The first Let's Rock The Moor! festival was held on 4 May 2009 and featured Nick Heyward. It closed the Cookham Festival and was attended by 1,200 mostly local residents. Other acts on the bill were Soul’d Out, Temposhark, and The Plants and Burdock. Nick Beggs from Kajagoogoo played bass guitar.

The second Let's Rock The Moor! festival was held on 22 May 2010 and was attended by about 2,000 festival goers. The headlined acts were Howard Jones and Haircut 100. Haircut 100 reunited for this performance. Other bands on the bill were High School Musical, Girls Alouder, Soul'd Out, The Quotes, The Mean Red Spiders, Burdock, RedRoots and Distant Origins. £7,600 was raised for local charities along with £6,000 for the Wooden Spoon charity.

The third Let's Rock The Moor! festival was held on 21 May 2011. The capacity of the event increased to 4,500 and was a sell-out. Headlined acts for the festival were Rick Astley, T'Pau, The Real Thing and Curiosity Killed The Cat. Other bands on the bill were The Mean Red Spiders, The Quotes, Who Are You?, The Stereosonics, Sintax, Izzi Stone and Hustle & Cuss.

The fourth Let's Rock The Moor! festival moved to a new larger site on Marsh Meadow to accommodate an increased capacity of 6,500 and was also a sell-out. The festival was held on 13 May 2012. The headlined acts were Billy Ocean, Go West, Heaven 17, Boney M, Toyah, China Crisis, Nick Heyward and Modern Romance. Other bands on the bill were The Fortunate, Paul Child Band and The Mean Red Spiders. The new larger site saw an increase in the amount of entertainment on offer for children which included a circus and indoor cinema, as well as rides such as bumper boats, bubbles of fun, chair-o-planes, banana boat, the big slide and dodgems. Dave Benson Phillips (CBBC/CITV/Disney Channel) performed his Guitar Music Set on the main stage. Pat Sharp introduced the evening headline acts. Up to £20,000 was expected to be raised for the festival's nominated charities, Wooden Spoon and The Link Foundation. The festival was listed at number 3 in The Telegraph's guide to The Top 100 music festivals of April–September 2012.

The fifth Let's Rock The Moor! festival took place on 18 May 2013. The line-up included Tony Hadley, Bananarama, Howard Jones, Midge Ure, Five Star, Rozalla, Imagination, Altered Images and Brother Beyond. An additional second stage called The Paddock Stage featured local bands.

The sixth Let's Rock The Moor! festival took place on 17 May 2014. The line-up included Big Country, Alexander O'Neal, Then Jerico, Dr & The Medics, T'Pau, Sonia, Nik Kershaw and ABC before Kim Wilde performed as the headline act.

The seventh Let's Rock The Moor! festival took place on 16 May 2015. The line-up included Samantha Fox, Bucks Fizz, The Christians, The Blow Monkeys, The Selecter, Odyssey, Betty Boo, Hot Chocolate, Roland Gift and Rick Astley before Level 42 performed as the headline act. Capacity for 2015 increased from 6,500 to 9,999 but the organisers withdrew an application to make it a two-day event

The eighth Let's Rock The Moor! festival took place on 21 May 2016. The line-up included Johnny Hates Jazz, Cutting Crew, Katrina, Chesney Hawkes, Black Box, Aswad, Hue and Cry, Sinitta, Jimmy Somerville, Jason Donovan and Belinda Carlisle before The Human League performed as the headline act.