1 / 8The Winning Post
Windsor, Bracknell Forest
Yes. Dogs can stay in selected rooms, up to 2 dogs per room.
An 18th century village inn in Winkfield, Berkshire, with a doggy bed and welcome box in dog friendly rooms and a canine menu to match yours.
Winkfield is a quiet village in the Berkshire countryside, and The Winning Post is its 18th century pub building, full of colourful cosy nooks, with an original stone floor and a huge open fire. This is a dog friendly inn in racing country: Ascot and Royal Windsor racecourses are both within reach, as are the Royal County of Berkshire and Guards polo clubs.
Dogs stay in the bedrooms the inn has designated as dog friendly, two of them at the most, and the package puts a doggy bed, a bowl, a blanket and a welcome box of tasty treats in the room. The pages don't mention a dog left alone in the room, so that is one for the phone.
The canine menu is a tie-up with Sir Woofchester's: dinner bowls, chews, lollipups, dog ice cream and even an alcohol free beer, plus a hydration station for water after a walk. Your own menu runs all day, from early morning breakfast and coffee through to dinner and cocktails, with daily fish specials. Where a dog may sit at dinner the hotel doesn't state, so settle a table before you arrive.
Bedrooms in the main building have been through a full makeover, Egyptian cotton sheets and new bathrooms, while separate ground floor rooms sit in the original barn at the front and the family rooms open onto a private outdoor terrace. Swinley Forest is 3.8 miles away for the dog, and Windsor Great Park: The Long Walk 4.8 miles.
Facts checked October 2026 from the hotel's own website. Details can change, so please confirm anything important, especially the dog rules, with the hotel before you book.
At a Glance: Dogs
- Rooms for dogs
- Selected rooms
- Dogs per room
- Up to 2
- Size or breed limits
- The hotel doesn't say
- Dog fee
- £20 per night
- Left alone in the room
- The hotel doesn't say
- In the bar
- The hotel doesn't say
- In the lounge
- The hotel doesn't say
- Eating with your dog
- The hotel doesn't say
- In the grounds
- The hotel doesn't say
- Dog extras
- Dog beds, bowls, treats, a welcome pack and a dog menu
- Walks from the door
- The hotel doesn't say
- Nearest dog friendly beach
- None within 20 miles
Where the hotel doesn't say, check with the hotel when you book.
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For You
- Eating and drinking
- All day dining
- Rooms
- Private terraces and ground floor rooms
- Parking
- Free parking
- Children
- Children welcome
Frequently Asked Questions
Is The Winning Post dog friendly?
Yes. Dogs can stay in selected rooms, up to 2 dogs per room. This comes from The Winning Post's own website. Details can change, so check with the hotel when you book.
How many dogs can I bring to The Winning Post?
Up to 2 dogs per room.
Is there a charge for dogs at The Winning Post?
£20 per night.
Can I eat with my dog at The Winning Post?
The hotel doesn't say where you can eat with your dog, so check with the hotel when you book.
Can I leave my dog in the room at The Winning Post?
The hotel doesn't say whether dogs can be left alone in the room, so check with the hotel when you book.
Are there dog walks near The Winning Post?
Dog friendly walks on Wildpack within 5 miles include Swinley Forest (3.8 miles), Dorney Common and the Thames Path near Windsor (4.1 miles) and Windsor Great Park: The Long Walk (4.8 miles).
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Book now with Booking.comWhat’s Nearby?
Walk3.8 mi awaySwinley Forest
Berkshire
A thousand-hectare Crown Estate pine and heathland forest with soft sandy tracks, high off-lead potential, and scent-rich terrain year-round — low-key, dependable, and very dog-friendly.
Walk4.1 mi awayDorney Common and the Thames Path near Windsor
Berkshire
A Thames-side and common walk near Windsor with grazing cattle on the common and big river views throughout.
Walk4.8 mi awayWindsor Great Park: The Long Walk
Berkshire
One of England's grandest open parkland walks — the dead-straight Long Walk avenue, ancient oaks, and deer park views from Snow Hill. Leads required throughout for the resident deer herds.
Walk5.5 mi awayVirginia Water Lake Circuit
Surrey
A full, level lap of the 18th century lake at Windsor Great Park for dogs, past the Cascade and the Leptis Magna ruins.
Walk5.9 mi awayRunnymede Meadows and Cooper's Hill Woods
Surrey
A gentle Thames-side loop for dogs on a lead, from the meadows where Magna Carta was agreed up to the ancient oaks of Cooper's Hill Woods.
Walk6.6 mi awayCliveden Woodland and the Thames
Buckinghamshire
A National Trust estate above the Thames near Taplow gives dogs plenty of woodland to explore, with riverside paths and views over a fine garden.
Dog Friendly Hotels Nearby
The closest dog friendly hotels to The Winning Post. Every dog fact comes from the hotel's own website.
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All dog friendly hotels in Bracknell Forest