[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # The Winning Post Unwind amidst beautiful gardens or sip drinks at the bar after exploring nearby attractions. ![Restaurant](https://images.trvl-media.com/lodging/5000000/4440000/4431000/4430939/e1eee389.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/5000000/4440000/4431000/4430939/6b3ddd24.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/5000000/4440000/4431000/4430939/27e0999d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Comfort Double or Twin Room, 1 Bedroom](https://images.trvl-media.com/lodging/5000000/4440000/4431000/4430939/22f3c679.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4440000/4431000/4430939/1ce9ba0e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies 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. 9.2 Wonderful ## Popular amenities - - - Bar - Pet-friendly - Housekeeping - Parking included ## Room options ### Check availability for these dates Tonight [Oct. 21 - Oct. 22](https://www.expedia.ca/Hotel-Search?startDate=2025-10-21&endDate=2025-10-22&selected=4430939&PinnedHotelID=4430939&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-21&endDate=2025-10-22&selected=4430939&PinnedHotelID=4430939&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 22 - Oct. 23](https://www.expedia.ca/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23&selected=4430939&PinnedHotelID=4430939&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23&selected=4430939&PinnedHotelID=4430939&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 24 - Oct. 26](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=4430939&PinnedHotelID=4430939&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=4430939&PinnedHotelID=4430939&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Oct. 31 - Nov. 2](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=4430939&PinnedHotelID=4430939&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=4430939&PinnedHotelID=4430939&HadPinnedHotel=true®ionId=-1&adults=2) All rooms 1 bed 2 beds Showing 2 of 2 rooms ![Comfort Double or Twin Room, 1 Bedroom](https://images.trvl-media.com/lodging/5000000/4440000/4431000/4430939/caf377cb.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Comfort Double or Twin Room, 1 Bedroom 9.2 Wonderful 11 reviews ### Highlights Soundproofed Individually furnished Individually decorated Heating Connecting rooms available Mini-fridge TV Hypo-allergenic bedding - 151 sq ft - Sleeps 2 - 1 King Bed OR 2 Twin Beds ![Deluxe Double or Twin Room, 1 Bedroom](https://images.trvl-media.com/lodging/5000000/4440000/4431000/4430939/8bd0e817.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Deluxe Double or Twin Room, 1 Bedroom ### Highlights Soundproofed Individually furnished Individually decorated Heating Connecting rooms available Mini-fridge TV Hypo-allergenic bedding - 172 sq ft - Sleeps 2 - 1 King Bed OR 2 Twin Beds ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Hotels-The-Winning-Post.h4430939.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Hotels-The-Winning-Post.h4430939.Hotel-Information) ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C51.44687%2C-0.70593&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=X-QiBakNWOhtbmHD6NQzlPFEH4o=) 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 speak highly of the helpful staff Room features All guestrooms are individually furnished, and feature comforts such as premium bedding and laptop-friendly workspaces, as well as perks like free WiFi and sound-insulated walls. Other 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/closets, mini fridges, and electric kettles ## Similar properties ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/16500/16500/a61d75bf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Castle Hotel Windsor Windsor City Centre - Free WiFi - Restaurant - Air conditioning - Breakfast available 9.0 Wonderful 1,001 reviews CA $179 CA $215 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=16500&PinnedHotelID=16500&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/47800/47781/148298d0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sir Christopher Wren Hotel Windsor City Centre - 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Free WiFi 7.8 Good 303 reviews CA $113 CA $136 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&selected=107546546&PinnedHotelID=107546546&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/36000000/35630000/35623300/35623274/70f5bcd0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Easthampstead Park Wokingham - Pet-friendly - Parking included - Free WiFi - Restaurant 8.8 Excellent 391 reviews CA $126 CA $152 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&selected=35623274&PinnedHotelID=35623274&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/6000000/5050000/5045700/5045692/0dd87fa6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Holiday Inn Express Windsor by IHG Windsor City Centre - Breakfast included - Free WiFi - Restaurant - Air conditioning 8.8 Excellent 1,005 reviews CA $158 CA $190 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=5045692&PinnedHotelID=5045692&HadPinnedHotel=true®ionId=-1&adults=2) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1780000/1775700/1775624/e2fc3664.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### De Vere Beaumont Estate Old Windsor - Pool - Pet-friendly - Parking included - Free WiFi 7.8 Good 1,000 reviews CA $126 CA $151 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=1775624&PinnedHotelID=1775624&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### Access methods Host will greet you ### Pets Pets 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 at 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 Cribs (infant beds) are not available ### Property payment types ## Important information ### Optional extras - 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 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 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 ### We should mention This property does not have elevators 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 Oct 21, 2025, prices found for a 1-night stay for 2 adults at The Winning Post on Nov 16, 2025 start from CA $132.6, excluding 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](https://www.expedia.ca/Windsor-Hotels-The-Winning-Post.h4430939.Hotel-Information?rfrr=HOT.HIS.question.link.click) 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? > Check-out is at 11 AM. Late check-out 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 mi (10 km) of LEGOLAND® Windsor and Royal Ascot Golf Club. Ascot Racecourse and Windsor Great Park are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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