Skip to main content

The Winning Post

4.0 star property
Windsor inn with restaurant and bar/lounge

Choose dates to view prices

Photo gallery for The Winning Post

Restaurant - The Winning Post (Windsor)
Terrace/patio - The Winning Post (Windsor)
Comfort Double or Twin Room, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated - The Winning Post (Windsor)
Comfort Double or Twin Room, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated - The Winning Post (Windsor)
Exterior - The Winning Post (Windsor)
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
  • Free parking
  • Free WiFi
  • Connecting rooms available
  • Bar

Main amenities (5)

  • Daily housekeeping
  • Restaurant and bar/lounge
  • Breakfast available
  • Terrace
  • Garden

Feel at home (6)

  • Rollaway/extra beds
  • Connecting/adjoining rooms available
  • Private bathroom
  • Television
  • Garden
  • Terrace
The current price is ￥12,046
￥14,455 total
includes taxes & fees
Jan 11 - Jan 12, 2026

Why we love this property

Vineyard dining dreams
A restaurant offers full breakfast at this inn. Sample local flavors at the bar, then explore nearby winery tours for a complete culinary journey.
Premium comfort awaits
Hypo-allergenic and premium bedding complement pillowtop mattresses in each curated guestroom. Rainfall showerheads complete this inn's unique decor.

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

Similar properties

Garden
The Royal Adelaide Hotel
  • Free breakfast
  • Pet friendly
  • Parking available
  • Free WiFi
8.6 out of 10, Excellent, 560 reviews
The price is ￥17,277
￥20,732 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Royal Adelaide Hotel
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

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

  • Heathrow Airport (LHR) - 33 min drive
  • Farnborough (FAB) - 39 min drive
  • Gatwick Airport (LGW) - 73 min drive
  • Martins Heron Station - 6 min drive
  • Bracknell Station - 7 min drive
  • Ascot Station - 8 min drive

Restaurants

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

About this property

The Winning Post

When you stay at The Winning Post, you'll be within a 10-minute drive of LEGOLAND® Windsor and Windsor Castle. Guests looking for a bite to eat can check out the restaurant, and the bar/lounge is the perfect spot to grab a drink at the end of the day. Other features include a terrace and a garden. Fellow travelers say great things about the helpful staff.

At a glance

DONE

Hotel size

    • 12 rooms
DONE

Arriving/Leaving

    • Check-in start time: 3:00 PM; Check-in end time: 10:30 PM
    • Contactless check-in available
    • Early check-in subject to availability
    • Late check-in subject to availability
    • Minimum check-in age: 18
    • Check-out time is 11 AM
    • Contactless check-out available
    • Late check-out subject to availability
DONE

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
DONE

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 18
DONE

Children

    • No cribs (infant beds)
DONE

Pets

    • Pets allowed (dogs only, 2 total)*
    • Service animals welcome
    • Specific rooms only*
    • Pets must be supervised
    • Food and water bowls available
WIFI

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms
LOCAL_PARKING

Parking

    • Onsite parking available only on request
    • Free uncovered onsite self parking
    • Onsite parking limited
    • Onsite parking includes off-street options
DONE

Other information

    • Designated smoking areas

Property amenities

Food and drink

  • Full breakfast (surcharge) each morning 8:00 AM–11:00 AM
  • Restaurant
  • Bar/lounge

What to do

  • Winery tours nearby

Facilities

  • Garden
  • Terrace
  • Outdoor furniture
  • Traditional architecture

Accessibility

  • Well-lit path to entrance
  • Stair-free path to entrance
  • Area rugs in room
  • Smooth flooring in room
  • Hardwood flooring in room
  • High pile carpet in room

Room amenities

Be entertained

  • 42-inch TV
  • Digital TV channels
  • Netflix
  • Streaming services

Home comfort

  • Heating
  • Fan
  • Espresso maker
  • Electric kettle
  • Iron/ironing board (on request)

Sleep well

  • Hypo-allergenic bedding
  • Soundproofed rooms
  • Premium bedding
  • Pillowtop mattress
  • Rollaway/extra bed (surcharge)

What to enjoy

  • Individually furnished and decorated

Freshen up

  • Private bathroom
  • Rainfall showerhead
  • Shower only
  • Designer toiletries
  • Hair dryer
  • Towels
  • Toothbrush and toothpaste (on request)
  • Toilet paper

Stay connected

  • Desk
  • Free WiFi
  • Electrical adapters/chargers

Food and drink

  • Mini-fridge
  • Free bottled water

More

  • Daily housekeeping
  • Connecting/adjoining rooms available

Fees & policies

Optional extras

  • Full breakfast is offered for an extra charge of approximately GBP 15 for adults and GBP 15 for children
  • Early check-in can be arranged for an extra charge of GBP 20.00 (subject to availability)
  • Late check-out can be arranged for an extra charge of GBP 20.00 (subject to availability)

Children & extra beds

  • Rollaway beds are available for GBP 20.0 per night

Pets

  • Service animals exempt from fees
  • Pets are allowed for an extra charge of GBP 20 per pet, per night

Parking

  • Guests must contact this property in advance to reserve onsite parking

Policies

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.
This property does not have elevators.
Guests can rest easy knowing there's a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit on site.
This property accepts credit cards, debit cards, mobile payments and cash.
Credit cards accepted: Visa, Mastercard, American Express
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.

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

Does The Winning Post offer free cancellation for a full refund?

Yes, The Winning Post does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Are pets allowed at The Winning Post?

Yes, dogs are welcome, with a limit of 2 total. There's a charge of GBP 20 per pet, per night. Service animals are exempt from fees. Food and water bowls are available.

Is parking offered on site at The Winning Post?

Yes, there's free self parking. Parking spots may be limited.

What are the check-in and check-out times at The Winning Post?

Check-in start time: 3:00 PM; Check-in end time: 10:30 PM. There's a charge of GBP 20.00 for early check-in (subject to availability). Check-out time is 11 AM. Late check-out is available for a charge of GBP 20.00 (subject to availability). Contactless check-in and check-out are available.

Is there an onsite casino at The Winning Post?

No, this inn doesn't have a casino, but Genting Casino (22-min drive) is nearby.

What is there to do at The Winning Post and nearby?

The Winning Post has a garden.

Are there restaurants at or near The Winning Post?

Yes, there's an onsite restaurant.

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

What guests liked

  • The restaurant and bar offered excellent dining experiences with very good food and a convenient location. (5 reviews)
  • Breakfast was very nice and came quickly, with a lovely full English breakfast option available. (7 reviews)
AI Sparkle IconFrom real guest reviews summarized by AI.

Popular mentions

Room
Service staff
Food
Pub
Breakfast
Bed
Location
Bathroom
Ambience
Drinks

Reviews

10/10 Exceptional

From the moment we arrived, our stay was perfect. There was nothing we could fault! The staff and all facilities were first class
Michelle, 2-night trip

10/10 Exceptional

Very comfortable and clean room and excellent dining experience
Gavin, 1-night trip

8/10 Very good

Very nice all round
david, 1-night trip

10/10 Exceptional

Fabulous place for an overnight stay, visiting family. Rooms were beautiful, clean, and lovely products. Bar and restaurant were lovely, breakfast delicious
Julia, 1-night trip

10/10 Exceptional

Pleasant to stay Winning Post hotel. Breakfast. Room and all service were great.
Esin, 1-night trip

10/10 Exceptional

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)
David, 1-night trip

10/10 Exceptional

Great accommodation in a great location

Fantastic location, ambience, drinks, and food. The tomahawk steak was amazing
Mr Benjamin, 1-night trip

10/10 Exceptional

Superb!!!! Nice & quiet. Lovely room & really comfortable bed. Fantastic food. Staff really friendly & professional. Would highly recommend. Will definitely be visiting again next year.
Gail, 2-night trip

10/10 Exceptional

What a great find, beautiful place with outstanding food and service, will be back
james, 2-night trip

10/10 Exceptional

Great stay

Service was fantastic - food amazing and the rooms very comfortable!
Sarah, 1-night trip

10/10 Exceptional

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.
Holly, 1-night trip

10/10 Exceptional

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!!
Graham, 1-night trip

10/10 Exceptional

Country luxury yet handy to facilities!

A high quality luxury pub type accomodation furnished to a high standard with an upmarket restaurant on site.
W, 2-night trip

10/10 Exceptional

Was cozy & perfect - great location
1-night trip

8/10 Very good

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.
Joe, 1-night trip

10/10 Exceptional

Stayed a night, lively room, comfortable bed and great bathroom facilities
James, 1-night trip

10/10 Exceptional

The best vibe !
giancarlo, 3-night trip

10/10 Exceptional

Great place to stay and eat

Fantastic place to stay. Great room and facilities in the room. Food and service excellent
ALAN, 1-night trip

8/10 Very good

Pleasant stay.

Big and quiet room, very comfortable bed and excellent cleaning. Very pleasant stay.
Dorte, 5-night trip

10/10 Exceptional

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 .
John, 1-night trip

10/10 Exceptional

Excellent one night stay

Excellent stay. Rooms were very clean and spacious. Staff very friendly. Would definitely stay again.
Nicola, 1-night trip

10/10 Exceptional

This property was great. The staff and owner were great and very friendly and accommodating.
Alysa, 1-night trip

10/10 Exceptional

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.
Simon, 1-night trip

10/10 Exceptional

It’s a winner!

Lovely pub with great rooms! Breakfast was also very affordable!
Henry, 1-night trip

10/10 Exceptional

Excellent staff. Very good Restaurant and bar
2-night trip