Dale, an All-Australian defender, has opted to turn his back on the open market in favour of remaining in the blue, white and red, looking to extend his 97-game stint with the Dogs.
Dale expressed his delight in recommitting to the Kennel until the end of the 2027 season.
“I am really excited to keep playing for this amazing club for the next five seasons,” Dale said.
“I am grateful for the opportunity the Club has given me and was always keen to commit long-term at Whitten Oval.
“The direction the Club is heading is exciting and I’m keen to be a part of that, particularly playing and working alongside a great group of players and staff.”
“I’m pleased that the contract is finalised and can now turn my focus to continuing to help us build on-field for the remainder of the season.”
Dale made his debut for the Dogs in 2015, initially starting out as a forward target before eventually moving into the back third of Luke Beveridge's side.
The Edithvale-Aspendale product has flourished in his role at half-back, offering elite disposal usage out of defence.
Dale enjoyed a career-best campaign last year, where he won his maiden All-Australian blazer and finished fourth in his side's best and fairest count.
“We are thrilled to keep Bailey for the next five years,” Dogs list manager Sam Power said.
“After starting his career forward, Bailey has transformed into a reliable rebounding defender that provides plenty of dash and excitement in our back half.”
“It was pleasing to see Bailey’s hard work rewarded at the end of last season, receiving his first All Australian jacket in his first season as a defender.”
“Bailey is a popular teammate and talented individual that continues to have a profound impact on our playing group.”