Skip to main content

The Winning Post

4.0 star property
Unwind amidst beautiful gardens or sip drinks at the bar after exploring nearby attractions.

Choose dates to view prices

Near LEGOLAND Windsor, The Winning Post offers an upscale retreat with a charming garden and cozy bar. Enjoy free in-room WiFi, outdoor furniture on the terrace, and a delightful restaurant. Guests appreciate the helpful staff who make their stay even more enjoyable.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • Parking included
  • Free WiFi
  • Bar

Room options

Available filters for rooms
Showing 2 of 2 rooms

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

9.2 out of 10
Wonderful
(12 reviews)

Highlights

Soundproofed
Individually furnished
Individually decorated
Heating
Connecting rooms available
Mini-fridge
TV
Hypo-allergenic bedding
  • 14 sq m
  • Sleeps 2
  • 1 King Bed OR 2 Twin Beds

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

Highlights

Soundproofed
Individually furnished
Individually decorated
Heating
Connecting rooms available
Mini-fridge
TV
Hypo-allergenic bedding
  • 16 sq m
  • Sleeps 2
  • 1 King Bed OR 2 Twin Beds

About the neighborhood

Map
Winkfield Street, Windsor, England, SL4 4SW

What's nearby

  • Bird Hills Golf Centre - 5 min drive - 5.7 km
  • Lapland UK - 8 min drive - 5.3 km
  • LEGOLAND® Windsor - 8 min drive - 7.6 km
  • Ascot Racecourse - 9 min drive - 5.7 km
  • Windsor Great Park - 9 min drive - 9.3 km

Getting around

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

Restaurants

  • ‪Fernygrove Farm Coffee Shop - ‬4 min drive
  • ‪The Caviar Club - ‬7 min drive
  • ‪The Boot - ‬6 min drive
  • ‪Caviar House & Prunier - ‬8 min drive
  • ‪The Royal Foresters - ‬5 min drive

About this property

The Winning Post

Upscale inn near LEGOLAND® Windsor
At The Winning Post, you can look forward to a terrace, a garden, and a bar. Free in-room WiFi and a restaurant are available to all guests.
You'll also enjoy the following perks during your stay:
  • Free self parking
  • Full breakfast (surcharge) and outdoor furniture
  • Guest reviews speak highly of the helpful staff
Room features
All guestrooms are individually furnished, and feature comforts such as premium bedding and laptop-friendly workspaces, as well as perks like free WiFi and sound-insulated walls.
Other conveniences in all rooms include:
  • Heating and fans
  • Hypo-allergenic bedding, pillowtop mattresses, and rollaway/extra beds (surcharge)
  • Bathrooms with rainfall showers and designer toiletries
  • 42-inch TVs with Netflix, streaming services, and digital channels
  • Wardrobes/closets, mini fridges, and electric kettles

Similar properties

Garden
The Royal Adelaide Hotel
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Restaurant
8.6 out of 10, Excellent, 571 reviews
The Royal Adelaide Hotel

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

Frequently asked questions

Is The Winning Post pet-friendly?

Yes, this inn allows dogs (limit 2 total). There's a fee of GBP 20 per pet, per night. Service animals are exempt from fees.

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

As of 2026/1/7, prices found for a 1-night stay for 2 adults at The Winning Post on 2026/1/11 start from NT$1,913, 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.

How much is parking?

Self parking is free at this property.

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 is available for a fee of GBP 20.00 (subject to availability). Late check-in is available during limited hours.

What time is check-out at The Winning Post?

Check-out is at 11 AM. Late check-out is available for GBP 20.00 (subject to availability).

Where is The Winning Post located?

Situated near the airport, this inn is within 3 mi (5 km) of Mill Ride Golf and Country Club, Bird Hills Golf Centre, and Lapland UK. LEGOLAND® Windsor and Royal Ascot Golf Club are also within 6 mi (10 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

The Winning Post Reviews

9.2

Wonderful

9.4

Cleanliness

8.8

Location

9.2

Staff & service

8.8

Eco-friendliness

9.2

Property conditions & facilities
Rating 10 - Excellent. 175 out of 250 reviews
Rating 8 - Good. 56 out of 250 reviews
Rating 6 - Okay. 11 out of 250 reviews
Rating 4 - Poor. 5 out of 250 reviews
Rating 2 - Terrible. 3 out of 250 reviews

Reviews

10/10 Excellent

Michael W

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

giancarlo

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

8/10 Good

Joe

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

Nice Hotel rooms and bar, food is nice but expensi

Lovely comfortable room and a nice bar / restaurant area. Food was very nice but quite expensive as were the drinks. Doesnt help that they add 12.5% service charge to every bill. That's an Americanism that's sadly snuck into this country. Service is part of the job and should be covered by staff wages paid by the pub. Tips should be optional and not automatically added.
Stayed 1 night in Oct 2025

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

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

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

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

10/10 Excellent

Simon

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

Great place to stay

Really lovely pub and accommodation set in a beautiful area. I would definitely stay there again. Room had tv, DAB radio, cordless phone charger, modern fan. Bathroom great size.
Stayed 1 night in Mar 2024

10/10 Excellent

Henry

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

It’s a winner!

Lovely pub with great rooms! Breakfast was also very affordable!
Stayed 1 night in May 2024

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

10/10 Excellent

S J

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

Charming pub - with food

Lovely characterful pub. Nice location. Friendly helpful staff
Stayed 1 night in Sep 2023