Winchester Bar GuideThe ultimate guide๐Ÿšถ Cocktail trails

The best bars in Winchester

Winchester has a speakeasy that rivals London and pubs that claim to be among the oldest in England. This guide covers 16 bars. Cocktail bars come first, then the historic pubs around the cathedral, the college and the river, by area, with our top ten and a map.

Last checked 14 November 2026. No bar paid to be included.

Our top 10 Winchester bars

If you only have one night, start here.

  1. Incognito

    Theatrical cocktails in a Victorian parlour.

    The Broadway
  2. Toast

    More than 70 cocktails in a gallery speakeasy.

    Jewry Street and St Peter Street
  3. Cabinet Rooms

    Craft cocktails and homemade cake.

    Jewry Street and St Peter Street
  4. Hotel du Vin Bar

    Cocktails at the original Hotel du Vin.

    Southgate Street
  5. Greens Bar and Kitchen

    A cosy Jewry Street favourite.

    Jewry Street and St Peter Street
  6. The Winchester Orangery

    Tapas and cocktails on The Square.

    The Square and the Cathedral
  7. Three Joes

    Pizza and cocktails by the cathedral.

    The Square and the Cathedral
  8. Overdraft

    Tacos and DJs late.

    Jewry Street and St Peter Street
  9. Winchester Royal Hotel Bar

    Drinks in a walled garden.

    Jewry Street and St Peter Street
  10. Dim T

    Dim sum and cocktails.

    Jewry Street and St Peter Street

Map of Winchester bars

Tap a pin for the bar. Numbers match the list.

Bars on and around Jewry Street

Winchester's cultural quarter around the Theatre Royal, with a run of independent bars and restaurants that stay busy late.

Swipe to see all 6 bars โ†’

Toast, Winchester
Photo: Toast Winchester on Google Maps
2 ยท Jewry Street and St Peter Street

Toast

Cocktail and brunch bar

A small independent bar on Jewry Street that does brunch by day and becomes part art gallery, part Prohibition speakeasy at night, with more than 70 cocktails and table service.

  • ๐Ÿธ Cocktails
  • ๐Ÿธ Classics
  • ๐ŸŒ™ Late
  • ๐ŸŽ‰ Groups

๐Ÿ“ 6 Jewry St, Winchester SO23 8RZ

Winchester Royal Hotel Bar, Winchester
Photo: Winchester Royal Hotel on Google Maps
9 ยท Jewry Street and St Peter Street

Winchester Royal Hotel Bar

Hotel lounge and bar

The lounge and bar of a 16th-century hotel on St Peter Street, with a walled garden for drinks outside.

  • ๐Ÿธ Cocktails
  • ๐Ÿ’• Date night
  • ๐ŸŽ‰ Groups

๐Ÿ“ St Peter St, Winchester SO23 8BS

Dim T, Winchester
Photo: dim t Winchester on Google Maps
10 ยท Jewry Street and St Peter Street

Dim T

Asian restaurant and cocktail bar

Dim sum, noodles and small plates with cocktails on Jewry Street.

  • ๐Ÿธ Cocktails
  • ๐Ÿฝ๏ธ Food
  • ๐Ÿ’• Date night

๐Ÿ“ 8-9 Jewry St, Winchester SO23 8RZ

Cabinet Rooms, Winchester
Photo: Dandylicious on Google Maps
3 ยท Jewry Street and St Peter Street

Cabinet Rooms

Cafรฉ bar

An independent cafรฉ bar on Jewry Street known for homemade cakes and expertly made craft cocktails, handy before the Theatre Royal.

  • ๐Ÿ’• Date night
  • ๐Ÿฝ๏ธ Food
  • ๐Ÿธ Classics

๐Ÿ“ 1-2, De Lunn Buildings, Jewry St, Winchester SO23 8SA

Greens Bar and Kitchen, Winchester
Photo: Wayne & Jes on Google Maps
5 ยท Jewry Street and St Peter Street

Greens Bar and Kitchen

Bar and kitchen

A long-running, cosy bar and restaurant on Jewry Street with local ingredients and evening cocktails.

  • ๐Ÿฝ๏ธ Food
  • ๐Ÿ’• Date night
  • ๐ŸŽ‰ Groups

๐Ÿ“ 4 Jewry St, Winchester SO23 8RZ

Overdraft, Winchester
Photo: Overdraft Beer & Tacos - Winchester on Google Maps
8 ยท Jewry Street and St Peter Street

Overdraft

Late bar and restaurant

A bar and restaurant on Jewry Street with street-style tacos, craft beer and resident DJs on Friday and Saturday.

  • ๐ŸŒ™ Late
  • ๐ŸŽถ Music
  • ๐ŸŽ‰ Groups
  • ๐Ÿฝ๏ธ Food

๐Ÿ“ 5 Jewry St, Winchester SO23 8RZ

Bars on The Broadway

By King Alfred's statue at the bottom of the High Street.

Incognito, Winchester
Photo: Tracy love on Google Maps
1 ยท The Broadway

Incognito

Speakeasy cocktail bar

A Victorian parlour of a bar in St John's House on The Broadway, open since 2018, famous for theatrical serves that arrive in hot-air balloons, on Ferris wheels and in bathtubs. More than 50 gins too.

  • ๐Ÿธ Cocktails
  • ๐Ÿ—๏ธ Hidden
  • โœจ Quirky
  • ๐ŸŒฟ Gin

๐Ÿ“ The Broadway, Winchester SO23 9BE

Bars around The Square

The old town between the Buttercross and the cathedral, with bars and restaurants looking onto the Close.

Swipe to see all 4 bars โ†’

The Winchester Orangery, Winchester
Photo: The Winchester Orangery on Google Maps
6 ยท The Square and the Cathedral

The Winchester Orangery

Brunch, tapas and cocktail bar

A brunch, tapas and cocktail spot on The Square in the old town, open in the evening from Thursday to Saturday.

  • ๐Ÿธ Cocktails
  • ๐Ÿฝ๏ธ Food
  • ๐ŸŽ‰ Groups
  • ๐Ÿ’• Date night

๐Ÿ“ 11 The Square, Winchester SO23 9ES

Three Joes, Winchester
Photo: Three Joes Sourdough Pizza on Google Maps
7 ยท The Square and the Cathedral

Three Joes

Pizza restaurant and cocktail bar

Wood-fired sourdough pizza, cocktails and local craft beer on Great Minster Street, with views of the cathedral.

  • ๐Ÿธ Cocktails
  • ๐ŸŒ‡ Views
  • ๐Ÿฝ๏ธ Food
  • ๐ŸŽ‰ Groups

๐Ÿ“ 9 Great Minster St, Winchester SO23 9HA

12 ยท The Square and the Cathedral

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.

  • ๐Ÿบ Pub
  • ๐Ÿบ Craft beer
  • ๐Ÿ—๏ธ Hidden

๐Ÿ“ Royal Oak Passage, Winchester SO23 9AU

13 ยท The Square and the Cathedral

Eclipse Inn

Historic pub

A pub with a historic interior on The Square, with real ales including Timothy Taylor Landlord.

  • ๐Ÿบ Pub
  • ๐Ÿบ Craft beer

๐Ÿ“ 25 The Square, Winchester SO23 9EX

Bars on Southgate Street

An elegant Georgian street running south from the High Street.

Swipe to see all 2 bars โ†’

Hotel du Vin Bar, Winchester
Photo: Hotel du Vin Winchester on Google Maps
4 ยท Southgate Street

Hotel du Vin Bar

Hotel bar

The bar at the original Hotel du Vin, in a Georgian house of 1715 on Southgate Street near the cathedral, with cocktails and deep wine cellars.

  • ๐Ÿท Wine
  • ๐Ÿ’• Date night

๐Ÿ“ 14 Southgate St, Winchester SO23 9EF

Bars around the cathedral, the college and the river

Old pubs on the quiet streets between the cathedral, Winchester College and the River Itchen.

Swipe to see all 3 bars โ†’

14 ยท Cathedral and college

The Wykeham Arms

Historic pub

A rustic pub from 1755 between the cathedral and the 14th-century Winchester College, with hearty pub food and fine wines.

  • ๐Ÿบ Pub
  • ๐Ÿบ Craft beer
  • ๐Ÿฝ๏ธ Food
  • ๐Ÿท Wine

๐Ÿ“ Kingsgate Street, Winchester SO23 9PE

15 ยท Cathedral and college

The Black Boy

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.

  • ๐Ÿบ Pub
  • ๐Ÿบ Craft beer
  • โœจ Quirky

๐Ÿ“ Wharf Hill, Winchester

16 ยท Cathedral and college

The Queen Inn

Pub

A relaxed pub near the college with a long single bar, a winding beer garden and its own St Cross Ale.

  • ๐Ÿบ Pub
  • ๐Ÿบ Craft beer
  • ๐ŸŒฟ Outdoor

๐Ÿ“ Kingsgate Road, Winchester

Winchester cocktail trails

Two routes in walking order, with the time between each bar. See them all on a map.

Jewry Street to The Broadway

5 bars ยท about 16 minutes on foot in total

  1. 1
    Greens Bar and Kitchen4 Jewry St, Winchester SO23 8RZ
  2. ๐Ÿšถ about 1 min to the next bar
  3. 2
    Toast6 Jewry St, Winchester SO23 8RZ
  4. ๐Ÿšถ about 2 min to the next bar
  5. 3
    Winchester Royal Hotel BarSt Peter St, Winchester SO23 8BS
  6. ๐Ÿšถ about 3 min to the next bar
  7. 4
    Cabinet Rooms1-2, De Lunn Buildings, Jewry St, Winchester SO23 8SA
  8. ๐Ÿšถ about 10 min to the next bar
  9. 5
    IncognitoThe Broadway, Winchester SO23 9BE

The old town

4 bars ยท about 4 minutes on foot in total

  1. 1
    Hotel du Vin Bar14 Southgate St, Winchester SO23 9EF
  2. ๐Ÿšถ about 1 min to the next bar
  3. 2
    Bar Lento11a Southgate St, Winchester SO23 9DZ
  4. ๐Ÿšถ about 2 min to the next bar
  5. 3
    Three Joes9 Great Minster St, Winchester SO23 9HA
  6. ๐Ÿšถ about 1 min to the next bar
  7. 4
    The Winchester Orangery11 The Square, Winchester SO23 9ES

More Winchester bar guides

Know before you go

Your questions

What is the best cocktail bar in Winchester?

Start with Incognito on The Broadway for theatrical cocktails and Toast on Jewry Street, which has more than 70 on the menu. Cabinet Rooms and the bar at Hotel du Vin are good for something calmer.

Where are the best areas for cocktails in Winchester?

Jewry Street has the most bars close together and stays busy late. The Square and the streets by the cathedral are best for a quieter drink.

Is there a speakeasy in Winchester?

Yes. Incognito in St John's House on The Broadway is a Victorian-style speakeasy and Toast becomes a Prohibition-style bar at night.

Where can I get a drink before the Theatre Royal?

Jewry Street is right by the theatre. Cabinet Rooms, Toast and Greens are all a minute or two away.

What is the oldest pub in Winchester?

The Royal Oak claims one of the oldest bars in England. It was a brewhouse by 1637 and known as the Royal Oak by 1677, reached down a narrow alley off the High Street.

Who wrote this guide

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

Want your bar in this guide?

Run a bar in Winchester that should be here? Get in touch at alice@m-ad.co.uk and tell us about it.