| | 23/04/2016 | Braunstone Cricketers | 239-5 | 30 | Scott Baird 71, Dav Collins 56, Steve Base 66* | Uppingham Town 2 | 113-10 | 3 | T.Scott 67, Scott Baird 8o 2m 4 for 21, Steve Base 4 catches. | 2709235 |
| | 30/04/2016 | Uppingham Town 2 | 200-8 | 7 | D Lambert 88
H Wade 54 | Leicester Teachers & Mossdale | 279-3 | 21 | C Gill 110no
D Smith 117 | 2709207 |
| | 07/05/2016 | Gilmorton Village | 189-8 | 18 | A.Fleetwood 47, J.Hollobone 46 | Uppingham Town 2 | 103-6 | 7 | A.Brown 23 not out M.Harris 5-28 | 2709248 |
| | 14/05/2016 | Uppingham Town 2 | 58-10 | 1 | | Leicester Cricketers | 59-3 | 25 | I Momin 8-6-11-3
M Patel 3.3-3.3-0-3 | 2709199 |
| | 21/05/2016 | Shree Sanatan 2 | 81-5 | 25 | Prem 24 and h sing 20 | Uppingham Town 2 | 78-10 | 2 | Y. Chauhan 12 - 3 - 18 - 5 | 2709178 |
| | 04/06/2016 | Houghton & Thurnby 3 | 101-10 | 6 | Felce 67 not out. Roberts 4-35. | Uppingham Town 2 | 129-10 | 30 | Scott 30. Dines 6-25. | 2709269 |
| | 11/06/2016 | Uppingham Town 2 | 133-9 | 5 | | Leicester Caribbean 2 | 242-4 | 21 | U Khan 81
G Singh 55
I Ahmed 53 | 2709205 |
| | 18/06/2016 | Great Glen | 126-10 | 30 | T Roberts 4-31
C Bartram 3-16 | Uppingham Town 2 | 101-10 | 6 | S Desai 6-38 | 2709216 |
| | 02/07/2016 | Uppingham Town 2 | 115-10 | 6 | Tom Roberts 74no
Simon Brown 3.1-0-11-3
Sam Rees 8-0-22-3 | Billesdon 2 | 151-10 | 30 | James Cross 43
H Warwick 3-22. A. Voss 3-31. S Burton 3-32. | 2709200 |
| | 23/07/2016 | Uppingham Town 2 | 211-5 | 13 | T.Roberts 70
A.Brown 39
S.Brown 38
| Shree Sanatan 2 | 222-6 | 15 | Mital 70
Dev 58 | 2709198 |
| | 06/08/2016 | Uppingham Town 2 | 232-9 | 25 | D Lambert 44
J Keywood 60 | Houghton & Thurnby 3 | 231-5 | 9 | M McDiarmid 103
D Bennett 45 | 2709208 |
| | 13/08/2016 | Leicester Caribbean 2 | 153-10 | 4 | | Uppingham Town 2 | 258-3 | 30 | D Lambert 106
S Keywood 126. Bowling 10.5-6-36-4 | 2709224 |
| | 10/09/2016 | Leicester Teachers & Mossdale | 0-0 | 5 | Match Abandoned | Uppingham Town 2 | 0-0 | 5 | Match Abandoned | 2709280 |