The Winning Post

Choose dates to view prices

Where to?

Dates

August 2025

September 2025

Enjoy a casual dining experience at this cozy bar, featuring a prominent cocktail bar and traditional bar elements.

Experience the charm of The Winning Post, a traditional country inn with a peaceful rural setting and on-site parking.

Explore a vibrant hallway with a stunning mural featuring a horseback scene and tropical landscape.

Enjoy casual dining under a covered patio surrounded by lush greenery and industrial-chic architecture.

Enjoy a restful stay in this inviting room with a comfortable bed, bedside table, and cozy seating area.

Overview
Rooms
Location
Policies

Popular amenities

Bar
Pet-friendly
Housekeeping
Parking included

Explore the area

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

Deluxe Double or Twin Room, 1 Bedroom

16 sq m
Sleeps 2
1 King Bed OR 2 Twin Beds

Comfort Double or Twin Room, 1 Bedroom

Wonderful

14 sq m
Sleeps 2
1 King Bed OR 2 Twin Beds

Similar properties

Explore a serene garden with a central fountain, winding paths, and beautifully manicured hedges and flower beds.

Free WiFi
Restaurant
Air conditioning
Breakfast available

for 1 room

includes taxes & fees

17 Aug - 18 Aug

About this property

The Winning Post

Inn in Windsor with a restaurant and a bar

Along with a restaurant, this inn has a bar/lounge and a garden. Free WiFi in public areas and free self parking are also provided. Change of towels is available on request.

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.

Our customers tell us they can't get enough of the helpful staff at The Winning Post. During your stay, you'll be close to LEGOLAND® Windsor. You'll find features like free WiFi in public areas and free self parking, plus a restaurant. This property offers pet-friendly amenities like food and water bowls.

Free WiFi
Free self parking
Grab something to eat at the restaurant or stop for a drink at the bar/lounge
Full breakfast served daily for a fee
Amenities include a terrace
Just a 4-minute drive from LEGOLAND® Windsor and 10 minutes from Windsor Castle
Dogs welcome for a fee (restrictions apply)
Pet-friendly amenities are available, including food and water bowls

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.

For a fee, guests can enjoy full breakfast daily from 8:00 AM to 11:00 AM.

The Winning Post has a restaurant on site.

Languages

English

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)

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

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.

Payment types at the property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.

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

This property does not have a front desk. Guests arriving after 3:00 PM must make advance arrangements by contacting the property using the information on the booking confirmation. The host will greet guests on arrival.

If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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

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

10/10 Excellent

W

23 Apr 2025

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

2 Apr 2025

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

Stayed 1 night in Mar 2025

10/10 Excellent

Elizabeth

Travelled with group

28 Mar 2025

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

Stayed 1 night in Mar 2025

10/10 Excellent

james

25 Mar 2025

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

3 Mar 2025

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

Stayed 2 nights in Mar 2025

10/10 Excellent

giancarlo, new york

23 Feb 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

The best vibe !

Stayed 3 nights in Feb 2025

8/10 Good

Martin

28 Dec 2024

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

27 Dec 2024

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 traveller

15 Dec 2024

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 traveller

6 Dec 2024

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

Stayed 1 night in Dec 2024

4/10 Poor

peter

18 Nov 2024

Stayed 1 night in Nov 2024

10/10 Excellent

Matthew

14 Nov 2024

Stayed 1 night in Nov 2024

10/10 Excellent

John

Travelled with partner

28 Sept 2024

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

27 Sept 2024

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

Stayed 1 night in Sep 2024

8/10 Good

Enrique, coral gables

24 Sept 2024

Stayed 1 night in Sep 2024

8/10 Good

Rondall

Travelled with family

23 Sept 2024

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 traveller

3 Sept 2024

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

Stayed 1 night in Aug 2024

10/10 Excellent

Mandy

Business traveller

15 Aug 2024

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

Stayed 1 night in Aug 2024

10/10 Excellent

Mandy

Business traveller

15 Aug 2024

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!

Stayed 1 night in Aug 2024

10/10 Excellent

Ashley

Business traveller

27 Jul 2024

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

Stayed 1 night in Jul 2024

8/10 Good

Adrian

Business traveller

28 Jun 2024

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

Stayed 3 nights in Jun 2024

10/10 Excellent

Nick

Business traveller

25 Jun 2024

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

10/10 Excellent

Alysa

Travelled with family

18 May 2024

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

Matthew

Business traveller

17 May 2024

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

Stayed 1 night in May 2024

10/10 Excellent

Peter

Business traveller

14 May 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

What a fantastic find. Did see this last month when I was working in Slough for 4 weeks but opted for something a bit closer. In hindsight I should have stayed at the winning post as it has all the comfort of a friendly, homely inn with a superb menu and service. Will Definetly be back

Stayed 1 night in May 2024