Saturday 16 May Premium
Peterborough Cathedral Choir in Oakham
All Saints Church Oakham
Music
16 May 2026
Saturday 16 May Premium
'Kenny!' - The Kenneth Williams Centenary Musical
Uppingham Theatre
Theatre
16 May 2026
Sunday 17 May Premium
Luxury Wedding Fair
Manton Village Hall, Rutland
Fairs
17 May 2026
What's On in Oakham May 2026
Saturday 2 May
Building Rutland's Future: A Journey of Heritage Transformation
Rutland County Museum
Culture
12 Mar 2026 - 4 May 2026
Saturday 2 May
Westwood Musical Society Peterborough Presents The Great British Bake Off Musical 28th April – 3rd May
Stamford Corn Exchange
Theatre
28 Apr 2026 - 3 May 2026
Tuesday 5 May
Lord of the Flies
Queen Elizabeth Theatre, Oakham School
Theatre
5 May 2026 - 8 May 2026
Wednesday 6 May
Dead Easy - A Practical Guide to the Inevitable
Rutland Showground, Oakham LE15 7TW
Family
6 May 2026
Wednesday 6 May
Simon Yates of Touching the Void My Mountain Life
Stamford Corn Exchange
Theatre
6 May 2026
Friday 8 May
Women's Retreat - Becoming Free
In The Stix, Greetham, Rutland
Health
8 May 2026 - 10 May 2026
Saturday 9 May
Empingham Plant Sale
Empingham Cricket Club, Exton Rd, Empingham
Community Events
9 May 2026