See all properties

The Winning Post

4.0 star property
Inn in Windsor with a restaurant and a bar

Choose dates to view prices

Photo gallery for The Winning Post

Restaurant
Terrace/patio
Exterior
Comfort Double or Twin Room, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated
Premium bedding, pillowtop beds, individually decorated

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Bar
  • Pet friendly
  • Housekeeping
  • Parking included

Explore the area

View in a map
Winkfield Street, Windsor, England, SL4 4SW
  • Place, Bird Hills Golf Centre
    ‪5 min drive‬
  • Place, Lapland UK
    ‪8 min drive‬
  • Place, LEGOLAND® Windsor
    ‪8 min drive‬
  • Airport, London (LHR-Heathrow)
    ‪28 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

9.2 out of 10
Wonderful
(11 reviews)
  • 151 sq ft
  • 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

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

About the neighborhood

Windsor

Located 3 mi (4.9 km) from Lapland UK, The Winning Post is within a 5-minute drive of LEGOLAND® Windsor. This 12-room, 4-star inn has a restaurant, free in-room WiFi, and free self parking.
View more Inns in WindsorOpens in a new window

What's nearby

  • Bird Hills Golf Centre - 5 min drive - 3.6 miles
  • Lapland UK - 8 min drive - 3.3 miles
  • LEGOLAND® Windsor - 8 min drive - 4.7 miles
  • Ascot Racecourse - 9 min drive - 3.6 miles
  • Windsor Great Park - 9 min drive - 5.8 miles

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

Inn in Windsor with a restaurant and a bar
Guests staying at The Winning Post enjoy free WiFi in public areas, a terrace, and a garden. If you drive, put free parking to good use. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
42-inch TVs come with digital channels and Netflix, and guests can stay connected with free WiFi. Pillowtop beds sport premium bedding and bathrooms offer rainfall showers, hair dryers, and designer toiletries. Other amenities include espresso makers, fans, and desks. Change of towels is available on request.

Similar properties

Terrace/patio
Sir Christopher Wren Hotel
  • Breakfast included
  • Free WiFi
  • Restaurant
  • Gym
9.0 out of 10, Wonderful, 1,000 reviews
$131 nightly
The price is $157
Dec 14 - Dec 15
Total with taxes and fees
Sir Christopher Wren 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 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

  • This property welcomes pets for GBP 20 per pet, per night
  • Dogs only
  • 2 total pets
  • Pets may not be left unsupervised
  • Food and water bowls are available
  • Certain rooms only
  • Guests can request a pet-friendly room by contacting the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

  • Rollaway/extra beds are available for GBP 20.0 per night

Property payment types

Important information

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

  • 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 list may not be comprehensive. Fees and deposits might 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
  • Check-in: 3:00 PM—-10:30 PM
  • Check-out: 11 AM
  • Minimum check-in age: 18
Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • 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.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit.

Additional information about polices, regulations, and more:

  • Connecting or adjoining rooms can be requested, but all rooms are subject to availability. Contact the property using the phone number on your booking confirmation.
  • There are no elevators.
  • No cribs or infant beds are available.

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 a free cancellation option available at The Winning Post?

The Winning Post provides free cancellation on some room rates. For additional details, look at the cancellation policy on Orbitz.

What's there to do around The Winning Post?

This inn is located in Windsor, close to LEGOLAND® Windsor, Windsor Castle, and Ascot Racecourse. You'll also find Lapland UK and Windsor Great Park within a short drive.

Is there parking available at The Winning Post?

Yes, uncovered self parking is offered for free at the inn.

Does The Winning Post have a casino at the property?

No, The Winning Post doesn't have a casino.

Will I find an indoor pool at The Winning Post?

No, there is no indoor pool at this inn.

What will couples enjoy most about a stay at The Winning Post?

Amenities that appeal to couples at this inn include a pillowtop mattress, a rainfall showerhead, and Netflix.

Are there hot tubs at The Winning Post?

No, this inn doesn't have a spa tub.

Does The Winning Post have a restaurant with a breakfast menu?

Yes, The Winning Post serves a full breakfast each morning for a surcharge from its restaurant.

Will The Winning Post allow pets to stay free of charge?

Although they can't stay for free, dogs are welcome at The Winning Post for a fee of GBP 20 per pet, per night. The property also provides food and water bowls.

Does The Winning Post have connecting rooms?

Yes, this inn has connecting guestrooms you can book for your group event or vacation.

How far is the airport from The Winning Post?

The closest major airport to The Winning Post is Heathrow Airport (LHR), which is 20.7 mi away (33 minutes by car). Another top airport is Farnborough (FAB), which is located 16.4 mi away (39-minute drive).

Can I book a room with a balcony at The Winning Post?

No, at The Winning Post, there aren't any guestrooms that list a balcony.

Reviews

The Winning Post Reviews

9.2

Wonderful

9.4/10

Cleanliness

9.2/10

Staff & service

8.8/10

Amenities

9.2/10

Property conditions & facilities

8.8/10

Eco-friendliness
Rating 10 - Excellent. 172 out of 247 reviews
Rating 8 - Good. 56 out of 247 reviews
Rating 6 - Okay. 11 out of 247 reviews
Rating 4 - Poor. 5 out of 247 reviews
Rating 2 - Terrible. 3 out of 247 reviews

Reviews

10/10 Excellent

Troy

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

10/10 Excellent

stephen b

Stayed 1 night in Aug 2025

10/10 Excellent

Simon

Stayed 1 night in Aug 2025

10/10 Excellent

Heather

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

6/10 Okay

James

Business traveler
Disliked: Staff & service
Stayed 3 nights in Jun 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

Suzanne

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

10/10 Excellent

Holly

Traveled with partner
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

8/10 Good

Menzo

Stayed 1 night in May 2025

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