Featured October 2 • 7:00 pm - 10:30 pm Diesel Milton Theatre 69 Princes Highway, Milton, NSW, Australia DIESEL’s ‘BY REQUEST’ tour returns to regional NSW & VIC, offering a one-of-a-kind conversation between artist and audience. Opening the door for fans to shape the night, the show delivers career-spanning, hit-filled evenings powered entirely by audience requests. With song choices on offer ranging from the debut album - 1989’s Johnny Diesel & The Injectors,
Featured October 4 • 11:00 am - 10:00 pm The Brill Gathering Lions Park Burrill Lake, Dolphin Point Road, Burrill Lake, NSW, 2539, Australia Dolphin Point Road, Burrill Lake, New South Wales, Australia Join the Ulladulla Milton Lions Club for a relaxed community gathering by the water as we bring the Lions Park Burrill Lake to life and share a glimpse of what its future could look like. Drop in throughout the day, with different activities, entertainment and things to discover happening at different times. There’ll be plenty
Featured October 10 • 7:30 pm - 11:00 pm Tex Perkins & Matt Walker Milton Theatre 69 Princes Highway, Milton, NSW, Australia Tex Perkins & Matt Walker – Before The Show Tour To celebrate the release of their new album Before The Show, Tex Perkins and Matt Walker return to the stage for a series of special performances throughout September to November 2026. Built on decades of friendship and musical collaboration, these shows showcase two of Australia's most respected artists
October 11 • 12:30 pm - 3:30 pm Cupitt’s Estate Sunday Sessions Cupitt’s Estate Sunday Sessions Cupitt's Estate 58 Washburton Road, Ulladulla, NSW, Australia Come along every second Sunday for some free live music at Cupitt's Estate. Enjoy the Estate made wine, craft beer, and delicious food while singing along to their fabulous local talent who play with a backdrop of the green rolling hills of Milton, the Budawang ranges and Burrill Lake. Bookings for the Terrace tables are
Featured October 17 • 7:30 pm - 10:30 pm Sydney Comedy Festival Showcase Milton Theatre 69 Princes Highway, Milton, NSW, Australia Sydney Comedy Festival presents Sydney Comedy Festival Showcase Tour: THE FESTIVAL'S FUNNIEST IN ONE HILARIOUS NIGHT! The Sydney Comedy Festival Showcase tour will be tearing up the freeways of Australia to bring the best of the 2026 Festival! Expertly curated and lovingly presented, the Showcase will feature some of the Festival’s hottest acts live on stage
October 25 • 12:30 pm - 3:30 pm Cupitt’s Estate Sunday Sessions Cupitt’s Estate Sunday Sessions Cupitt's Estate 58 Washburton Road, Ulladulla, NSW, Australia Come along every second Sunday for some free live music at Cupitt's Estate. Enjoy the Estate made wine, craft beer, and delicious food while singing along to their fabulous local talent who play with a backdrop of the green rolling hills of Milton, the Budawang ranges and Burrill Lake. Bookings for the Terrace tables are
November 8 • 12:30 pm - 3:30 pm Cupitt’s Estate Sunday Sessions Cupitt’s Estate Sunday Sessions Cupitt's Estate 58 Washburton Road, Ulladulla, NSW, Australia Come along every second Sunday for some free live music at Cupitt's Estate. Enjoy the Estate made wine, craft beer, and delicious food while singing along to their fabulous local talent who play with a backdrop of the green rolling hills of Milton, the Budawang ranges and Burrill Lake. Bookings for the Terrace tables are
Featured November 21 • 7:30 pm - 11:00 pm Leon Milton Theatre 69 Princes Highway, Milton, NSW, Australia Blending southern soul, blues, country and roots rock, LEON is the project of Milton local singer-songwriter and multi-instrumentalist Leon Holstegge. Drawing from years of experience as a touring and session musician, Leon brings a unique blend of raw emotion, musicianship and storytelling to his original music. Joined by his full band, LEON delivers a powerful live experience
November 22 • 12:30 pm - 3:30 pm Cupitt’s Estate Sunday Sessions Cupitt’s Estate Sunday Sessions Cupitt's Estate 58 Washburton Road, Ulladulla, NSW, Australia Come along every second Sunday for some free live music at Cupitt's Estate. Enjoy the Estate made wine, craft beer, and delicious food while singing along to their fabulous local talent who play with a backdrop of the green rolling hills of Milton, the Budawang ranges and Burrill Lake. Bookings for the Terrace tables are
Featured November 27 • 7:30 pm - 10:30 pm Katie Noonan Milton Theatre 69 Princes Highway, Milton, NSW, Australia Craft Music Presents Katie Noonan 5 x ARIA Award winning artist Katie Noonan will release her 30th studio album in 2026: Alone but All One. The album is an intimate and poignant exploration of love in all its stages and features Katie’s first songwriting collaboration with acclaimed writer Trent Dalton. The album is a powerful and delicate offering with Katie’s piano and
Featured November 28 • 7:30 pm - 11:00 pm Fanny Lumsden Milton Theatre 69 Princes Highway, Milton, NSW, Australia Sure Thing Agency presents Fanny Lumsden has a new album(!) and now she and her band the Daddies are doing a new tour(!) to celebrate and play the songs exactly how they were recorded - LIVE! 2 x ARIA, 10 Golden Guitar, 3x AIR winning artist Fanny Lumsden's fifth studio album out October 30, Traditions
Featured December 5 • 7:30 pm - 10:30 pm Brooke McClymont & Adam Eckersley Milton Theatre 69 Princes Highway, Milton, NSW, Australia Award-winning country duo, Brooke McClymont & Adam Eckersley, have released two singles from their highly anticipated forthcoming album. From rousing and defiant lead single Now I’ve Said It, born from a jam during a community festival soundcheck, to their most recent Someone Else’s Dream, a track that takes the infectious cadence. The duo are regulars