The Royal Oak
Historic pub
Said to have one of the oldest bars in England: a brewhouse by 1637, down a narrow alley off the High Street, full of odd nooks, tiny doorways, low ceilings and steps to nowhere.
๐ Royal Oak Passage, Winchester SO23 9AU

Proper pubs, old favourites and craft beer bars in Winchester.
Last checked 14 November 2026. No bar paid to be included.
Swipe to see all 5 bars โ
Historic pub
Said to have one of the oldest bars in England: a brewhouse by 1637, down a narrow alley off the High Street, full of odd nooks, tiny doorways, low ceilings and steps to nowhere.
๐ Royal Oak Passage, Winchester SO23 9AU
Historic pub
A pub with a historic interior on The Square, with real ales including Timothy Taylor Landlord.
๐ 25 The Square, Winchester SO23 9EX
Historic pub
A rustic pub from 1755 between the cathedral and the 14th-century Winchester College, with hearty pub food and fine wines.
๐ Kingsgate Street, Winchester SO23 9PE
Traditional pub
An endearingly quirky backstreet pub hidden away on Wharf Hill. There is no food, but you can bring a takeaway and they will lend you plates.
๐ Wharf Hill, Winchester
Pub
A relaxed pub near the college with a long single bar, a winding beer garden and its own St Cross Ale.
๐ Kingsgate Road, Winchester
Tap a pin for the bar. Numbers match the list.
Start with The Royal Oak, Eclipse Inn, The Wykeham Arms, The Black Boy and The Queen Inn. Our full list has 5 bars.
This guide is written by the team at M.AD Agency. We run cocktail festivals in more than 20 towns and cities across the UK and Ireland and have worked with hundreds of bars since 2022. We love Winchester's bars, so we put this guide together from our own research and trusted local guides.
No bar paid to be included and nobody can buy a place. We check the guide regularly as bars open, change and close.
Our nearest cocktail festivals to Winchester
Run a bar in Winchester that should be here? Get in touch at alice@m-ad.co.uk and tell us about it.
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