Events in Winchester From 14th September – 20th September 2026

Home · Events in Winchester This Week

As you plan your week in Winchester, you’ll find a variety of things to do, spanning cultural and social activities. If you enjoy art, there are some interesting exhibitions coming up. One focuses on floral artistry, with installations at a well-known local landmark. Another presents the work of a famous painter through an immersive experience. These offer a good way to engage with creativity this week. Beyond art, there are social events designed for adults looking to connect. Winchester has themed evenings geared toward specific age groups, providing a relaxed atmosphere. You might find a casual event that combines food with a way to meet new people. Alternatively, there’s a singles event with a retro theme. For those who prefer community involvement, a daytime meeting includes a guest speaker and a chance to learn about local initiatives. This week in Winchester offers a mix of thoughtful experiences and social gatherings. Whether you’d prefer to see art in a historic building or meet new people at a local spot, there are options. You could be drawn to floral installations or the lively atmosphere of a social event. Each provides a different way to spend your time and experience the city. See the listings below for details.

Monday 14th September

Wild! Festival of Flowers And Nature at Winchester Cathedral

· Winchester Cathedral · Culture & Arts

Winchester Cathedral hosts an immersive flower festival with floral installations in September 2026.

Tuesday 15th September

The Carpenters: Voice of The Heart

· The Carpenters · Nightlife & Music

A tribute show honoring the music of The Carpenters at The Carpenters venue.

40S & 50s Singles Night @ Stable Winchester| Love at First Sign

· Nightlife & Music

A 40s & 50s themed singles event with astrology and optional speed dating at The Winchester Stable.

Thursday 17th September

Virtual Talk: The Austens And The Navy

· Virtual Talk · Culture & Arts

A virtual talk exploring the connection between the Austens and the British Navy

Bangers And Mash Train - Watercress Line

· Food & Drink

A special train journey featuring traditional British fare including bangers and mash on the Watercress Line.

Virtual Festival Pass: Persuasion Festival

· Virtual Festival Pass · Culture & Arts

Virtual festival pass for Persuasion Festival events available online.

Lunch Meeting - Christina Harris, Guest Speaker

· Quayside · Nightlife & Music

Winchester Rotary Club hosts a lunch meeting featuring Christina Harris as guest speaker.

Pizza Lovers Speed Dating in Winchester | Ages 30-45

· Nightlife & Music

Pizza lovers aged 30-45 gather for speed dating at The Winchester Stable.

The Nutshell Jazz Club: Tom Barford Quartet

· Nightlife & Music

Tom Barford Quartet performs live jazz at The Nutshell Jazz Club.

Friday 18th September

Vox Lumiere Metropolis

· Culture & Arts

Vox Lumiere Metropolis showcases a live music and visual art performance at Theatre Royal Winchester.

The Nutshell Jazzbops: Tom Barford

· Nightlife & Music

Solo jazz musician Tom Barford performs at The Nutshell Jazzbops event.

Saturday 19th September

Everyday Histories Poetry Wordshop And Sharing Session

· Culture & Arts

A poetry workshop and sharing session explores everyday histories at The Pilgrims' School.

Van Gogh Alive Winchester: Step Into Vincent's Vivid World

· Winchester Science Centre & Planetarium · Culture & Arts

Van Gogh Alive exhibition at Winchester Science Centre offers immersive art experience for all ages.

Sunday 20th September

Alresford Farmers' Market, Broad Street, Alresford, so24 9as

· Shopping & Markets

Alresford Farmers' Market returns to Broad Street with local produce and artisanal goods.

Andy Hamilton's Night to Remember

· Nightlife & Music

Andy Hamilton hosts an evening of comedy and music at Winchester City Council venue.