January 4 • 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
January 9 • 5:30 pm - 9:00 pm Jack Biilmann @ The Barn On The Ridge Barn on the Ridge Clyde Ridge Road, Morton, NSW, Australia After a transformative year of new music, fatherhood, and festival appearances, Jack Biilmann returns to the summer touring circuit ahead of his sixth album release in 2026. With millions of streams, a Fender endorsement, and a National Live Music Award nomination, Biilmann is celebrated as one of Australia’s leading blues/rock/country artists. Expect a powerful live
Featured January 16 • 8:00 pm - 11:30 pm Tumbleweed + the New Christs at the Marlin Hotel Ulladulla Marlin Hotel Princes Highway, Ulladulla, NSW, Australia AUSTRALIAN ROCK LEGENDS TUMBLEWEED & THE NEW CHRISTS KICK OFF 2026 WITH EXPLOSIVE DOUBLE HEADER SHOWS Australian rock ’n’ roll icons Tumbleweed and The New Christs are joining forces once again to ignite the new year with two unmissable live shows on the NSW coast. After storming through a run of sold-out double-header gigs in
January 18 • 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 January 25 • 2:00 pm - 10:30 pm YUKIFEST Bar Yuki Wason Street 23, Milton, NSW, Australia After a sold-out debut, Yuki Fest returns to Milton for its second instalment — a full day and night celebration of live music, community, and culture hosted by Bar Yuki and the Milton Hotel. 🎤 2026 Lineup Includes: The Slingers Radium Dolls Girl and Girl Annie Hamilton Rageflower Private Wives Tombeauu + The Idiots DJs
Featured January 26 • 10:00 am Lions Youth Music Awards Mollymook Beach Mollymook, NSW, Australia Youth Music Awards at the Lions Aus Day Markets Spectacular 2026 The Lions Club of Ulladulla Milton and Bella Coastal Property invites performers aged 18 and under who live or study in the Shoalhaven region to enter this exciting and rewarding competition. Finalists will perform live on stage during Australia Day celebrations at Mollymook Beach
January 30 • 8:00 pm Eddy Rays at the Marlin Hotel Marlin Hotel Princes Highway, Ulladulla, NSW, Australia Artists Only & Select Music presents… Beddy Rays – Do What Ya Wanna Region Run with special guests Lemonise and Vlads. Don't miss this, happening Fri Jan 30. There are still tickets left! Grab yours now.
February 1 • 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 February 6 • 7:30 pm - 10:30 pm Val Moogz @ Ulladulla Ex Servos Milton Ulladulla Ex Servos Club Princes Highway, Ulladulla, NSW, Australia Val Moogz is a prolific and passionate songwriter, drawing upon diverse musical influences ranging from Patti Smith’s powerful rock poetry, to Bill Withers’ great songs of soul, to the acoustic surf pop lullabies of Jack Johnson. A self-proclaimed lover of life, nature and people, Val Moogz draws inspiration from their daily encounters and the beautiful
Featured February 7 • 7:30 pm Harry Manx @ Milton Theatre Milton Theatre 69 Princes Highway, Milton, NSW, Australia Harry Manx is returning to Australia with a brand new album to share! The New York Times called him ‘deliciously addictive’ and said when you listen to Harry Manx ‘you are listening to an original.’ Seven time Maple Blues award winner, Folk Artist of the Year, Songwriter of the Year, six Juno nominations.....welcome to the
Featured February 13 • 5:00 pm - 6:00 pm Friday Spritz and Bellini Hour Cupitt's Estate 58 Washburton Road, Ulladulla, NSW, Australia Round up the girls – it’s Galentine’s time. Whether it’s a long-overdue catch-up, your Feb book club meet-up, or a “survived back to school” drink, this one’s for celebrating female friendship. Live music kicks off from 5pm, so you can settle in and make a night of it. Wine Garden Dining Menu available.
Featured February 13 • 7:30 pm CLEWS @ Milton Theatre Milton Theatre 69 Princes Highway, Milton, NSW, Australia CLEWS presents What’s Not to Love? On Friday the 13th of February, CLEWS are playing one special hometown show to celebrate the release of their debut album ‘What’s Not To Love?’. Like Juliette in her Venetian tomb, we will sing songs from the album surrounded by the red velvet interiors of Milton Theatre. Special guests,