When the air turns crisp and the morning mist rolls through the valley, the NSW South Coast transforms into something magical. It’s a season of golden light, slow moments, and cosy escapes. Think morning mists in the valley, sun-dappled vineyard lunches, and beach walks without the summer crowds.
Whether you’re chasing a farm stay in Berry, beachfront accommodation in Jervis Bay, or a group getaway in Kangaroo Valley, winter is when this region truly shines — and Supercalla Private Properties has the perfect spot for every kind of escape.
1. Mild weather & fewer crowds
Winter on the South Coast is a all about slowing day, and offers softer kind of magic. Days are crisp and clear, with average temps between 12–18°C — perfect for beach walks wrapped in knits, long lunches by the fire, and misty mornings that stretch gently into slow afternoons.
The summer crowds are long gone, leaving behind quiet coastlines, calm bush trails, and wineries pouring rich reds made for lingering. In Jervis Bay, it’s also whale-watching season — from May to November, migrating humpbacks pass through the bay, often breaching just offshore.
Whether it’s hiking in Kangaroo Valley, sipping Pinot in Berry, or curling up fireside after a salty stroll in Jervis Bay, winter invites you to unwind at your own pace — and stay just a little longer.
2. Indulge in luxurious, cosy retreats
Each Supercalla property has its own unique appeal — here are a few handpicked gems that lend themselves perfectly to a winter stay.
Moondance, Meroo Meadow
Tucked in the rolling hills near Berry, Moondance is winter perfection. With 30 acres to roam, a fire pit for golden-hour wines, fireplace inside, a pizza oven, and an alfresco gazebo built for long lunches, this is one of the best large group accommodations on the South Coast. Expect jacarandas, a 200-year-old fig tree, and slow mornings wrapped in a robe, coffee in hand.
Cloud Nine, Jervis Bay
Looking for a place that balances luxury with calm? Cloud Nine has you covered. Set high above Jervis Bay with sweeping views of Jervis Bay and a hot tub under the stars, it’s a space to switch off and soak in the best of the coast. Morning swims at Nelson’s Beach, sunset drinks on the deck — this is beach living, elevated.
Willow, Barranca Kangaroo Valley
Willow is one of Barranca’s most loved villas — a design-forward stay that blends architectural warmth with uninterrupted views of the surrounding escarpment. Expect floor-to-ceiling windows, an open fireplace, earthy interiors, and total privacy. Perfect for couples or solo travellers craving stillness, nature, and something out of the ordinary.
The Sticks, Kangaroo Valley
Set deep in nature but elevated in every sense, The Sticks is a striking, architecturally designed retreat for groups who want both style and seclusion. Surrounded by bushland and with expansive views across the valley, it’s made for slow mornings, long lunches, and evenings by the fire. With spacious interiors and a pared-back, luxurious feel, this is a winter escape that lets nature lead — without compromising on comfort.
3. Experience winter events
NSW South Coast in winter also brings a rich calendar of events to the region. From food and wine pop-ups to live music and makers markets, there’s always something to discover. Check out the Shoalhaven Events Calendar for what’s on this season — whether you’re heading to Berry, Milton, or Kangaroo Valley.
4. Savour the best wineries
No harvest hustle, no crowds — just slow tastings, bold reds, and long afternoons overlooking the vines. These South Coast wineries are perfect for winter wandering:
Coolangatta Estate
Set on the site of the first European settlement on the South Coast, Coolangatta Estate is NSW’s oldest vineyard — and still a favourite. Known for its award-winning Semillon and historic setting, it’s the kind of place where you’ll want to linger over a long tasting and a platter under the trees.
Two Figs Winery
Just a few minutes outside Berry, Two Figs pairs bold, elegant wines with views across the Shoalhaven River. It’s boutique, beautifully set, and ideal for a relaxed afternoon in the sun with a glass of their signature Chambourcin.
Cambewarra Estate
A family-owned gem nestled at the base of Mt Cambewarra, this estate offers more than just wine. Think high tea among the vines, rosé flights, and the occasional yoga class between sips. Yes — it’s a thing. Explore Cambewarra Estate.
Ready to sip your way through the region? Discover more wineries on the Shoalhaven Wine Coast.
5. Experience spectacular whale watching
Winter on the South Coast isn’t just about drinking bold wines and staying cosy indoors — it’s also one of the best times to get out and explore.
From May to November, Jervis Bay becomes a front-row seat to whale season, as humpbacks migrate north along the coast. You can often spot them from the shore — breaching, tail-slapping, and gliding through the bay’s calm waters. Head to Point Perpendicular Lighthouse, Cape St George, or take a guided whale-watching cruise for an unforgettable experience.
Prefer to keep your feet on the ground? Winter’s cooler weather is perfect for walking, with fewer crowds and crystal-clear air.
- Bens Walk in Nowra offers sweeping river views and is ideal for a short nature escape.
- Drawing Room Rocks in Berry rewards you with panoramic lookouts over the hinterland.
- Kangaroo Valley’s Upper River Track gives you a peaceful bushwalk with escarpment views, wildlife spotting, and no reception — in the best way possible.
Whether you’re looking for a gentle stroll or a hike with a view, winter is the time to do it — no heat, no crowds, just nature at its finest.
Your winter escape, curated by Supercalla
Whether you’re after a farm stay in Berry, beachfront luxury in Jervis Bay, or a group hideaway in Kangaroo Valley, winter on the South Coast delivers the goods.
Ready to book your NSW south coast winter escape? Browse Supercalla’s full collection here.