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  • FREE 24/7 Vet Line
    FREE 24/7 Vet Line
  • Two dogs welcome
    Two dogs welcome
From £79.00 per night
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From £79 per night

3 Nights for 2 Doggie Staycation

01 Jan 2021 — 31 Mar 2022

Enjoy a wonderful dog-friendly getaway at The Winning Post in Berkshire with this fantastic offer only available when you book through PetsPyjamas. With a saving of up to 33%, as well as including special PetsPyjamas perks and added value.

Included in the offer:

  • Three-night stay in a dog-friendly room, for the price of two.
  • Full English Breakfast each morning.
  • FREE 24/7 emergency vet line during your trip worth £20.
  • DOGS STAY FREE when you book with PetsPyjamas, saving you £15 per dog per night.
  • Access to PetsPyjamas VIP Members Club with numerous benefits including free nights, exclusive offers and treats!

For your peace of mind...

All of our property partners are 100% committed to making sure that you are safe in every way, at all times, and they will go the extra mile to make sure that you feel happy and relaxed, safe and secure. 


PetsPyjamas make a donation to animal charities for every booking.


Subject to availability and exclusions.T&Cs apply. PetsPyjamas Best Price & Dog Welcoming Guaranteed.

Please note that the final price may vary based on the dates of travel, room category and general availability.

Offer excludes April - 4th September 2021, Fridays and Saturdays in September - December 2021 & March 2022, Christmas and New Year.

From £158
2 adults & 1 dog
Find Out More

About this property

Dog-friendly The Winning Post in Berkshire is a delightful 18th-century pub and is set in the gorgeous village of Winkfield. With lots of cosy nooks and crannies, original stone floor and huge open fire the pub has rural charm by the bucketload. Best of all, it’s no effort at all to get to for those escaping the big smoke, being just an hour’s drive from London. There are fabulous walks abound for you and furry friend in nearby Windsor Great Park, Windsor Castle, Ascot, Eton and Henley, and the Guards Polo Club is close by too – so plenty of choices. That is, of course, if you manage to leave the pub itself which has stylish and comfortable rooms, a cosy pub serving excellent food and a welcoming atmosphere.

Dine with Your Dog

Dine with your dog in the bar area downstairs which has plenty of room for pooches to stick with you, and a lovely garden for the summer months. While your dog enjoys their treats, you can enjoy delicious food including lots of seasonal produce including grouse, Dover sole, asparagus and native lobsters.

Bow wow factor

Your dog will love it here! There are a ton of brilliant woodland walks directly from The Winning Post and the treats at the bar will have your pup wondering why you’d go anywhere else.

Need to know

Dine With Pet
Dine With Pet

Bedrooms & Suites

Quietly positioned at the back on the inn, there are 10 bedrooms, eight double and two twin. They are bright and spacious with TV, en-suite bathroom, Wi-Fi and tea & coffee making facilities. Some have doors leading outside and all have beautiful garden views. Rooms 17 and 18 are particularly dog-friendly.

Dog-Friendly Nearby

An ideal base for visiting Henley, a trip to Eton, or Windsor Castle and Windsor Great Park, The Winning Post has a great location. The Park offers wonderful walks for you and your pet with over 4,800 acres of parkland to explore. With lakeside walks, wild forests, open fields and lots of walking trails and tracks, your dog will have plenty of places to sniff and smell and will be more than ready to settle down for a nice quiet evening back at the inn.
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