Woodrow, aged 31, broke into Fulham's first team and made his Premier League debut in 2014 before returning to the top flight a decade later with the Hatters.
The Englishman initially signed for the Cottagers from Luton in 2011 at just 16 years old and, after plenty of success in the youth teams, was loaned to Southend at the start of 2013/14 - only to be recalled midway through the season.
He made his Premier League debut just months later and would go on to score his first goal in a 2-2 draw against Crystal Palace on the final day of the campaign.
"Growing up, all you aspired to do was play at the top level," Woodrow reflected.
"And for me to manage to do that for Fulham - at that time when I'd been out on loan in League 2 that season and then got called back and not really expected to play at all - and then to get thrown into the Premier League, the best league in the world, it was a dream come true.
"To score against Palace, last game of the season, it was a really special moment for me and will stay in my memory forever."
Premier League return
Fulham were relegated that season, and a long spell in the Championship followed for Woodrow, featuring for the Cottagers while also having loan spells at Burton Albion and Bristol City.
The striker's best form came after departing for Barnsley on a permanent transfer; he netted 53 goals across 157 appearances, first in League One and then back in the second tier.
That level of form brought on a move back to Luton, who had risen from non-league when Woodrow left the club as a youngster, into the Championship upon his return.
He was part of the squad that secured promotion via the playoffs and then battled bravely against relegation in their sole season in the Premier League.
"You want to spend your whole career in the Premier League, and that season I was at Fulham, we got relegated, and I've spent most of my career in the Championship, and you're thinking 'oh but will you ever get back an opportunity to play in the Premier League again?'
"Thankfully, I got to do that at Luton. We got promoted, and I was part of that squad. 10 years later, to play in the Premier League again, it was something I didn't really expect to happen unless I got promoted."
A lot can change in 10 years, and Woodrow admitted that everything had gone up another gear since his last spell in the top flight.
"In terms of football, it changed quite a bit, to be honest. It was really good in 2014 when I played, but the pace of everything, the speed, and the players definitely changed in that 10-year period.
"The league had gotten better, faster, quicker. As you can see now, the level is so high.
"At the same time, I just really enjoyed it and relished every moment. It was an amazing experience to have another year at that level. I managed to get another goal, which was funnily enough against Palace!"
Working under Edwards
Woodrow worked under Rob Edwards during his second spell at Luton, who masterminded an unlikely promotion to the top division but also oversaw the club dropping back down to the second tier.
The Welshman eventually departed midway through the following campaign - with Woodrow leaving on loan shortly after - and the Hatters would go on to be relegated again down to League One.
Edwards is now back in the Premier League at the helm of Wolves following a short but successful stint with Middlesbrough. His current job is a difficult one, but Woodrow backed his former manager to succeed.
"I can't say a bad word about (Edwards), I worked with him for two years, and I've only got good things to say about him, an amazing manager and amazing man.
"He's got a relationship with Wolves; he was there as a player and as a coach. It's going to be tough for them, but I really hope he can do it, and he's definitely the right man for the job.
"I hope that they can turn things around, however tough it'll be. I know how passionate he would be about doing that, and I wish him all the best."
Another coach who had a big impact on Woodrow's career is former England manager Gareth Southgate.
The pair worked together in the Three Lions' youth set-up, winning the Toulon Tournament in 2016 - an under-21 competition that the nation hadn't lifted since 1994.
Woodrow was a consistent feature in a squad that featured the likes of Jordan Pickford, Ruben Loftus-Cheek and Jack Grealish.
"I had some good memories over the years. The England set-up in the under-21s, I worked with Gareth before he took the senior role, another great man, great manager. I worked with Steve Holland, who was beside him; he was another good coach.
"I think (Southgate's) exactly as you'd expect him to be, a really well-respected, nice man, very passionate about England. I had great times working under him."
Chasing promotion with Wycombe
Woodrow now finds himself on loan at Wycombe, who are in the same league as his parent club, Luton, with both teams chasing a spot in the playoffs.
The table packs tightly together at this time of the season, and the third tier currently sees just seven points between the sixth and final playoff place and 16th spot in the league.
Wycombe are just three points outside of the top six with 20 fixtures remaining, and Woodrow acknowledged that while it won't be easy, his time at the club so far has been very promising.
"I'm absolutely loving my time here, it's a great football club, great people around, and really enjoying my time here at the minute," he said.
"We're only a few points off the playoffs, and a couple of wins can take you there, and that's obviously where we're aspiring to be without a doubt.
"The quality in the squad, the manager and the staff, they're really good, and Michael Duff has got experience of promotion before, and that's what we're trying to do."
Manager Duff has experience in the playoffs, guiding Barnsley to Wembley in 2023, while also achieving automatic promotion with Cheltenham in League Two earlier in his career.
Likewise, Woodrow has won the Championship playoffs with Luton and was a key component for Barnsley in their second-tier playoff run back in 2021.
Those past experiences could prove vital over what is expected to be a high-pressure few months in the current campaign.
"We've become hard to beat and are picking up points, and we're in the part of the table that we want to be, at the top end.
"The manager is big on taking one half at a time, so we tend to do that as a squad. We literally take it 45 minutes at a time.
"We don't look at the whole game; we try to win each half, which is quite interesting. I've not really done that before, but I quite like it.
"We take it 45 minutes at a time, we don't look too far ahead, we just try and win each half. So far, overall, it's managed to put us in good stead. We've just got to continue to do that as a squad."
Looking ahead to the future, Woodrow revealed his desire to hit the 100 career goals milestone and possibly use his footballing knowledge to branch out into coaching.
"I want to get to 100 goals. I think I'm on 87 now, so I definitely want to get to 100 goals, which hopefully is doable by the time I hang my boots up.
"I've had a relatively good career, and a lot of my knowledge is in football. Maybe I can take that into the coaching side. I'm not 100% yet, I've got to do my A licence first, but I do like the thought of becoming a coach and helping players.
"I did my B licence a couple of years ago, and it made me think about the game a lot differently and think about what goes into training and stuff like that. That part of the game definitely interests me, so maybe you'll see me as a coach one day!"