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The Winning Post

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

Choose dates to view prices

Photo gallery for The Winning Post

Restaurant
Terrace/patio
Premium bedding, pillow-top beds, individually decorated
Exterior
Premium bedding, pillow-top beds, individually decorated
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 S$117
includes taxes & fees
28 Sept - 29 Sept

Room options

Check availability for these dates

Tonight

Sep 26 - Sep 27
Check availability for tonight Sep 26 - Sep 27

Tomorrow

Sep 27 - Sep 28
Check availability for tomorrow Sep 27 - Sep 28
Available filters for rooms
Showing 2 of 2 rooms

View all photos for 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
  • Sleeps 2
  • 1 King Bed OR 2 Twin Beds

View all photos for 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
(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
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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, 1,009 reviews
The price is S$191
includes taxes & fees
12 Oct - 13 Oct
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 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 26 Sept, 2025, prices found for a 1-night stay for 2 adults at The Winning Post on 28 Sept, 2025 start from S$116.57, 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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