Winchester Gig Guide
Winchester Gig Guide
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musical theatre
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WEDNESDAY 20 MAY 2026
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Wednesday 20 May 2026
Venue: Theatre Royal map 
Musical Theatre
Address: Jewry Street, Winchester, Hampshire, SO23 8SB Telephone: Box office: 01962 840440 Event: Winchester Musicals and Opera Society: Sister Act - 7.30pm - WMOS are back with a spectacular show nun should miss! Nothing is the same for aspiring disco-queen Deloris after she witnesses her mobster boyfriend commit a terrible crime. Forced to go into hiding, she is sent to the last place anyone would think to look for her - the convent of the Queen of Angels Church. Living undercover as a modest, frugal nun is a drag, but when Deloris is tasked with improving the struggling choir, she discovers a 'habit' she might actually be destined for... Based on the iconic 1992 film, and featuring original disco inspired music by Oscar winner Alan Menken (Aladdin, Beauty and the Beast, Little Shop of Horrors), this uplifting and riotously fun show is not to be missed. Venue's website: theatreroyalwinchester.co.uk Venue's Facebook: facebook.com/TRWinchester 
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Wednesday 20 May 2026
Venue: The Railway map
Live music
Address: 3 St Pauls Hill, Winchester, Hampshire, SO22 5AE Telephone: 01962 867795 Event: The Railway Sessions - 7.30pm doors - Bringing you some of the very best upcoming musicians touring across The UK. Three acts, all a surprise until the very moment they walk out on stage. Who will you discover at The Railway Sessions? Venue notes: ID is required on the door. Published times may be doors rather than start times, so please check the venue's website for full details, including age restrictions and accessibility. Venue's website: railwayinn.pub Venue's Facebook: facebook.com/railwayinnwinchester
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THURSDAY 21 MAY 2026
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Thursday 21 May 2026
Venue: The Nutshell map
Live music
Address: 15 Kings Walk, Winchester, Hampshire, SO23 8AF Telephone: 01962 808533 Event: THE NUTSHELL JAZZ CLUB: OUT FRONT - 8pm - A UK jazz super group, Out Front originally formed to play the music of two of jazz's greatest 'inside-outside' composers; Booker Little and Andrew Hill. With roots anchored in the the work of these two masters, they now present sets of entirely original music, composed by multiple members of the band. They are touring throughout 2026, showcasing music from their debut album, ‘Buried Webs’. Venue's website: discardednut.co.uk/thenutshell Venue's Facebook: facebook.com/thenutshellwinchester
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Thursday 21 May 2026
Venue: Theatre Royal map
Musical Theatre
Address: Jewry Street, Winchester, Hampshire, SO23 8SB Telephone: Box office: 01962 840440 Event: Winchester Musicals and Opera Society: Sister Act - 7.30pm - WMOS are back with a spectacular show nun should miss! Nothing is the same for aspiring disco-queen Deloris after she witnesses her mobster boyfriend commit a terrible crime. Forced to go into hiding, she is sent to the last place anyone would think to look for her - the convent of the Queen of Angels Church. Living undercover as a modest, frugal nun is a drag, but when Deloris is tasked with improving the struggling choir, she discovers a 'habit' she might actually be destined for... Based on the iconic 1992 film, and featuring original disco inspired music by Oscar winner Alan Menken (Aladdin, Beauty and the Beast, Little Shop of Horrors), this uplifting and riotously fun show is not to be missed. Venue's website: theatreroyalwinchester.co.uk Venue's Facebook: facebook.com/TRWinchester
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Thursday 21 May 2026
Venue: The Railway map
Live music
Address: 3 St Pauls Hill, Winchester, Hampshire, SO22 5AE Telephone: 01962 867795 Event: Boo Hewerdine and Yvonne Lyon - Doors 8pm - Yvonne Lyon and Boo Hewerdine’s new album Things Found in Books is an album of songs written in response to a notice board in Culzean Castle’s second-hand bookshop littered with things that have dropped out of books. Letters, notes, photographs, old receipts, postcards, fragments of people’s lives which has been lovingly collected and kept on a board on the wall amongst the bookshelves. Boo and Yvonne have formed an inimitable songwriting partnership weaving these ephemeral stories with their own, creating an album full of nostalgia and beauty, hope and longing. Venue notes: ID is required on the door. Published times may be doors rather than start times, so please check the venue's website for full details, including age restrictions and accessibility. Venue's website: railwayinn.pub Venue's Facebook: facebook.com/railwayinnwinchester
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Thursday 21 May 2026
Venue: The Lights map
Comedy
Address: West Street, Andover, Hampshire, SP10 1AH Telephone: Box office: 01264 368368 Event: Anyone for Tennis? - 7.30pm - A Wimbledon line judge for 20 years, comedian Pauline Eyre is ready to spill the Pimms on tennis gossip from the fragrant royal box to the musty locker room, and why line judges are OUT! Expect smashing stories, ace anecdotes and a 40-love letter to the game. And there’s nobody to say ‘quiet please’. She cannot be serious… can she? Venue's website: thelights.org.uk Venue's Facebook: facebook.com/thelightsandover
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FRIDAY 22 MAY 2026
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Friday 22 May 2026
Venue: Theatre Royal map
Musical Theatre
Address: Jewry Street, Winchester, Hampshire, SO23 8SB Telephone: Box office: 01962 840440 Event: Winchester Musicals and Opera Society: Sister Act - 7.30pm - WMOS are back with a spectacular show nun should miss! Nothing is the same for aspiring disco-queen Deloris after she witnesses her mobster boyfriend commit a terrible crime. Forced to go into hiding, she is sent to the last place anyone would think to look for her - the convent of the Queen of Angels Church. Living undercover as a modest, frugal nun is a drag, but when Deloris is tasked with improving the struggling choir, she discovers a 'habit' she might actually be destined for... Based on the iconic 1992 film, and featuring original disco inspired music by Oscar winner Alan Menken (Aladdin, Beauty and the Beast, Little Shop of Horrors), this uplifting and riotously fun show is not to be missed. Venue's website: theatreroyalwinchester.co.uk Venue's Facebook: facebook.com/TRWinchester
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Friday 22 May 2026
Venue: Theatre Royal map
Workshop(s)
Address: Jewry Street, Winchester, Hampshire, SO23 8SB Telephone: Box office: 01962 840440 Event: Ukulele Improvers - midday-1.30pm - Ukes for All host a series of intermediate ukulele classes. There’s no complicated theory or having to practice scales and things like that. Simply learn by playing songs in a friendly and relaxed environment and having a lot of fun. The ukulele is easy to learn, you don’t need any prior musical knowledge and it will make you smile! Venue's website: theatreroyalwinchester.co.uk Venue's Facebook: facebook.com/TRWinchester
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Friday 22 May 2026
Venue: Holy Trinity Church map
Live music
• Dance
Address: Upper Brook Street, Winchester, Hampshire, SO23 8DG Event: WinQeilidh - 7pm - This ceilidh is gender-free, queer-, trans-, and family-friendly, and always welcoming. Ceilidh dancing is traditional social dancing for groups; you don't need a partner and we teach as we go along, so it's a perfect opportunity to try something new with friends. £10 general admission; £5 students/low income, £15 supporters, cash and card accepted on the door. For more information about WinQ please visit louisesiddons.com/WinQ.html Venue's website: holytrinitywinchester.co.uk Venue's Facebook: facebook.com/people/Holy-Trinity-Church-Winchester/100069817863317 
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Friday 22 May 2026
Venue: The Railway map
Live music
• Tribute
Address: 3 St Pauls Hill, Winchester, Hampshire, SO22 5AE Telephone: 01962 867795 Event: Punk TV - 8pm doors - A celebration of the very best music from the ’79-’82 UK Punk and New Wave scene, featuring live music from Punk TV (‘old enough to know better, young enough not to care…’) and guest DJ set Venue notes: ID is required on the door. Published times may be doors rather than start times, so please check the venue's website for full details, including age restrictions and accessibility. Venue's website: railwayinn.pub Venue's Facebook: facebook.com/railwayinnwinchester
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Friday 22 May 2026
Venue: St Peter's Church map
Live music
Address: High Street, Stockbridge, Hampshire, SO20 6HE Event: Dr Andrew Lumsden, Organ - 7.30pm - Andrew Lumsden will be well known to many of Stockbridge Music’s members having served until recently as the organist at Winchester Cathedral. Visit www.stockbridgemusic.uk. Venue's website: achurchnearyou.com/church/18513
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Friday 22 May 2026
Venue: Clatford Arms map
Live music
Address: Longstock Road, Goodworth Clatford, Hampshire, SP11 7RN Telephone: 01264 392138 Event: Reload - 9pm - Reload on Facebook: www.facebook.com/people/ReloadBand/61576819182810. Rock covers band Reload have been making a lot of rock n roll noise in Hampshire since 2008. They are a rock covers band bringing you volume, sweat, authenticity and attitude. Venue's Facebook: facebook.com/people/The-Clatford-Arms-at-Goodworth-Clatford/61558230023718 |
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Friday 22 May 2026
Venue: The Lights map
Live music
• Tribute
Address: West Street, Andover, Hampshire, SP10 1AH Telephone: Box office: 01264 368368 Event: Class of 55 - 7.30pm - Get Ready to Rock and Roll with the Class of ’55! 🎶 Step back in time and relive the golden age of rock and roll as the Class of ’55 reunites for one unforgettable night celebrating the legendary sounds of Buddy Holly and Jerry Lee Lewis! This spectacular live production will transport you straight to the heart of the 1950s—when the music was raw, the energy was electric, and every song made you want to move. Feel the pulse of 100% live music as a powerhouse band brings these icons to life, capturing every riff, rhythm, and piano-pounding moment with breath-taking authenticity. Venue's website: thelights.org.uk Venue's Facebook: facebook.com/thelightsandover
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Please note: As per our terms of use, the events listed are not in our control, so they could be changed. Also, some venues may charge an entrance fee to certain music events. In either case, we recommend that you contact the venues before making your arrangements.
Other Gig Guides
www.AndoverGigGuide.co.uk
www.SalisburyGigGuide.co.uk
Spotlight
TOMORROW, Thursday 21 May 2026
Boo Hewerdine and Yvonne Lyon
Venue: The Railway
Doors 8pm
Yvonne Lyon and Boo Hewerdine’s new album Things Found in Books is an album of songs written in response to a notice board in Culzean Castle’s second-hand bookshop littered with things that have dropped out of books. Letters, notes, photographs, old receipts, postcards, fragments of people’s lives which has been lovingly collected and kept on a board on the wall amongst the bookshelves. Boo and Yvonne have formed an inimitable songwriting partnership weaving these ephemeral stories with their own, creating an album full of nostalgia and beauty, hope and longing.