Looking for a luxury midweek escape on the NSW South Coast?

Cupitt’s Estate on theSouth Coast offers the perfect blend of wine, relaxation and remote work comfort. Just 3 hours from Sydney, our boutique villas are made for slowing down with rural views, farm-to-table food, and wines that tell a story.

Let the weekend rush go by; midweek at Cupitt’s Estate is your moment to enjoy the good life. Fewer crowds, crisp mornings, and time to explore the South Coast at your own pace, this is relaxed luxury, done right.

Book a minimum 3-night midweek stay and save 40%,plus a few thoughtful touches to help you unwind.

Your Midweek Escape package includes:

• Three-night minimum stay (Sunday to Thursday)
• A complimentary continental breakfast hamper on your first morning of stay
• Barista-made coffee on your first morning
• Premium Wi-Fi for those working-from-wine-country moments

Arrive early and ease into holiday mode, guests are welcome from 11am to enjoy a wine tasting or long lunch before villa check-in at 3pm. Each villa includes a private balcony overlooking Cupitt’s pastures and eucalyptus forest, the perfect spot to pour a glass and reset.

This offer is valid on select midweek dates until 25 September 2025.

Ready to book your midweek escape to wine country?

BOOK NOW

Is Midweek the New Weekend?

We think so. With more space, slower mornings, and spontaneous long lunches, a midweek getaway is the perfect reset. Read more about why we love themhere.

T&C - This offer is only valid for new bookings. It cannot be combined with other offers and is subject to availability.Not transferrable outside of the validity dates.  

Plan your stay:

• Cupitt's restaurant is open for lunch 7 days and for dinner Thursday, Friday and Saturday nights (may be extended trading over peak periods).  Please note that the restaurant can sometimes be booked exclusively for private events. To check availability, go to cupittsestate.com.au/dining or contact us directly.
• Our Reception cottage is open Monday to Saturday 9am - 5pm. Closed Sundays. If you are checking in on a Sunday, contactless check in will be arranged for you. Please check your email.
• Villa check-in is from 3pm, however, you are welcome to arrive at the Estate from 11am. Wine tastings are available from 11am and lunch in the restaurant and wine garden from 11.45am.
• In-room dining is available for dinner on the evenings Cupitt's Restaurant is closed. Must be pre-ordered by 12pm on the day required. 
• The restaurant is not open for breakfast service; however, barista-made coffee is available from the bar every morning from 9am.
• Additional in-room continental breakfast hampers for two may be purchased for extended stays for $40 per hamper. Must be pre-ordered by 5pm on the first day of your stay.
• All villas have a kitchenette with fridge, convection microwave, toaster and kettle.