Sunday June 22, 2025 • 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 July 6, 2025 • 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
Thursday July 17, 2025 • 8:00 am - 5:00 pm Meg Washington live at Milton Theatre Milton Theatre 69 Princes Highway, Milton, NSW, Australia Craft Music presents: Meg Washington With special guest Jack R. Reilly Doors open 7:30pm Experience an unforgettable evening with platinum-selling, award-winning artist Meg Washington, live and up close. Known for her genre-defying style that blends jazz, pop, folk, and musical theatre, Meg’s solo performances are intimate and spellbinding. Seated at the piano, she delivers soaring melodies
Sunday July 20, 2025 • 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 August 3, 2025 • 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 August 16, 2025 • 7:30 pm AMBER LAWRENCE at Milton Theatre Milton Theatre 69 Princes Highway, Milton, NSW, Australia Join Amber Lawrence, 6-time Golden Guitar winner and 2023 Female Artist of the Year, for an unforgettable night of country music. Known for her heartfelt ballads and energetic contemporary tunes, Amber is one of Australia’s most celebrated country artists. Over her 20-year career, she has released 7 studio albums, 3 children’s albums, and earned numerous
Sunday August 17, 2025 • 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 August 31, 2025 • 10:00 am - 12:00 pm MUCK Up – High Tea Under the Tree Mick Ryan Park 49 Princes Hwy, Milton, NSW, Australia Step into a Bridgerton-inspired garden party at High Tea Under the Tree, a delightful morning of elegance, treats, and community spirit in the heart of Milton. Enjoy garden games, live classical music, and a delicious spread of cakes, pastries, and sandwiches provided by local bakeries and the MUCK Up Youth Committee. Dress to impress for the Best
Sunday August 31, 2025 • 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
Friday September 5, 2025 • 6:00 pm - 8:30 pm Sam Buckingham | BURRILL LAKE | QUIET REVOLUTION tour Share Burrill Lake Community Hall 67 Princess Highway, Burrill Lake, NSW, Australia Join acclaimed singer-songwriter Sam Buckingham for an intimate evening of music, stories, and soul-stirring songs from her new EP Quiet Revolution, alongside favourites from Dear John and Cyclone. Performed solo and acoustic, this show is raw, honest, and deeply personal — a celebration of self-discovery and powerful songwriting. Set 1: 6:30pm – 7:15pm | Set 2: 7:35pm – 8:20pm BYO food
Saturday September 6, 2025 • 6:00 pm - 10:00 pm Meet the Makers – Festival Opening Dinner Cupitt's Estate 58 Washburton Road, Ulladulla, NSW, Australia a joyful long-table dinner celebrating spring, seasonality and the power of collaboration. hosted at the beautiful CUPITT’S ESTATE, this springtime gathering brings together the region’s talented producers, chefs, winemakers, brewers, distillers and artisans for an evening of shared food, local drinks, live music and stories from the people who make it all happen. expect a menu full
Saturday September 6, 2025 • 7:30 pm - 10:35 pm My Back Pages: Bob Dylan Songs from A Complete Unknown Celebrate the music of Bob Dylan with My Back Pages, a powerful live tribute to the songs that defined a generation. Featuring hits from Dylan’s transformative 1963–1965 era, this show brings to life the music featured in the film A Complete Unknown. From Blowin’ in the Wind to Like A Rolling Stone, experience the poetic lyrics, raw energy, and revolutionary