Friday, 29th October, 2021 saw the Annual Presentation Dinner of the North Yorkshire and South Durham Premier Cricket League, sponsored by the Darlington Building Society, held at Hardwick Hall Hotel. There was a healthy attendance by representatives from Hartlepool Cricket Club, with two tables filled. The guest speaker was Geoff Miller OBE.

In terms of awards and trophies that were collected by representatives and players from Hartlepool Cricket Club, :-

- Harry Crawshaw won the Young Player of the Year Award - The Chris Old Salver;
- Harry Crawshaw also won the Durham CCC Tees Valley Cricket Award for the Emerging Player Award (18 and Under);
- Tom Gavin, 1st XI Captain, was reunited with the Kerridge Cup;
- Mathew Bowman won the Sunday Premier Division Bowling Award;
- Harry Wiles collected the Junior Plate on behalf of the Under 17s; and
- Chris Smith received the Durham CCC Tees Valley Cricket Award for Outstanding Services to Cricket.

Club Professional, Paul Braithwaite, had been nominated for the Player of the Year Award, with Harry Wiles having been nominated for the Emerging Player Award (18 and Under) Award. Both of these awards fell under the category of the Durham CCC Tees Valley Cricket Awards.

The Chairman of Hartlepool Cricket Club, Alan Jackson, commented : “It was fantastic to see the Cricket Club collect awards, with individual players also being recognised too for their efforts across the 2021 cricket season. Unfortunately, Harry Crawshaw was unable to attend the event, since he was attending a training camp with England Under 19s. After 16 years hard work within our Junior Section, plus his recent work with our newly established 4th XI and our various women’s and girls’ teams, the OSCA received by Chris Smith was very much deserved”.