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The Winning Post

4.0 star property
Inn in Windsor with restaurant and bar/lounge

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

  • Bar
  • Pet-friendly
  • Housekeeping
  • Parking included
The current price is NZ$190
includes taxes & fees
16 Nov - 17 Nov

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

Comfort Double or Twin Room, 1 Bedroom

9.2 out of 10
Wonderful
(11 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

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
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About the area

Map
Winkfield Street, Windsor, England, SL4 4SW

What's nearby

  • LEGOLAND® Windsor - 5 min drive - 6.9 km
  • Lapland UK - 5 min drive - 5.7 km
  • Windsor Great Park - 7 min drive - 9.0 km
  • Ascot Racecourse - 7 min drive - 7.3 km
  • Windsor Castle - 10 min drive - 11.1 km

Getting around

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

Restaurants

  • ‪The Caviar Club - ‬7 min drive
  • ‪Caviar House & Prunier - ‬8 min drive
  • ‪Fernygrove Farm Coffee Shop - ‬4 min drive
  • ‪Clubhouse Restaurant & Bar - ‬8 min drive
  • ‪The Boot - ‬6 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

Similar properties

Terrace/patio

Castle Hotel Windsor

  • Free WiFi
  • Restaurant
  • Air conditioning
  • Breakfast available
9.0 out of 10, Wonderful, 1,005 reviews
The price is NZ$310
includes taxes & fees
9 Nov - 10 Nov
Castle Hotel Windsor

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 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

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

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 4 Nov 2025, prices found for a 1-night stay for 2 adults at The Winning Post on 16 Nov 2025 start from NZ$190.26, 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.

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 (4.9 km) from Lapland UK and within 6 miles (10 km) of LEGOLAND® Windsor and Royal Ascot Golf Club. Ascot Racecourse and Windsor Great Park are also within 6 miles (10 km).

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The Winning Post Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 171 out of 245 reviews
Rating 8 - Good. 55 out of 245 reviews
Rating 6 - Okay. 11 out of 245 reviews
Rating 4 - Poor. 5 out of 245 reviews
Rating 2 - Terrible. 3 out of 245 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

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

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

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Was cozy & perfect - great location
Stayed 1 night in Sep 2023

10/10 Excellent

giancarlo

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

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

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

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

Samantha

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Super friendly and efficient staff with excellent food and clean room. Really enjoyed our stay. Car parking for larger vehicles when busy a little restricted but understandably busy as such a lovely pub and great food
Stayed 2 nights in Feb 2023

10/10 Excellent

Catherine

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

Excellent location and lovely room and pub

What a lovely pub and hotel. Had a fantastic stay here this weekend. We loved the comfortable bed and extras- such as the coffee machine. Plenty of space a a really nice bath with shower. Excellent location for Windsor.
Stayed 1 night in Dec 2022

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

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, property conditions & facilities
I can’t imagine a more charming English pub/restaurant/B&B combination. About a 20 pound Uber ride from Windsor castle, it was well worth paying. room was clean and comfortable, food options were good.
Stayed 2 nights in May 2023

10/10 Excellent

Jane

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Absolutely superb cannot fault a thing
Stayed 1 night in Jun 2023

10/10 Excellent

Tracy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
What a lovely gem. The rooms were so lovely warm, cosy and clean. We enjoyed a lovely Sunday roast when we arrived and then a lovely full English breakfast in the morning. I would definitely recommend and look forward to returning. The staff were also nice and welcoming.
Stayed 1 night in Dec 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, property conditions & facilities, room comfort

Beating the rest

Really good but service was at times a little slow
Stayed 1 night in Nov 2022

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

6/10 Okay

sarah

Disliked: Cleanliness
Propery was vey nice, good parking, room was good. But not very clean, don’t think the radiator had been cleaned this year. Bar staff very good. Average costs per night was 204.00, no breakfast included. Seems not matter what site this hotel is booked or what price, breakfast never include. Restaurant staff said they had a power cut in the kitchen, so could only do bar snacks, yet still did some hot tapas type food, didn’t ring true. Breakfast was nice, but only 1 person on & we had to ask for everything, cutlery, coffee milk, it wasn’t that busy, should have been another person on, it was like she didn’t want to do the job. However breakfast was very nice & came quickly. Ceiling in the bar /main area low, which added to the decor, but tall people be aware.
Stayed 2 nights in Aug 2023

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

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

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

6/10 Okay

Alistair

Liked: Cleanliness, property conditions & facilities
Disliked: Staff & service, amenities
Lovely property and location, beautiful newly renovated rooms let down by a weird check in experience. They are primarily a pub / restaurant so I felt like an afterthought and had nowhere to park because of all the restaurant customers. I walked into the pub and it was unclear who I should talk to. There were some staff sitting behind a computer at a table in the restaurant but they just ignored me. It took the bartender coming out from behind the bar once I made eye contact with a confused expression to get my key. He was nice to be fair, but if they had a sign somewhere with check in instructions that would’ve been easier
Stayed 1 night in Jul 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

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