• Acoustic Musician in Sydney, NSW

  • Travels Nationwide
  • From $250 to $600
  • Available on Mon Tue Wed Thu Fri Sat Sun

  • 17 people have checked out this act in the last fortnight. Calendars book up fast!

Andy Penkow is an Alt-Country, Rock and Blues Singer-Songwriter Based in Sydney.
His shows are acoustic with a chilled vibe, Include songs from Andy's debut album and EP and some great covers that people will know and can enjoy.
Andy can perform for up to 4 hours. Has a diverse sound and can perform many different genres.
Please see Andy's bands in town for past and up and coming gigs. His EP "Chasing the Sun" was produced by ARIA and Golden Guitar winning producer Shane Nicholson, “Chasing the Sun” peaked at #12 on the Australian country radio airplay charts, #15 on the official Tasmanian top 40 charts.

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The name Andy Penkow is a relative new one on the Australian country music scene – but the artist has been consistently kicking major goals for the past couple of years.

Hailing from the NSW South Coast, Andy ended 2020 on a high with 10 weeks of charting in the Country Songs Top 40 and national airplay off the back of his Top 20 hit, “The Biggest Hearts Can Break”. The song continued to chart into 2021 and became Andy’s 6th Top 40 hit on the charts.

His chart action doesn’t stop there either! His Shane Nicholson produced EP, “Chasing The Sun”, peaked at #5 on the iTunes Country Albums Chart and #50 iTunes All Genres Top 200.

Award nominations have been coming in thick and fast too. In 2021 Andy is up for a People’s Choice Award for Most Promising Future Star as well as Male Artist and Video of The Year at the 2021 Independent Country Music Awards. He’s also been named a Top 30 finalist for the Australian Songwriter Association Awards. Last year Andy was a finalist for the prestigious TSA New Songwriter of The Year Award.

Besides touring the length and breadth of Australia, taking his music to the people, some personal highlights have included performances at the Tamworth Country Music Festival, Sydney City Council’s Christmas Show and as headline act for the sold-out ARIA Southern Stars Land of A 1000 Gigs at Orange Bowling Club.

Andy has appeared and had his music heard on Ian McNamara’s iconic Australia All Over national program on ABC Radio, KIX Country Network, CMT, and hundreds of incredible radio stations around Australia.

Andy came from varied beginnings. He was a member of the SBS Choir and was a regular member of the Southern School’s regional performing ensemble. In 2001 he made a splash on the wildly popular television program, Pop Stars, making it to the Top 20. He then went on to study music at the renowned JMC Academy.

About Booking

We strongly recommend that all communication with Andy Penkow be kept within CrowdPleaser's secure quoting and booking platform. We can only guarantee deposits paid through the CrowdPleaser website. You should also make sure their quote includes their cancellation and payment terms.


Half hour before


Set List
1. Adore you. Amy Shark
2. Drift away. uncle Kracker
3. Think a little less. Micheal Ray
4. Drowning in the whiskey Andy Penkow
5. Keep us apart Andy Penkow
6. Knocking on heaves door Bob Dylan
7. Helpless Neil Young
8. Sweet home Alabama, Lynyrd Skynyrd
9. One headlight on. Andy Penkow
10. A House we use to call a home. Andy Penkow
11. Blue ain't you color. Keith Urban
12. Country Roads John Denver
13. House of the rising sun. The Animals
14. Shallow Lady Gaga Bradly Cooper
15. Stand by me Ben E King
16. California Andy Penkow
17. Sad love songs Andy Penkow
18. I still cry Kasey Chambers
19. When the starts go blue Ryan Adams
20. True blue John Williamson
21. King of the road Roger Miller
22. Sunlight Andy Penkow
23. Songbird Andy Penkow
24. Buy me a boat Chris Janson
25. Lord buy me a Mercedes Benz Janis Joplin
26. In color Jamey Johnson
27. Stay with Me Sam Smith
28. This old house Andy Penkow
29. Good bye Andy Penkow
30. Falling slowly Marketa Iglova glen Hansard
31. Wagon Wheel old crow Medicine show
32. Tonight I calm the walls Alan Jackson
33. Captain Kasey Chambers
34. Chasing cars Snow patrol
35. Jolene dolly parton
36. Somewhere over the rainbow
37. Old Town Road Lil Was X
38. Hallelujah
39. When the party’s over billie Eilish
40. Better be home soon Crowded House
41. Let it be John Lennon
43. Parallel line Keith urban
44. Say something A great big world
45. Wild flowers Andy Penkow new Ep
46. Chasing the sun Andy Penkow new EP
47. Vicious fights, Sleepless night Andy Penkow new Ep
48. Falling through the cracks Andy Penkow new Ep
49. Biggest hearts can break Andy Penkow new EP
50. I’m your Jason Mraz
51. Dance Monkey Tones and I
52. If it makes you happy Sheryl crow
53. Let her go Passenger
54. Perfect Ed Sheeran
55. Ring of fire Johnny Cash
56. Tennessee Whiskey Chris Stapleton
57. Whats up 4 Non Blonds
58. Working Class man Jimmy Barnes
59. Heart of Gold Neil Young
60. Let her go Passenger
61. Theses days powerfinger
62. Tennessee whiskey Chris Stapleton
63. Amazing Grace
64. Chasing cars Snow Patrol
65. A Sky full of stars Coldplay
66. lover Taylor Swift
67. Out fo the woods Taylor Swift
68. The Best Tina Turner
69. Happy Little Pill Troye Sivan
70. Can’t Help Falling In Love With You Elvis
71. Falling Harry styles
72. Breath Me Sia
73. Hurts so Good John Mellencamp
74. Rockstar Nickellback
75. In the Air Tonight Phil Collins
76. Another Way in Paradise Phill Collins
78. When You Say Nothing At All Ronan Keating
79. If It Makes You Happy Sheryl Crow


1-2-hours=$250
3-hours=$350
4-hours=$450


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