Derby County missed out on the play-off places last season, after a disastrous run of form towards the back end of the campaign.
The Rams appeared to be title contenders for much of the 2014/15 campaign, but a disastrous run of form in the closing stages of the season ended their promotion chances in heartbreaking fashion.
Derby fell from the very top of the Championship table down to eighth place, and Huddlestone still finds it hard to believe their collapse.
"Last year, it is still hard to believe Derby didn't finish in the top six," he said. "That shows how difficult the Championship can be."
Huddlestone is preparing to face Derby on Friday evening, with his Hull City side set to host Paul Clement’s men.
The match could have a big impact on the Championship promotion race, with both sides among the title-chasing pack in England’s second tier.
Hull have put together an impressive unbeaten run over recent weeks, while Derby have also been in excellent form.
Huddlestone will obviously be hoping to be on the winning side in this evening’s contest, but he still has fond memories of Derby, having spent six years there earlier in his career.
"Derby is a very special club,” he added.
"I owe them a lot. I had six good years there, two of which were in the first team before I moved to Tottenham.”