlo, new york

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

8/10 Good

Martin

Liked: Staff & service, property conditions & facilities, room comfort
Disliked: Cleanliness

Stop over in Windsor when dropping off at Heathrow

Although a couple of administrative issues were encountered, these were immediately and appropriately reacted to. Accommodation, food (breakfast and dinner), bar and service all excellent. Lovely traditional rural pub with rooms. Great location close to Windsor and Heathrow.
Stayed 1 night in Dec 2024

8/10 Good

Mandie

Liked: Cleanliness, property conditions & facilities, room comfort

Nice stay, great for a “spare room”

Did what we needed which was to be a “spare room” for a Christmas family visit. In room 11 which is off the pub carpark so easy to get in and out. Quite a lot of noise from the folks outside the pub until closing time, but didn’t disturb us much. Terrible drain smell when we got back late on the first night but was gone in the morning. Shame we didn’t have time to eat in the pub itself which we know from previous visits is very good.
Stayed 2 nights in Dec 2024

10/10 Excellent

Sarah

Business traveler
Liked: Cleanliness, staff & service, room comfort

Great stay

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

10/10 Excellent

Scott

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Dec 2024

4/10 Poor

peter

Stayed 1 night in Nov 2024

10/10 Excellent

Matthew

Stayed 1 night in Nov 2024

10/10 Excellent

John

Traveled with partner
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

10/10 Excellent

Elaine

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2024

8/10 Good

Enrique, coral gables

Stayed 1 night in Sep 2024

8/10 Good

Rondall

Traveled with family
Liked: Cleanliness, staff & service
We very much enjoyed the lovely dinner on Sunday evening in the pub. Best English meal I’ve had in a long time. We didn’t care for the small gravel parking and walkways and how difficult it made dragging our luggage to and from the room.
Stayed 1 night in Sep 2024

8/10 Good

Matt

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Aug 2024

10/10 Excellent

Mandy

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

What a find!

Just a brilliant stay. Fantastic setting, great garden room, beautifully kept environment and super staff. Think I’ll be swapping my regular hotel for here. Food also looks good! Plus dog friendly
Room 4 garden
Room 4
Stayed 1 night in Aug 2024

10/10 Excellent

Mandy

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

What a find!

Just a brilliant stay. Fantastic setting, great garden room, beautifully kept environment and super staff. Think I’ll be swapping my regular hotel for here. Food also looks good! Next time, I’ll bring Barnum!
Room 4 garden
Room 4
My boy, Barnum
Stayed 1 night in Aug 2024

10/10 Excellent

Ashley

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2024

8/10 Good

Adrian

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Jun 2024

10/10 Excellent

Nick

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

Highly recommended

Attractive setting, well maintained and recently refurbished in a manner suiting its character. Great service, all staff friendly enthusiastic and helpful. Fantastic dinner. Room clean and hygienic. Ample safe parking Highly recommended
Stayed 1 night in Jun 2024