July 5 • 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 July 18 • 7:30 pm - 11:00 pm Tall Shaun & The Resolution, with DONK Milton Theatre 69 Princes Highway, Milton, NSW, Australia Get ready for a massive night of homegrown live music as South Coast heavyweights Tall Shaun & The Resolution take over the historic Milton Theatre on Saturday, 18 July! Armed with raw grit, infectious good vibes, and a powerhouse roots and alt-country sound, The Voice standout Shaun Wessel and his band are set to deliver
July 19 • 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
July 24 • 7:30 pm - 10:30 pm Phil Jamieson Milton Theatre 69 Princes Highway, Milton, NSW, Australia Wonderlick & Select Music presents… Phil Jamieson - PJ AIR Tour Ahead of the release of his sophomore album '10Charlie', Phil Jamieson is taking flight with his PJ Air tour - bringing songs of triumph, joy, heartache and bluster to the edges of Australia. Experience one of Australia's most revered frontmen in an intimate setting as he
July 25 • 8:00 pm - 10:00 pm Earl Gray w. Circadia // Quite Like Pete // Sundarks [IN THE BLACK ROOM] Marlin Hotel Princes Highway, Ulladulla, NSW, Australia You need to be 18+ to attend this event * Total price is in AUD and includes GST and service fees.
August 2 • 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 August 7 • 7:30 pm EMMA PASK @ MILTON THEATRE Milton Theatre 69 Princes Highway, Milton, NSW, Australia EMMA PASK with Kevin Hunt “Two Out” - a chance to catch one Australia’s finest voices up close and personal, in this beautifully intimate duo setting, of voice and piano. Award winning vocalist Emma Pask is sure to delight as she interweaves storytelling through timeless swinging jazz standards, upbeat latin rhythms, tender ballads and of course some
August 14 • 7:30 pm - 10:30 pm Dan Sultan Milton Theatre 69 Princes Highway, Milton, NSW, Australia Please Note! Dan Sultan's show at Milton Theatre has been rescheduled from Saturday 27th June to Friday 14th August. Existing ticketholders will be automatically issued updated tickets via email for the new date of Fri 14th August. Please request a refund if you are unable to attend new show date. Lonely Lands Agency presents Spend a
August 16 • 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
August 30 • 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 September 4 • 6:30 pm - 10:30 pm MusicNSW Showcase feat. Blue Mallee, Val Moogz and Benji Fowler Milton Theatre 69 Princes Highway, Milton, NSW, Australia Headlined by BLUE MALLEE Supporting performances by VAL MOOGZ & BENJI FOWLER Three remarkable theatres. Three unforgettable nights. One shared story. Long before streaming services, stadiums and social media, people gathered around campfires, in village halls and eventually beneath the lights of local theatres. Different places. Different generations. The same instinct to connect through creativity,
Featured September 11 • 7:30 pm - 10:30 pm C.W. Stoneking Milton Theatre 69 Princes Highway, Milton, NSW, Australia ON SALE THURSDAY 25TH JUNE @ 10AM Lonely Lands Agency presents C.W. Stoneking returns to Australian stages this August and September, bringing his one-of-a-kind brand of hokum blues, jungle exotica, and old-time gospel to rooms and halls across the country. With a voice that sounds like it was conjured from a different era entirely, Stoneking
September 13 • 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 September 26 • 7:30 pm - 10:30 pm Ben Lee & Georgia Maq Milton Theatre 69 Princes Highway, Milton, NSW, Australia Craft Music & Select Music Presents BEN LEE & GEORGIA MAQ The “Two Most Annoying People You Love” Tour Ben Lee and Georgia Maq team up for The “Two Most Annoying People You Love” Tour of Australia, September/October 2026 You would be hard-pressed to find two more inspiring, outspoken and provocative figures in Australian music
Featured September 26 • 8:00 pm - 10:00 pm Zach Bryan Tribute Show – Zak Plays Zach Marlin Hotel Princes Highway, Ulladulla, NSW, Australia Zak Plays Zach is the World's #1 Zach Bryan Tribute Show. Capturing the raw emotion, poetic grit, and anthemic energy that has made Zach Bryan one of the most defining artists of the modern Country Music era. Led by Zak Shepherd, ZPZ (as it is now known as) has rapidly become a fan favourite for
September 27 • 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