Get Away from It All and Treat Yourself to a Gourmet Dining Experience and Luxury Winter Stay at Cupitt's Estate

Because winter isn't something to endure, it's something to savour.
Aimee O'Keefe
Published on June 06, 2025

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Overview

On NSW's idyllic South Coast, winter is just as good, if not better, than summer. Think crisp, salty mornings overlooking coastal cliffs and cosy evenings by the fire with a glass of red. And, if you're needing something extra to look forward to on your next trip down south this winter, a getaway at Cupitt's Estate — just three hours south of Sydney — has you sorted. 

If your idea of the perfect mid-year holiday looks something like this: slow mornings spent sipping coffee, copious amounts of local, boutique, award winning wine, dining in a vineyard restaurant while watching cows grazing on sprawling green farmland, then keep reading. Oh, and don't forget the private villa with a balcony to retreat to when that post-wine nap time hits.

Enter Cupitt's Estate. As well as enjoying luxe accommodation in a villa, the much-loved South Coast winery and restaurant's winter getaway includes a bunch of other cosy perks, perfect for making the most of the cooler months. Guests will enjoy a two-course seasonal dining experience that you'll be salivating about for months afterwards, and a continental breakfast hamper and barista-crafted coffee on the first morning of your stay. A cellar door wine tasting experience and local artisan chocolates to snack on whenever you please sweetens the deal.

If you book your stay between Sunday and Thursday, all this can be yours for $499. You can also upgrade to Friday and Saturday nights for an extra $100 per night. Or you can pamper yourself in one of the Estate Villas with an outdoor bath for an extra $90 per night. And if one night away simply does not feel like quite enough, you can extend your stay from $249 per night. 

Can't take too many days off work? No worries. Day-trippers are also very well looked after at Cupitt's Estate. When planning your South Coast itinerary, why not add a meal at the restaurant or a wine tasting at the cellar door? It's the perfect way to try out the local flavours, all while basking in the pristine nature the area is known for. Cupitt's Estate also hosts live music and special events, so make sure to take a look before your visit.

Head to the Cupitt's Estate website to book now for your preferred dates.

Images: Supplied. 

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