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
Friday 5 June Premium
The Story of Elgar's Piano Concerto
All Saints Church Oakham
Music
5 Jun 2026
What's On in Oakham May 2026
Thursday 7 May
Lord of the Flies
Queen Elizabeth Theatre, Oakham School
Theatre
5 May 2026 - 8 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
Saturday 9 May
Corn Exchange 25th Anniversary Gala 9 — 10 May 2026
Stamford Corn Exchange
Theatre
9 May 2026 - 10 May 2026
Sunday 10 May
Sax & Jazz Sunday Lunch
Blossoms Restaurant & Bar, Rutland Hall Hotel, Nr Oakham, Rutland LE15 8AB
Food
10 May 2026
Sunday 10 May
Open Garden for Charity
Burrough Hall, Burrough on the Hill
Leisure
10 May 2026
Monday 11 May
Rutland Family History Society
Methodist Church , Northgate, Oakham. LE15 6QS
Culture
11 May 2026
Tuesday 12 May
Rare and unusual pictorial plants
Uppingham Methodist Church
Leisure
12 May 2026