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On 19 November 2019, Bowditch signed for Eastern Counties League Premier Division club Stowmarket Town until the end of the season. Bowditch scored his first goal for Stowmarket in a 4–0 win against Stansted in the FA Vase.

Bowditch joined League Two club Stevenage on loan on 31 January 2018, with the deal running for the remainder of the 2017–18 season.

He was one of 8 players released by Northampton at the end of the 2018–19 season; a further 3 were placed for sale.

On 25 April 2017, after 6 seasons, 227 appearances and 48 goals, Milton Keynes Dons announced that Bowditch would leave the club at the end of the 2016–17 season.

On 23 June 2017, Northampton Town announced the signing of Bowditch on a two-year deal effective from 1 July 2017.

On 20 June 2011, Dean Bowditch signed a two-year deal with Milton Keynes Dons, becoming manager Karl Robinson's first signing of the 2011–12 season. Despite playing as a striker for most of his career he has spent the majority of his spell at the Dons playing wide left, providing 13 assists and scoring 15. He has become a fan favourite for the Dons and was their top scorer and topped the assist table for the 2012–13 season, despite being primarily deployed as a winger or a wide midfielder. On 10 March 2014, Bowditch signed a new one-year deal with the club.

Bowditch signed a one-year contract with League One club Yeovil on 30 July 2009. He scored on his debut against Tranmere but was later injured. On 14 November, he returned from injury and scored as a second-half substitute in Yeovil's 1–0 win over Southend. He scored his 9th goal of the season against Leeds United on 5 April 2010 in a 2–1 defeat. He reached double figures for the season with the opener against Millwall on Tuesday 13 April 2010. Having finished the 2009–10 season as Yeovil's top scorer, he signed a new contract with the club on 16 June 2010. At the end of the 2010–11 season, he was informed by the club that he was one of seven Yeovil players who would be awarded new contracts. However, rejected this contract offer and left Yeovil.

On 11 February 2008, Bowditch agreed to re-join Brighton & Hove Albion on loan, initially for one-month. On 31 October 2008, he joined Brentford on loan until January 2009, with an option to be recalled after one month.

Ipswich released Bowditch at the end of the 2008–09 season.

Bowditch made his Ipswich Town first team debut in March 2003, aged 16, when he came off the bench against local rivals Norwich City, a match in which Ipswich won 2–0. The following season, he became the club's youngest player to score a hat-trick, against Watford. He was named the club's 2003–04 Academy Player of the Year. A series of injuries saw him feature less for the Ipswich first team and he was loaned to Burnley, Wycombe Wanderers and Brighton & Hove Albion. On 22 November 2007 he signed a one-month loan deal at Northampton Town.

Dean Peter Bowditch (born 15 June 1986) is an English former professional footballer who plays as a midfielder or forward. He currently plays for Stowmarket Town in the Eastern Counties League Premier Division.