What’s on in Cheapside this May

2 May 2025

Get ready for May and find out what’s on in Cheapside this month:

Cocktail Masterclass – 8th May
To celebrate 25 years at The Royal Exchange, Jo Malone London is teaming up with Pitcher & Piano Cornhill for an exclusive cocktail masterclass. Head into the Jo Malone boutique to find out more and reserve your shaker.

Cathedral by Night – 10th May
Experience the splendour of St Paul’s Cathedral in a whole new way at this evening event. You’ll find a range of displays, sessions, and Spotlight Talks taking place, providing a truly special glimpse of this historic location as the sun sets. More information and tickets can be found here.

Beyond the Brim – 12-16th May
Pop into Bank of England Museum’s new exhibition and talk series exploring the art of hat-making. Organised as part of London Craft Week, it’s an opportunity to learn about millinery and the legacy it carries forward. The exhibition is free to attend, and tickets for talks can be purchased through the museum’s website.

Discovering Cheapside – 15-16th May
The Guildhall Library is delivering a talk and walk all about the historical neighbourhood of Cheapside and its importance through the ages. There’ll be tales of tournaments, wine flowing through the streets, and Roman half-ghosts, so visit their website to register your spot.

Sports Launch Events – 22nd-23rd May
Looking for a chance to warm up and hone your technique before Sports Fest returns to Cheapside? Join London Sports Festival’s FREE 2-day launch event, which will fill Guildhall Yard with dancefit, boxing, archery, pickleball and more. Book your free place here.

Wine Roulette – 27th May
Join OENO’s monthly tasting event, where you spin the wheel and let fate decide which fine wine will be next to fill your glass. Book your seat here.

Cheapside Walking Tour – 28th May
We’ve partnered again with the amazing David Harry (aka The London Spy) to run our monthly Cheapside Walking Tours until September. Spaces are free but limited (and you know The London Spy is a sell-out guide), so reserve your place now.

Wine Social – 30th May
Fun, informative, and thirst-quenching, don’t miss out on Vinoteca’s monthly event. Tickets are £15 for a glass, a chance to sample eight wines from their latest list, and steady guidance from staff. Find out more here.