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
9.29.2 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 P6,417
P6,417
P7,701 total
includes taxes & fees
May 25 - May 26
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.
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.
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.
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Reviews
The Winning Post Reviews
9.2
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
9.4
Cleanliness
8.8
Location
9.2
Staff & service
9.2
Property conditions & facilities
Guest review summary
What guests liked
Breakfast was very nice and came quickly, with a lovely full English breakfast option available. (7 reviews)
From real guest reviews summarized by AI.
Popular mentions
Room
Service staff
Food
Pub
Breakfast
Bed
Location
Bathroom
Shower
Drinks
Reviews
Verified
10/10 Exceptional
Dec 29, 2025
Loved the room very clean and loads of space even a large bathroom. Lovely staff we couldn’t fault it
Robert
Robert, 1-night trip
Verified
10/10 Exceptional
Sep 24, 2025
Very comfortable and clean room and excellent dining experience
Gavin
Gavin, 1-night trip
Verified
10/10 Exceptional
Dec 20, 2025
From the moment we arrived, our stay was perfect. There was nothing we could fault! The staff and all facilities were first class
Michelle
Michelle, 2-night trip
Verified
10/10 Exceptional
Dec 28, 2025
LARGE COMFORTABLE BED,
Michael W
Michael W, 4-night trip
Verified
10/10 Exceptional
Sep 7, 2025
Fabulous place for an overnight stay, visiting family. Rooms were beautiful, clean, and lovely products. Bar and restaurant were lovely, breakfast delicious
Julia
Julia, 1-night trip
Verified
10/10 Exceptional
Nov 12, 2025
Room was amazing. Clean, spacious and comfortable. Bathroom was immaculate. The restaurant was perfect and the food was outstanding. Would absolutely stay here again.
Michael
Michael, 1-night trip
Verified
10/10 Exceptional
Dec 15, 2024
Great stay
Service was fantastic - food amazing and the rooms very comfortable!
Sarah
Sarah, 1-night trip
Verified
10/10 Exceptional
May 15, 2025
Great accommodation in a great location
Fantastic location, ambience, drinks, and food. The tomahawk steak was amazing
Mr Benjamin
Mr Benjamin, 1-night trip
Verified
10/10 Exceptional
Sep 22, 2025
Pleasant to stay Winning Post hotel. Breakfast. Room and all service were great.
Esin
Esin, 1-night trip
Verified
10/10 Exceptional
Mar 25, 2025
What a great find, beautiful place with outstanding food and service, will be back
james
james, 2-night trip
Verified
10/10 Exceptional
Sep 14, 2025
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
David, 1-night trip
Verified
10/10 Exceptional
Mar 9, 2024
Stayed a night, lively room, comfortable bed and great bathroom facilities
James
James, 1-night trip
Verified
10/10 Exceptional
Nov 14, 2023
Great place to stay and eat
Fantastic place to stay. Great room and facilities in the room. Food and service excellent
ALAN
ALAN, 1-night trip
Verified
10/10 Exceptional
Jun 13, 2025
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
Holly, 1-night trip
Verified
8/10 Very good
Jul 12, 2024
Pleasant stay.
Big and quiet room, very comfortable bed and excellent cleaning. Very pleasant stay.
Dorte
Dorte, 5-night trip
Verified
10/10 Exceptional
Sep 11, 2025
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
Gail, 2-night trip
Verified
10/10 Exceptional
Apr 23, 2025
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
W, 2-night trip
Verified
10/10 Exceptional
May 28, 2025
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
Graham, 1-night trip
Verified
10/10 Exceptional
May 18, 2024
This property was great. The staff and owner were great and very friendly and accommodating.
Alysa
Alysa, 1-night trip
Verified
10/10 Exceptional
Sep 28, 2024
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
John, 1-night trip
Verified
10/10 Exceptional
May 5, 2024
It’s a winner!
Lovely pub with great rooms! Breakfast was also very affordable!
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
Mandy
Mandy, 1-night trip
Verified
10/10 Exceptional
Oct 13, 2023
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.
Linda
Linda, 3-night trip
Verified
10/10 Exceptional
Mar 21, 2024
Impressive first stay
Lovely room with lots of good extras. Bed was comfy. The food served in the pub is very tasty and all the staff were friendly.