Winchester Cocktail BarsThe ultimate guide๐Ÿšถ Cocktail trails

Winchester cocktail trails: two walking routes

Routes you can walk tonight, each in walking order with the time between stops.

Last checked 11 November 2026. No bar paid to be included.

Cocktail trails: 2 routes

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

Map: cocktail trails

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

Your questions

How long does a Winchester cocktail trail take?

Each route has three to six bars. Allow two to four hours with a drink at each, plus the walking times shown.

Which is the best cocktail trail in Winchester?

For first-timers, the Jewry Street to The Broadway route takes in five of our favourite bars, all a short walk apart.

More Winchester bar guides

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