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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 Wi-Fi
  • Bar
The current price is ฿2,642
฿3,170 total
includes taxes & fees
15 Mar - 16 Mar

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, pillow-top 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
  • Garden view
  • 14 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed OR 2 Single Beds

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

Deluxe Double or Twin Room, 1 Bedroom | Premium bedding, pillow-top 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
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed OR 2 Single Beds
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About the area

Located in Windsor, The Winning Post is near the airport and near a train station. Windsor Castle is a notable landmark and some of the area's popular attractions include LEGOLAND® Windsor and Thorpe Park. Lapland UK and Coral Reef Bracknells Water World are also worth visiting. Spend some time exploring the area's activities, including winery tours. Visit our Windsor travel guide
View more Inns in Windsor
Map
Winkfield Street, Windsor, England, SL4 4SW

What's nearby

  • Lego Shuttle.
    LEGOLAND® Windsor
    8 min drive - 7.6 km
  • Royal Ascot Horse Race
    Ascot Racecourse
    9 min drive - 5.7 km
  • The Long Walk, Windsor Great Park, Berkshire, England View of the 3 mile tree lined path in Windsor Great Park known as The Long Walk, from the copper statue of King George III towards Windsor Castle. #LifeAtExpedia #parks
    Windsor Great Park
    9 min drive - 9.3 km
  • Bird Hills Golf Centre
    5 min drive - 5.7 km
  • Lapland UK
    8 min drive - 5.3 km

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
  • Fernygrove Farm Coffee Shop
    4 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 give top marks for the helpful staff
Room features
All rooms are individually furnished, and offer comforts such as premium bedding and laptop-friendly workspaces, as well as perks such as free WiFi and sound-insulated walls.
Extra 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/cupboards, mini fridges and electric kettles

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The price is ฿4,189
฿5,027 total
includes taxes & fees
22 Mar - 23 Mar
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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 are 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 on 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.
Cots (infant beds) are not available

Payment types at the property

Important information

Optional extras

  • 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

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 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

We should mention

This property does not have any lifts
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 6 Mar 2026, prices found for a 1-night stay for 2 adults at The Winning Post on 15 Mar 2026 start from ฿2,642, 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 at The Winning Post?

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?

Checkout is at 11 AM. Late checkout is available for GBP 20.00 (subject to availability).

Where is The Winning Post located?

Situated near the airport, this inn is 3 mi (4.8 km) from Lavender Park and 3 mi (4.9 km) from Lapland UK. LEGOLAND® Windsor and Royal Ascot Golf Club are also within 6 miles (10 km).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on selected room rates because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

The Winning Post Reviews

9.2

Wonderful

9.4

Cleanliness

8.8

Location

9.2

Staff & service

9.2

Property conditions & facilities
Rating 10 - Excellent. 175 out of 251 reviews
Rating 8 - Good. 56 out of 251 reviews
Rating 6 - Okay. 11 out of 251 reviews
Rating 4 - Poor. 5 out of 251 reviews
Rating 2 - Terrible. 4 out of 251 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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Mandy

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

Linda

Liked: Cleanliness, staff & service, property conditions & facilities
We liked the area where the Winning Post is located. Great restaurant, staff very helpful and friendly. Short journey to drive into Windsor and area.
Stayed 3 nights in Sep 2023

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

10/10 Excellent

Robyn

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

Impressive first stay

Lovely room with lots of good extras. Bed was comfy. The food served in the pub is very tasty and all the staff were friendly.
Stayed 4 nights in Mar 2024

10/10 Excellent

AJ

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

Charming country inn

We stayed at the winning post for a family wedding in the village. The rooms are cosy and had a lot of amenities like Dyson fan, DAB radio, wireless charging points etc. very well stocked. The staff were all extremely helpful and friendly, food and drinks in the hotel were excellent. Would stay again.
Stayed 2 nights in Aug 2023