Charity Tennis Day in memory of Maia Vokes May 16 @ 2:00 pm - 5:00 pm Oakham Tennis Club View details
An Evening with Miles Jupp May 16 @ 6:30 pm - 9:30 pm Rutland County Museum Catmos Street, Oakham View details
Kenny! – The Kenneth Williams Centenary Musical May 16 @ 7:30 pm - 9:30 pm Uppingham Theatre 32 Stockerston Rd, Uppingham, Oakham, Rutland, United Kingdom View details
Classic Wheels May 17 The Rutland Showground Showground Way, Oakham, Rutland, United Kingdom View details
Vintage and Craft Market at Belvoir Engine Yard May 17 Belvoir Castle- Engine Yard Woolsthorpe Road,, Grantham, Lincolnshire View details
Daffodil’s Luxury Wedding Fair May 17 @ 11:00 am - 4:00 pm Manton Village Hall Priory Road, Manton, Rutland, United Kingdom View details
Write in Rutland May 19 @ 9:30 am - 3:00 pm Barnsdale Gardens Barnsdale Avenue, Exton, Rutland, United Kingdom View details
Beginners Landscape Photography Course 2026 May 19 @ 10:00 am - 1:00 pm Normanton Church Normanton Park Road, Rutland, United Kingdom View details
Authors in Conversation: Genevieve Taylor – 19th May May 19 @ 6:30 pm - 9:30 pm Rutland Nursery Lyndon Road, Manton, Rutland, United Kingdom View details
Matt Forde: Defying Galamity May 20 @ 7:30 pm - 9:30 pm Stamford Corn Exchange Theatre, Stamford, United Kingdom View details
Cider & Sausage Festival at The Grainstore May 21 - May 25 Grainstore The Grainstore Brewery & Tap, Station Approach, Oakham, Rutland, United Kingdom View details
Bread Masterclass – The Olive Branch May 21 @ 9:00 am - 2:00 pm The Olive Branch Country Inn Rutland Main St Clipsham Oakham, St Clipsham, Oakham, United Kingdom View details
The Manfreds May 21 @ 7:30 pm - 9:30 pm Stamford Corn Exchange Theatre, Stamford, United Kingdom View details
Circus at Belvoir Engine Yard May 22 - May 24 Belvoir Castle- Engine Yard Woolsthorpe Road,, Grantham, Lincolnshire View details
Whissendine Flower Festival Launch evening May 22 @ 6:30 pm - 9:00 pm Whissendine Church Main Street, Whissendine, Rutland, United Kingdom View details
Whissendine Flower Festival May 23 @ 11:00 am - May 25 @ 5:00 pm Whissendine Church Main Street, Whissendine, Rutland, United Kingdom View details
Comedy Night at Belvoir Castle May 23 @ 6:00 pm - 11:00 pm Belvoir Castle Woolsthorpe Rd,, Grantham, Lincolnshire View details
Craig Revel Horwood May 23 @ 7:30 pm - 9:30 pm Stamford Corn Exchange Theatre, Stamford, United Kingdom View details
Quilted zipped pouch May 24 @ 1:00 pm - 4:00 pm Springboard Arts Lambley Cottage, Lyndon Road, North Luffenham View details
ABBA Night at Belvoir Castle May 24 @ 6:00 pm - 11:00 pm Belvoir Castle Woolsthorpe Rd,, Grantham, Lincolnshire View details
Beginners Wildlife Photography Course 2026 May 26 @ 10:00 am - 1:00 pm The Anglian Water Bird Watching Centre Oakham, Rutland, United Kingdom View details
Beginners Wildlife Photography Course 2026 May 26 @ 10:00 am - 1:00 pm The Anglian Water Bird Watching Centre Oakham, Rutland, United Kingdom View details
Matt Rendell’s Inside Stories Of The Tour De France May 26 @ 7:30 pm - 9:30 pm Stamford Corn Exchange Theatre, Stamford, United Kingdom View details
Linocut & Printmaking Workshop May 27 @ 9:30 am - 3:30 pm Burghley House Peterborough, Stamford, United Kingdom View details
Dave Rowntree: No One You Know May 27 @ 7:30 pm - 9:30 pm Stamford Corn Exchange Stamford, Rutland, United Kingdom View details
K-Pop Forever May 28 @ 7:30 pm - 9:30 pm Stamford Corn Exchange Theatre, Stamford, United Kingdom View details
Barnsdale Gardens – Nursery Walk & Talk, ‘Planting to encourage biodiversity in the garden’ May 29 @ 11:30 am - 11:50 am Barnsdale Gardens, Barnsdale Avenue Exton, Rutland, United Kingdom View details
Thomas’s Big Adventure May 29 @ 12:00 pm - 3:30 pm Nene Valley Railway Wansford Station, Stibbington, Peterborough View details
Fleetwood Mac by Moonlight May 29 @ 5:30 pm - 10:00 pm Rockingham Castle Rockingham Castle Estate, Market Harborough, United Kingdom View details
Thomas Branch Line Weekends May 30 - May 31 Nene Valley Railway Wansford Station, Stibbington, Peterborough View details
Family Drop In Day – Pond Dipping, Bug Hunting and Crafts May 30 @ 10:00 am - 3:00 pm The Anglian Water Bird Watching Centre Oakham, Rutland, United Kingdom View details
Country at the Castle May 30 @ 5:30 pm - 10:00 pm Rockingham Castle Rockingham Castle Estate, Market Harborough, United Kingdom View details
Country at the Castle May 30 @ 5:30 pm - 11:00 pm Rockingham Castle Rockingham Castle Estate, Market Harborough, United Kingdom View details
192nd Rutland County Show May 31 @ 8:00 am - 5:00 pm The Rutland Showground Showground Way, Oakham, Rutland, United Kingdom View details
