| 12 Jun 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Old Edwardians |
| 18 Jun 2000 | V Sports Sunday League Premier Division 2000 | | Penn v Old Edwardians |
| 11 Jul 1999 | Berry and Co Sunday League Premier Division 1999 | | Penn v Attock |
| 10 Jul 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Bedworth |
| 06 Aug 1995 | Berry and Co Sunday League Division One 1995 | | Penn v Old Edwardians |
| 09 Aug 1998 | Berry and Co Sunday League Premier Division 1998 | | Penn v Old Edwardians |
| 29 Apr 2007 | Cockspur Cup 2007 | Group 7 (North V)Â First Round | Penn v Knowle and Dorridge |
| 26 May 1958 | Other matches in England 1958 | | Penn v Midlands Club Cricket Conference |
| 24 Jun 1982 | Israel in England 1982 | | Penn v Israel |
| 26 Jun 1986 | Hong Kong in England 1986 | | Penn v Hong Kong |
| 08 May 2010 | Birmingham and District Premier League Division Three 2010 | | Penn v Olton and West Warwickshire |
| 15 May 2010 | Birmingham and District Premier League Division Three 2010 | | Penn v Sutton Coldfield |
| 29 May 2010 | Birmingham and District Premier League Division Three 2010 | | Penn v Bablake Old Boys |
| 05 Jun 2010 | Birmingham and District Premier League Division Three 2010 | | Penn v Coleshill |
| 26 Jun 2010 | Birmingham and District Premier League Division Three 2010 | | Penn v Brewood |
| 10 Jul 2010 | Birmingham and District Premier League Division Three 2010 | | Penn v Lichfield |
| 31 Jul 2010 | Birmingham and District Premier League Division Three 2010 | | Penn v Studley |
| 14 Aug 2010 | Birmingham and District Premier League Division Three 2010 | | Penn v Oswestry |
| 28 Aug 2010 | Birmingham and District Premier League Division Three 2010 | | Penn v Pershore |
| 30 Aug 2010 | Birmingham and District Premier League Division Three 2010 | | Penn v Fordhouses |
| 11 Sep 2010 | Birmingham and District Premier League Division Three 2010 | | Penn v Eastnor |
| 09 May 2009 | Birmingham and District Premier League Division Two 2009 | | Penn v Wombourne |
| 23 May 2009 | Birmingham and District Premier League Division Two 2009 | | Penn v Old Elizabethans |
| 25 May 2009 | Birmingham and District Premier League Division Two 2009 | | Penn v St George's |
| 06 Jun 2009 | Birmingham and District Premier League Division Two 2009 | | Penn v Brockhampton |
| 20 Jun 2009 | Birmingham and District Premier League Division Two 2009 | | Penn v Cannock |
| 04 Jul 2009 | Birmingham and District Premier League Division Two 2009 | | Penn v Tamworth |
| 11 Jul 2009 | Birmingham and District Premier League Division Two 2009 | | Penn v Water Orton |
| 25 Jul 2009 | Birmingham and District Premier League Division Two 2009 | | Penn v Ombersley |
| 15 Aug 2009 | Birmingham and District Premier League Division Two 2009 | | Penn v Sutton Coldfield |
| 29 Aug 2009 | Birmingham and District Premier League Division Two 2009 | | Penn v Evesham |
| 05 Sep 2009 | Birmingham and District Premier League Division Two 2009 | | Penn v Aston Manor |
| 22 May 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Kenilworth |
| 03 Sep 2005 | Birmingham and District Premier League Division Two 2005 | | Penn v Old Elizabethans |
| 22 Jul 2006 | Birmingham and District Premier League Division Two 2006 | | Penn v Old Elizabethans |
| 26 May 2007 | Birmingham and District Premier League Division Two 2007 | | Penn v Old Elizabethans |
| 28 Jun 2008 | Birmingham and District Premier League Division Two 2008 | | Penn v Old Elizabethans |
| 08 Jul 2000 | Birmingham and District Premier League Division One 2000 | | Penn v Kenilworth Wardens |
| 14 May 2011 | Birmingham and District Premier League Division Three 2011 | | Penn v Lichfield |
| 28 May 2011 | Birmingham and District Premier League Division Three 2011 | | Penn v Oswestry |
| 04 Jun 2011 | Birmingham and District Premier League Division Three 2011 | | Penn v Sutton Coldfield |
| 18 Jun 2011 | Birmingham and District Premier League Division Three 2011 | | Penn v Studley |
| 09 Jul 2011 | Birmingham and District Premier League Division Three 2011 | | Penn v Brewood |
| 16 Jul 2011 | Birmingham and District Premier League Division Three 2011 | | Penn v Coleshill |
| 30 Jul 2011 | Birmingham and District Premier League Division Three 2011 | | Penn v Wednesbury |
| 13 Aug 2011 | Birmingham and District Premier League Division Three 2011 | | Penn v Tamworth |
| 27 Aug 2011 | Birmingham and District Premier League Division Three 2011 | | Penn v Barnards Green |
| 03 Sep 2011 | Birmingham and District Premier League Division Three 2011 | | Penn v Handsworth |
| 10 Sep 2011 | Birmingham and District Premier League Division Three 2011 | | Penn v St George's |
| 15 Jun 2011 | redINSURE T20 Challenge Cup 2011 | Second Round | Penn v Fordhouses |
| 07 May 2011 | Birmingham and District Premier League Second XIs Division Two North 2011 | | Penn Second XI v Aston Manor Second XI |
| 21 May 2011 | Birmingham and District Premier League Second XIs Division Two North 2011 | | Penn Second XI v Wednesbury Second XI |
| 30 May 2011 | Birmingham and District Premier League Second XIs Division Two North 2011 | | Penn Second XI v Fordhouses Second XI |
| 11 Jun 2011 | Birmingham and District Premier League Second XIs Division Two North 2011 | | Penn Second XI v Smethwick Second XI |
| 25 Jun 2011 | Birmingham and District Premier League Second XIs Division Two North 2011 | | Penn Second XI v Cannock Second XI |
| 02 Jul 2011 | Birmingham and District Premier League Second XIs Division Two North 2011 | | Penn Second XI v St George's Second XI |
| 23 Jul 2011 | Birmingham and District Premier League Second XIs Division Two North 2011 | | Penn Second XI v Lichfield Second XI |
| 06 Aug 2011 | Birmingham and District Premier League Second XIs Division Two North 2011 | | Penn Second XI v Oswestry Second XI |
| 20 Aug 2011 | Birmingham and District Premier League Second XIs Division Two North 2011 | | Penn Second XI v Sutton Coldfield Second XI |
| 29 Aug 2011 | Birmingham and District Premier League Second XIs Division Two North 2011 | | Penn Second XI v Whitchurch Second XI |
| 17 Sep 2011 | Birmingham and District Premier League Second XIs Division Two North 2011 | | Penn Second XI v Brewood Second XI |
| 05 May 2012 | Birmingham and District Premier League Division Three 2012 | | Penn v Aston Manor |
| 12 May 2012 | Birmingham and District Premier League Division Three 2012 | | Penn v Oswestry |
| 26 May 2012 | Birmingham and District Premier League Division Three 2012 | | Penn v Lichfield |
| 09 Jun 2012 | Birmingham and District Premier League Division Three 2012 | | Penn v Stourbridge |
| 30 Jun 2012 | Birmingham and District Premier League Division Three 2012 | | Penn v Bridgnorth |
| 14 Jul 2012 | Birmingham and District Premier League Division Three 2012 | | Penn v Streetly |
| 04 Aug 2012 | Birmingham and District Premier League Division Three 2012 | | Penn v Coleshill |
| 18 Aug 2012 | Birmingham and District Premier League Division Three 2012 | | Penn v Tamworth |
| 27 Aug 2012 | Birmingham and District Premier League Division Three 2012 | | Penn v Studley |
| 01 Sep 2012 | Birmingham and District Premier League Division Three 2012 | | Penn v Penkridge |
| 15 Sep 2012 | Birmingham and District Premier League Division Three 2012 | | Penn v Wednesbury |
| 09 May 2012 | Birmingham and District Premier League ECB National Club Twenty20 Qualifying Competition 2012 | Preliminary Round | Penn v Halesowen |
| 13 Jun 2012 | redINSURE T20 Challenge Cup 2012 | Second Round | Penn v Smethwick |
| 27 Jun 2012 | redINSURE T20 Challenge Cup 2012 | Third Round | Penn v Old Hill |
| 04 Aug 1996 | Berry and Co Sunday League Premier Division 1996 | | Penn v Old Edwardians |
| 31 Jul 1994 | Berry and Co Sunday League Division One 1994 | | Penn Second XI v Old Edwardians Second XI |
| 12 Sep 1993 | Bridgestone Tyres Sunday League 1993 | | Penn v Old Edwardians |
| 04 May 2013 | Birmingham and District Premier League Division Three 2013 | | Penn v Evesham |
| 18 May 2013 | Birmingham and District Premier League Division Three 2013 | | Penn v Penkridge |
| 01 Jun 2013 | Birmingham and District Premier League Division Three 2013 | | Penn v Quatt |
| 15 Jun 2013 | Birmingham and District Premier League Division Three 2013 | | Penn v Aston Manor |
| 06 Jul 2013 | Birmingham and District Premier League Division Three 2013 | | Penn v Cannock |
| 13 Jul 2013 | Birmingham and District Premier League Division Three 2013 | | Penn v Bridgnorth |
| 27 Jul 2013 | Birmingham and District Premier League Division Three 2013 | | Penn v Worcester Nomads |
| 10 Aug 2013 | Birmingham and District Premier League Division Three 2013 | | Penn v Kings Heath |
| 24 Aug 2013 | Birmingham and District Premier League Division Three 2013 | | Penn v Tamworth |
| 31 Aug 2013 | Birmingham and District Premier League Division Three 2013 | | Penn v Milford Hall |
| 07 Sep 2013 | Birmingham and District Premier League Division Three 2013 | | Penn v Streetly |
| 21 Apr 2013 | Kingfisher Beer National Club Championship 2013 | Group 8 Preliminary Round | Penn v Stourbridge |
| 03 May 2014 | Birmingham and District Premier League Division Three 2014 | | Penn v Kings Heath |
| 24 May 2014 | Birmingham and District Premier League Division Three 2014 | | Penn v Astwood Bank |
| 31 May 2014 | Birmingham and District Premier League Division Three 2014 | | Penn v Streetly |
| 14 Jun 2014 | Birmingham and District Premier League Division Three 2014 | | Penn v Newport |
| 05 Jul 2014 | Birmingham and District Premier League Division Three 2014 | | Penn v Milford Hall |
| 12 Jul 2014 | Birmingham and District Premier League Division Three 2014 | | Penn v Sutton Coldfield |
| 26 Jul 2014 | Birmingham and District Premier League Division Three 2014 | | Penn v Stratford-upon-Avon |
| 02 Aug 2014 | Birmingham and District Premier League Division Three 2014 | | Penn v Hawkins |
| 23 Aug 2014 | Birmingham and District Premier League Division Three 2014 | | Penn v Bridgnorth |
| 30 Aug 2014 | Birmingham and District Premier League Division Three 2014 | | Penn v Fordhouses |
| 06 Sep 2014 | Birmingham and District Premier League Division Three 2014 | | Penn v Quatt |
| 27 Jul 1997 | Berry and Co Sunday League Premier Division 1997 | | Penn Second XI v Old Edwardians Second XI |
| 02 Sep 1997 | Other matches in England 1997 | | Staffordshire Club Cricket Championship v Midlands Club Cricket Conference |
| 14 Jun 1958 | Other matches in England 1958 | | Penn v Rugeley |
| 21 Jul 1956 | Other matches in England 1956 | | Penn v Rugeley |
| 23 Jul 1955 | Other matches in England 1955 | | Penn v Rugeley |
| 17 Apr 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Pelsall |
| 01 May 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Worcester Norton Taverners |
| 03 May 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Lichfield |
| 08 May 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Studley |
| 31 May 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Redditch |
| 05 Jun 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Evesham |
| 26 Apr 1986 | Staffordshire Club Championship 1986 | | Penn v Himley |
| 26 Jun 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Walmley |
| 17 May 1986 | Staffordshire Club Championship 1986 | | Penn v Wightwick |
| 19 Apr 1986 | Staffordshire Club Championship 1986 | | Penn v Cannock and Rugeley |
| 24 May 1986 | Staffordshire Club Championship 1986 | | Penn v Brewood |
| 07 Aug 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Aldridge |
| 31 May 1986 | Staffordshire Club Championship 1986 | | Penn v Fordhouses |
| 21 Aug 1999 | Birmingham and District Premier League Division Two 1999 | | Penn v Water Orton |
| 21 Jun 1986 | Staffordshire Club Championship 1986 | | Penn v Wombourne |
| 28 Jun 1986 | Staffordshire Club Championship 1986 | | Penn v Rugeley |
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