What's On at Cupitt's Estate

Start off your weekend watching the sun set over the Budawang Mountains and relaxing, live music from local duo ‘Amy and I."

With an acoustic folk feel, Simon Kinch and Amy Smith explore a range of favourite songs and originals, combining guitar, keys and harmonies with beautiful synchronicity.

The perfect accompaniment for a chilled Friday night.

Enjoy our Alfresco & pizza menu until 7pm.

This week, we're welcoming back All the Fuss. They're sure to be your new local favourite, so come on down to Cupitt's and enjoy the sunshine!

Music from 12.30 - 3.30pm.

Enjoy a good laugh and a toe tap as Dave Newman entertains you with his character and classic acoustic hits on Friday the 15th December.

Order one of our infamous pizzas, watch the sunset over the mountains and wind down into the weekend.

Bookings recommend.

The Condiments, local to Milton, are bringing their eclectic and contagious sound of swing, jazz, rock and all sorts of bohemian flavours to Cupitts this weekend.

If you like a little groove to your Sunday's, bring your friends, book a table and enjoy a Sunday Session at Cupitts.

Can't wait to see you there! Bookings recommended.

We're welcoming back your favourite duo, Sean and Erin! Their cruisy tunes and a glass of Cupitt's Estate wine or beer make for Summer Friday evening.

See you there!

Bookings are recommended.

This week we are welcoming back Ace Avenue. Bring your family and friends to enjoy live music and watch the sun go down.

The Dusty's Garden Bar Menu is available until 7pm.

Book your spot now and get ready to enjoy the most beautiful sunset while listening to great music. See you there!

We're celebrating the end of the year in splendour, with local duo Monday Lane. Come down to Cupitt's Estate to serenade your soul, and commemorate the year that was 2023!

Live music from 12.30pm to 3.30pm.

We're ushering in the New Year in style, alongside local legends, Soul Tonic. Featuring our very own Tom Cupitt, this is not one you want to miss. Bring the fam to Cupitt's and vibe the afternoon away.

Live music from 1 - 4pm.

Bookings are recommended.

Local legend Shaun Wessel is gracing Cupitts with his brooding rocky blues this Friday - definitely not one to be missed!

Come soak up the last rays of sunshine with a crisp beverage and delicious share plates as you take in the rolling hills and silhouetted mountains. No better way to cruise into the weekend.

Make a reservation on our Deck or in our Garden to secure your spot. 

Groove your Sunday afternoon away with Minnie & The Moonrakers.

Enjoy a lively hybrid of fifties rock n' roll fused with swampy blues, swing and rockabilly from 12.30-3.30pm.

We recommend booking your table in our outdoor garden for the full experience or having a drink after your restaurant meal and catching the tunes for the afternoon.

We can't wait to see you there!

Get ready for a dreamy sunset at Cupitt's Estate as we welcome back Monday Lane. Prepare to be serenaded by the beautiful acoustic melodies of Hein and Ebony as you relax into your weekend.

Enjoy our summer alfresco menu for an easy and delicious, Friday night dinner.

We can't wait to see you there.

Richard the Lionhearts are bringing their original rock and blues tunes back to Cupitts and we can't wait to welcome them!

Get taken back in time as you enjoy in the views, graze through our new Spring alfresco menu and kick back with friends this Sunday.

See you there!

Enjoy a good laugh and a toe tap as Dave Newman entertains you with his character and acoustic classics this Friday.

Order one of our infamous pizzas, watch the sunset over the mountains and wind down into the weekend.

Bookings recommend.

Join us this Sunday with Jono Collins on the Vine Stage. Expect expertly delivered soulful serenades as you sit back in the sun and take in the Sunday vibes only Cupitts can deliver.

Dine in our restaurant or in our garden and soak up some of the best views on the South Coast.

See you there!

It's Friday, and you know what that means. Winding down from your week with the most picturesque sunset in town.

We're joined by Tyler Hauptberger, a multi-instrumentalist and seasoned performer hailing from Wollongong NSW. Catch him covering his most loved songs, as well as some of his latest tunes.

Dine alfresco in the balmy summer evening and settle into your weekend.