The Winning Post Windsor Amenities photo

Key details

About the Hotel

Winkfield Street, Windsor, SL4 4SW

Near Windsor Castle

Perfect

9.3

/10

4.8

4.4

Loved by The Winning Post guests

Excellent food

Friendly service

Comfortable room

Great atmosphere

"Recently refurbed the restaurant had a lovely atmosphere."

Sally P from United Kingdom

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"The pub food was excellent."

Graham from United Kingdom

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"The room itself was beautifully designed and spotlessly clean."

Helen from United Kingdom

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18th-century village inn with locally sourced dining and pet-friendly rooms near Windsor

Rooms

The hotel's individually decorated rooms have been fully refurbished and include a Dyson fan, a Roberts DAB radio, and a Nespresso coffee machine. Each ensuite room offers a private bathroom with a bath, alongside a fridge, an iron and board, and toiletries. Ground-floor rooms come with a private door to the garden, allowing guests to step outside with their morning tea or coffee.

Dining

The on-site restaurant focuses on locally sourced seasonal produce, offering a menu of modern British dishes alongside a selection of ales, fine wines, and seasonal cocktails. Guests can dine inside the rustic 18th-century pub or in the heated outdoor teepee, a standout feature for year-round dining. Breakfast includes a choice from the cooked menu plus continental items, with options for vegetarian and gluten-free diets.

Pet-Friendly

The hotel offers designated pet-friendly rooms with special dog packages, making it easy to travel with a dog. Dog bowls are provided, and the garden areas and terrace offer outdoor space for pets. Guests have reported a wonderfully dog-friendly atmosphere with staff attentive to four-legged visitors.

Location

The Winning Post is set in the village of Winkfield, a 15-minute drive from historic Windsor and Windsor Castle. Ascot Racecourse is a 10-minute drive away, and Legoland is also within easy reach. Heathrow Airport is a 25-minute drive, and the M4 motorway is 5 miles from the hotel.

Amenities

The property provides free private parking on site, with CCTV in common areas and a security alarm for guest safety. Facilities include a garden, outdoor furniture, and a terrace, plus a designated smoking area. Conference and meeting rooms are available, along with a safety deposit box and fire extinguishers.

Highlights

Rooms: Individually decorated rooms with Dyson fan & Roberts radio

Dining: Heated outdoor teepee & locally sourced modern British menu

Pet-Friendly: Designated rooms with special dog packages

Location: 15 min from Windsor Castle & 10 min from Ascot

Parking: Free private parking on site

“The Winning Post presents a curious blend: it's a place where the pub's lively atmosphere spills over, sometimes making parking a minor adventure; however, once inside, the locally sourced food and extensive drink selection are definite highlights. Individually decorated and recently refurbished rooms, plus its proximity to Windsor and Legoland, position this hotel as an appealing countryside escape, especially if you're fond of historic charm and a good pint.”

Grace WhitmanContent & Editorial Director at Familyhotels

Location: Perfect

9.5/10Review score

View our interactive map

Highlights from guests

DiningSuperb Food

Dinner was delicious and reasonably priced. Breakfast included a continental option. The pub/restaurant impressed with its food choice.

Robert Smith from United Kingdom

Review on

Guest ParkingAmple Space

Plenty of parking spots available. Easy to get in and out. I found ample and safe parking.

Hans Schmidt from Germany

Review on

Room FeaturesComfy bedding

The rooms were excellent and included comfy beds. High-quality tea and coffee were available.

Isabelle Dubois from France

Review on

Meeting RoomsPerfect Celebration

Function rooms are available for events. The food for my birthday party was great.

Carlos Pérez from Spain

Review on

Choose from a variety of room types

Choose from a wide variety of rooms designed for families, including double rooms, family suites, and rooms with breakfast included

Deluxe Family Room

2 persons

175 sq. feet

1 King-size bed and 1 Sofa bed / 2 Single beds

Heating

Coffee machine

room details

Double or Twin Room

2 persons

130 sq. feet

1 King-size bed / 2 Single beds

Heating

Coffee machine

room details

Availability and pricing for your selected dates

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Facilities

Each family-friendly hotel provides top-notch amenities for an unforgettable stay with your loved ones

Facilities: Perfect

9.4/10Review score

General

No smoking on site
Wi-Fi
Parking
Safe deposit box
Concierge desk
Pets allowed
Rooms/ Facilities for disabled
Wheelchair access
Security
Smoke detectors
Fire extinguishers

Services

Pet amenities available
Housekeeping
Welcome drink

Dining

Restaurant
Bar/ Lounge area
Special diet menus

Business

Meeting/ Banquet facilities
Fax/Photocopying

Children

Board games
Children's menu

Facilities for people with disabilities

Toilet for disabled
Bathroom for disabled

Spa & Leisure

Garden area

Room features

Heating
Sitting area
Patio
Terrace
Garden furniture
Tea and coffee facilities

Bathroom

Free toiletries

Self-catering

Electric kettle

Media

Flat-screen TV

Room decor

Carpeted floor

Dining Onsite

At The Winning Post, guests are invited to relish a delightful selection of British cuisine with a nod to traditional flavors. The inviting atmosphere is perfect for families and friends, offering a variety of meal options throughout the day, all while surrounded by the natural beauty of the garden and terrace.

The Winning Post Windsor Restaurant photo

The Winning Post

British

Ambiance

Family-friendly and traditional, set in a cozy space with a delightful terrace and serene garden.

Key Offerings

A range of meal options including vegetarian, vegan, gluten-free, and dairy-free choices, served throughout the day alongside a well-stocked bar.

Reservation

Not needed

Breakfast, Brunch, Lunch, Dinner, and High tea; open Monday to Saturday from 08:00 to 21:30, and Sunday until 20:00.

The Winning Post Location

Winkfield Street, Windsor, SL4 4SW

Map view

City landmarks

Amusement Park

LEGOLAND Windsor Resort

2.7 mi

Church

Church Of St Mary

2800 ft

Landmark

Casey's Drive In

2500 ft

Church

St Marys Church Winkfield

3000 ft

Landmark

Saint Michael the Archangel

1.3 mi

Landmark

Royal County Of Berks Polo Club

1.2 mi

Park

Westmorland Park

1.5 mi

Landmark

Carnation Hall

1.3 mi

Golf Course

Mill Ride Golf Club

1.9 mi

Golf Course

Bird Hills Golf Club

2.2 mi

Church

Church Of St Peter

1.7 mi

Landmark

Windsor Great Park

1.6 mi

Landmark

Cranbourne & Winkfield Royal British Legion Club

1.6 mi

Nature reserve

Frost Folly Car Park

1.7 mi

Landmark

Ellie’s Beauty

1.7 mi

Landmark

Chapel of St Mary and St John

1.9 mi

Nearby

Church

Church Of St Mary

2800 ft

Church

St Marys Church Winkfield

3000 ft

Restaurants

The Winning Post

Winkfield Street

The White Hart

2800 ft

Church Road

Stirrups Bar & Restaurant

2900 ft

Maidens Green Stirrups Hotel

Explore Windsor

Local Highlights Around The Winning Post

LEGOLAND Windsor Resort

45 minutes walking, 10-minute drive

Theme park featuring rides, attractions, and shows, perfect for families. Great for fun and adventure.

Church Of St Mary

11 minutes walking

A beautiful historical church with stunning architecture. Ideal for a quiet moment and reflection.

Royal County Of Berks Polo Club

25 minutes walking, 5-minute drive

Home to exciting polo matches with a vibrant atmosphere. Check the schedule for events to enjoy.

Tally Ho Stables

20 minutes driving

Equestrian activities and lessons for all ages. Perfect for a relaxing day in nature.

Windsor Great Park

30 minutes walking, 10-minute drive

Expansive park with trails for hiking, cycling, and enjoying nature. Great for outdoor enthusiasts.

The Winning Post

1 minute walking

Classic British dishes in a warm pub atmosphere. Popular for its local ales and hearty meals.

The White Hart

11 minutes walking

Charming pub serving seasonal British cuisine. Offers a cozy setting with a varied menu.

Carnation Hall

25 minutes walking, 5-minute drive

Hosts live events and community gatherings, offering a local vibe with a variety of performances.

Lily Hill Park

40 minutes walking, 8-minute drive

Family-friendly park with play areas and walking paths, ideal for a leisurely afternoon or picnic.

Tips on navigating the city

City Centre
Windsor 12 min · 4.7 mi
Airports
London Heathrow (LHR) 40 min · 16.4 mi
London City (LCY) 93 min · 38.3 mi
Train
Windsor & Eton Central Railway Station 12 min · 4.8 mi
Windsor & Eton Riverside Railway Station 13 min · 5.0 mi
Bus
Bus stop 8 min · 2000 ft

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Property information and rules

Check-in

from 15:00-22:30

Check-out

from 07:00-11:00

Internet

Wireless internet is available in the entire hotel for free.

Children & extra beds

Maximum capacity of extra beds in a room is 1.

Pets

Pets are allowed on request.

Number of rooms:

Family-focused reviews and ratings

Read feedback from other families who have stayed to ensure you make the right choice.

Review summary

Based on recent reviews

Guests consistently praise the generously sized and well-planned rooms, often noting the inclusion of a Nespresso coffee machine and high-end toiletries in the bathrooms; some rooms also offer a pleasant garden view. The food receives high marks, especially breakfast, though a few guests found the sausage at breakfast underwhelming. Situated in a quiet area, The Winning Post provides convenient parking and is ideally located for exploring nearby attractions such as Legoland and Windsor.

Review score

Based on 5 verified reviews

8.6 /10

Great

100%

Recommend

Cleanliness

9.6/10

Comfort

9.6/10

Free Wi-Fi

8.6/10

Value for money

9.3/10

Pros

Helpful staff

Cosy room

Delicious food

Comfortable bed

Good breakfast

Cons

Room cleanliness

Mould issues

Damaged furniture

Gerard from France

Couple

Double or Twin Room

3 nights in November 2025

Reviewed: January 27, 2026

9/10

fresh linen coffee machine

The room was beautifully decorated and fresh linen covered the bed. The shower room was superbly appointed with high-end toiletries. There was also a coffee machine in the room.

The sausage at breakfast was tasteless.

0 Helpful

Hudson from Canada

Single

Double or Twin Room

3 nights in November 2025

Reviewed: January 13, 2026

9/10

bedside charger real milk amazing food

the room had bedside chargers. real milk was in the fridge (a nice touch!). nespresso was also available. the restaurant offered amazing food. breakfast was excellent. dinner was also excellent. the staff were friendly. the room was amazing.

the twin beds were only 2ft 6 each, very narrow for an adult.

0 Helpful

Joseph from United Kingdom

Single

Double or Twin Room

3 nights in November 2025

Reviewed: December 28, 2025

9.3/10

Excellent stay, great value

large room private room great breakfast safe parking

My room was large. It was also private. Breakfast included many choices and was superb. The menu had fresh and delicious options. Staff was enthusiastic and helpful. The car park offered ample safe spaces.

The room was a bit dark.

Location

9/10

The location is attractive and quiet. I appreciated the rural setting. The spot offered easy access to local attractions and provided a peaceful retreat away from the busy city center.

Service

10/10

The service was fabulous and friendly. Staff was always available to assist with requests and provide information.

Facilities

9/10

The facilities looked well maintained. Recent refurbishment suited the character. The decor created a quirky and fun atmosphere. I enjoyed the overall feel of the building.

0 Helpful

Aiden from Ireland

Couple

Double or Twin Room

3 nights in October 2025

Reviewed: December 19, 2025

6/10

adequate stay

beautifully decorated rooms fresh bedlinen coffee facilities steep steps slippery hand rail ground floor room

the rooms were beautifully decorated, and every detail was thought of. the bedlinen felt fresh and clean, like a cloud. tea and coffee facilities were available along with a superbly appointed shower room.

steep steps led up to the room, and they were slippery and full of puddles. a ground floor room would have been better. the wooden hand rail was also slippery when wet.

0 Helpful

Simon from United Kingdom

Family with children

Double or Twin Room

3 nights in November 2025

Reviewed: November 18, 2025

9.5/10

EXCELLENT stay!

warm atmosphere comfy bed delicious food

The staff greeted us warmly upon arrival. A lovely man escorted us to our room, we were happy before he left. The room featured a HUGE, comfy bed. comfy pillows. The facilities were great and clean. Dinner included delicious food. The pub was busy with a warm, friendly atmosphere in the evening.

The huge bathroom towel radiator stayed ON ALL the time. The bedroom became equally hot.

Location

9/10

The hotel has a convenient location. It is near sites to visit. Access to main roads is easy. Parking on-site is available.

Rooms

10/10

The room features a comfortable bed. Coffee and tea are available. Rooms include a large television. Fresh milk is in the room, not UHT pots.

Facilities

10/10

The hotel is dog-friendly. A courtyard is available, fully enclosed for relaxation. The hotel provides refrigerators. These fridges store diabetic dog insulin.

Dining

9/10

The pub offers a great meal. Breakfast is also superb. The restaurant has a warm, busy ambience. Staff members are friendly AT ALL times. Drinks are lovely.

0 Helpful

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