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
December 6 • 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
December 20 • 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
Sunday January 3, 2027 • 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 Saturday January 9, 2027 • 7:30 pm - 11:00 pm The Backsliders Milton Theatre 69 Princes Highway, Milton, NSW, Australia Multi award-winning Australian blues act, Backsliders, led by founding member Dom Turner, celebrate 40 years of touring the Australian music festival circuit, in a re-invented format following the death of long-time drummer Rob Hirst. Joining Dom is long-time Backslider harmonica player Joe Glover, along with the twin-drummer combination of Rosscoe Clark (Foreday Riders, Cyril B Bunter) and Hamish Stuart (Don Walker, Jackie Orszaczky, Ian Moss, Hirst, Moginie
Sunday January 17, 2027 • 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