The Winning Post, Windsor ➤ Reviews, Rooms & Prices 2025

Book on our site

Up to 10% cheaper

than Booking.com

Key details

About the Hotel

Winkfield Street, Windsor, United Kingdom

The Winning Post is a 4-star Windsor hotel featuring an 18th-century pub serving fresh seasonal British dishes and a selection of ales and fine wines. Guests can enjoy free Wi-Fi, an on-site restaurant, and pet-friendly accommodations in this welcoming village inn.

Rooms & Amenities

All 12 ensuite rooms at The Winning Post feature a flat-screen TV, Roberts DAB radio, hair dryer, and Nespresso coffee machine. Guests will find amenities such as sound-insulated walls, complimentary toiletries, free bottled water, and pretty garden views. Some units include a seating area to relax in after a busy day.

Dining Options

The Winning Post offers a menu of cooked breakfasts and a range of continental items, inclusive of juice and hot beverages. The on-site restaurant serves a traditional pub menu alongside locally produced Upham ales and fine wines. Room service is also available for added convenience.

Leisure & Nearby Attractions

Leisurely pursuits can be enjoyed in the relaxing garden or on the terrace. The Winning Post is a popular base for equine events, being close to Ascot and Royal Windsor racecourses. Nearby attractions include Windsor Castle, Legoland(R), and Black Park Country Park for additional outdoor activities.

Services & Transportation

The Winning Post provides free private parking on-site and is just a 15-minute drive from historic Windsor. Safety features include a carbon monoxide detector and a fire extinguisher. Up to two dogs may stay for an additional charge, making this village inn accommodating for pet owners.

View all

Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals

Double or Twin Room

Max:

2 persons

12 m²

Bed options:

1 King-size bed

Garden view

Shower

Coffee machine

room details

Check Prices

Deluxe Family Room

Max:

2 persons

16 m²

Bed options:

1 King-size bed

Shower

Coffee machine

room details

Check Prices

Price and Room Availability Calendar

Check availability and prices for your dates now!

Getting around

A list of all available modes of transport

City Centre

Windsor 7.5 km

Airports

London Heathrow (LHR) 26.4 km

London City (LCY) 61.7 km

Bus

Bus stop600 m

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

Wi-Fi

Free parking

Luggage storage

24-hour services

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

Guest Parking

Electric kettle

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

Location

Winkfield Street, Windsor, United Kingdom

Map view

Winkfield Street, Windsor, United Kingdom

City landmarks

Amusement Park

LEGOLAND Windsor Resort

4.3 km

Church

Church Of St Mary

840 m

Church

St Marys Church Winkfield

900 m

Landmark

Saint Michael the Archangel

2.1 km

Landmark

Royal County Of Berks Polo Club

2.0 km

Park

Westmorland Park

2.4 km

Landmark

Carnation Hall

2.1 km

Golf Course

Mill Ride Golf Club

3.0 km

Church

Church Of St Peter

2.7 km

Landmark

Windsor Great Park

2.6 km

Landmark

Cranbourne & Winkfield Royal British Legion Club

2.6 km

Nature reserve

Frost Folly Car Park

2.8 km

Golf Course

Bird Hills Golf Club

3.5 km

Landmark

Chapel of St Mary and St John

3.1 km

Landmark

Windsor Hockey Club

2.9 km

Landmark

St Martin's Church

3.2 km

Landmark

Ascot Life Church

3.1 km

Park

Lily Hill Park

3.7 km

Golf Course

Bird Hills Golf Centre

3.6 km

Landmark

Lapland UK

4.3 km

Landmark

Ampitheatre

3.8 km

Landmark

Christadelphian Hall

3.9 km

Landmark

Willow Court Farm & Poultry

4.2 km

Landmark

All Saints C of E Church

4.1 km

Landmark

blue_plaque

4.0 km

Golf Course

Royal Ascot Golf Club

4.1 km

Theme Park

The Beginning

4.0 km

Landmark

East Berkshire Magistrates' Court Bracknell

4.4 km

Landmark

LEGO Studios 4D

4.1 km

Nearby

Church

Church Of St Mary

840 m

Church

St Marys Church Winkfield

900 m

Restaurants

The Winning Post

0 m

Winkfield Street

The White Hart

830 m

Church Road

Stirrups Bar & Restaurant

880 m

Maidens Green Stirrups Hotel

Want to see Exclusive Early Booking Rate?

Get exlusive rates right now!

Check Rates

Next best alternative

Consider them for your next trip.

Courtyard Carolina Beach Oceanfront

Carolina Beach, United States

8.3

225 USD/night

Island Inn Beach Resort

St. Pete Beach, United States

8.1

150 USD/night

Innside By Melia Palma Bosque

Palma de Mallorca, Spain

8.4

240 USD/night

Summer Lodge Country House Hotel

Evershot (Dorset), United Kingdom

9.3

409 USD/night

La Pensione Hotel

San Diego, United States

8.1

108 USD/night

Danat Al Ain Resort

Al Ain, United Arab Emirates

7.8

57 USD/night

Discovery Resorts - Kings Canyon

Kings Canyon, Australia

8.4

110 USD/night

Best Western Balgeddie House Hotel

Glenrothes, United Kingdom

8.2

60 USD/night

Owston Hall Hotel

Doncaster, United Kingdom

8.8

126 USD/night

Auckland Airport Kiwi Hotel

Auckland, New Zealand

7.63 reviews

50 USD/night

Renaissance Barcelona Hotel

Barcelona, Spain

8.2

153 USD/night

The Mariners Hotel

Lyme Regis, United Kingdom

8.0

82 USD/night