When the chill sets in and the beanies come out, Wollongong turns into a coastal playground with a cosy twist. Don’t be fooled by the drop in temperature – winter is one of the best times to explore the Gong. Think steamy lattes by the beach, trails that crunch underfoot, roaring fireplaces, whales breaching just offshore, and indoor spots that bring the fun without the frostbite.
Whether you’re chasing adventure, comfort food, or a little culture, there’s plenty to see, do and snack on this season. Let’s dive into all the ways you can warm up your winter in Wollongong.
Go whale-watching along Wollongong’s coast
The most magical part of winter arriving in Wollongong? The return of whale watching season. From May to November, majestic Southern Humpback Whales make their annual northern migration, passing right by Wollongong’s coastline. That means coastal walks now come with bonus splashes, fluke flips, and the occasional spectacular breach.
Visitors can marvel at the whales from land or head out on the water for a closer look. Launching mid-June, Aquilla Fishing Charters will offer Wollongong’s only whale watching tour departing directly from Wollongong Harbour. With a maximum of 22 guests aboard a spacious 60-foot vessel, the experience promises front-row views, plenty of room to roam, and a deeper connection to these ocean giants. The 3-hour weekend cruise includes morning tea, a sausage sizzle, and a whale sighting guarantee – or guests can return for free later in the season.
Further south, Shellharbour Wild offers a spectacular whale watching tour departing from Shellharbour Marina. Guests can discover the region’s diverse marine life while cruising past the dramatic coastline, including a visit to the turquoise waters of Bushrangers Bay.
For those staying on land, a scenic drive north from Shellharbour offers breathtaking views of Windang and Perkins Beach – perfect for spotting dolphins playing in the surf. Closer to Wollongong, boat tours often cruise around the Five Islands, where fur seals laze on the rocks and whales can often be seen breaching in the distance.
Whether by boat or from a clifftop lookout, winter in Wollongong is all about watching the whales roll in.
Explore the escarpment trails
Winter is the perfect time to explore Wollongong’s stunning escarpment trails. The cool, fresh air makes the climb feel less sweaty and more refreshing – and the breathtaking views at the top? Just as jaw-dropping, if not more. Plus, with fewer hikers on the trails, it’s a rare chance to enjoy nature’s beauty without the crowds.
Sublime Point Track is a classic for a reason. This moderate hike winds through lush rainforest and eucalyptus forest, leading to one of the most iconic lookout spots in the Illawarra. Once you reach the summit, the panoramic vista unfolds – sweeping across the city, the shimmering ocean, and the rolling escarpment beyond. Bonus: the cool winter sun casts a soft golden glow over the landscape, perfect for snapping those envy-inducing photos.
If a longer trek is more your vibe, the Mount Keira Ring Track has you covered. This 5.5km-kilometre loop trail takes you through a mix of rainforest and open woodland, with some steeper sections that get your heart pumping but reward you with stunning views over Wollongong and the escarpment’s rolling ridges. Along the way, keep an eye out for native birds and maybe even a shy lyrebird showing off its moves.
For those looking to go off the beaten path, the Wodi Wodi Track offers a quieter, more rugged experience, winding through dense bushland and offering glimpses of waterfalls and peaceful creek crossings. It’s perfect for those who want to immerse themselves in nature and soak up the serene winter stillness.
No matter which trail you choose, the winter crispness sharpens your senses and makes every step feel energising. So, lace up your boots, grab a jacket, and get ready to take in Wollongong’s escarpment magic – because these hikes are pure winter gold.
Warm up with a cosy pub feed
After a day spent adventuring through Wollongong’s escarpment trails or whale spotting along the coast, nothing hits quite like a hearty pub meal by a crackling fireplace. Winter is the perfect excuse to slow down, settle in, and enjoy the simple pleasure of great food in a warm, welcoming setting.
Tucked away in the lush village of Mount Kembla, the Mount Kembla Village Hotel is a hidden gem where history, hospitality, and comfort collide. With a cosy, family-friendly atmosphere and traditional pub-style meals made from fresh local produce, it’s the kind of spot where you’ll want to linger. Think delicious brekkies, satisfying lunches, and hearty dinners served Wednesday to Sunday. Add in a boutique Australian wine list and live music every Friday and Saturday, and you’ve got all the ingredients for a top-tier winter evening.
Prefer your fireplace with a side of ocean breeze? Just 500 metres from the Sea Cliff Bridge, The Imperial at Clifton combines heritage charm with unbeatable clifftop views. Located along the scenic Grand Pacific Drive, this beautifully restored pub is packed with character – from its original timber staircase and historical touches to the five roaring fireplaces that make it a dream winter hideaway. Whether you’re sipping something local, sharing a plate with mates, or soaking up the Pacific views, The Imperial is a destination in its own right.
Winter in Wollongong isn’t just about the great outdoors – it’s about where you warm up afterwards, too.
Escape the cold with a night at the theatre
When the chill sets in and the sun clocks off early, it’s time to swap starry skies for spotlight magic. Winter and theatre go hand in hand – think warm seats, rich storytelling, and the buzz of a live performance that gives you goosebumps for all the right reasons.
Wollongong’s Merrigong Theatre Co has your winter nights sorted with a season full of standout productions that’ll have you laughing, crying, and everything in between. This year, don’t miss The Dictionary of Lost Words, on stage from 29 May to 7 June 2025. Adapted by Verity Laughton from Pip Williams’ bestselling novel, it’s a powerful tale of language, identity and the words that shape us – perfect for curling up in a theatre seat and diving into another world.
Later in the season, from 20 to 23 August, catch A Place in the Sultan’s Kitchen – a heartwarming, hilarious show that stirs memory and music with a pinch of spice. Local theatre-maker and singer-songwriter Josh Hinton cooks up his grandmother’s chicken curry live on stage, filling the theatre with aromas, emotion and unforgettable storytelling.
So, when it’s too cold for beach days or sunset picnics, lean into the season. Dress cosy, grab a glass of wine at the bar, and settle in for a night at the theatre – because winter in Wollongong is best served centre stage.
Get competitive indoors
When winter hits and outdoor adventures start to lose their appeal, it’s time to turn up the heat indoors – and Wollongong’s CBD is serving up serious fun with a side of friendly rivalry.
Start at Holey Moley Wollongong, where mini golf gets a major glow-up. With 18 wild and wonderfully themed holes across two courses, it’s part game, part immersive art experience. Add private karaoke rooms, a fully stocked cocktail bar, and neon-lit vibes, and suddenly winter nights are looking a lot more exciting.
Right next door, B. Lucky & Sons brings the nostalgia (and the bar tab). This arcade bar is packed with the latest games, retro favourites, and a luxe vibe that’s anything but ordinary. Think vintage pinball, Mario Kart, claw machines and cocktails – all under one roof.
Feeling like a challenge for the brain, not just the reflexes? Step into a world of mystery at Breakout Bar & Escape Rooms. Whether it’s cracking codes or uncovering clues, it’s the perfect indoor adventure to fire up the grey matter and bring out your inner detective.
And if you’re after classic fun with a twist, Strike Bowling has you covered. Knock down pins across ten lanes, dive into a round of laser tag, or belt out your favourite power ballad in the karaoke room. With cocktails and food to match, this isn’t your average bowling alley – it’s a winter night out, sorted.
Who says winter has to be chill? In Wollongong, the indoor games are just heating up.
Winter in Wollongong isn’t about hibernating – it’s about embracing the crisp air, chasing cosy moments, and making memories that’ll warm you right up. From scenic hikes and crackling pub fireplaces to whale watching, theatre nights, and indoor adventures, there’s no shortage of ways to turn up the fun when the temperature drops.
So, rug up, rally your mates, and get out there – Wollongong is full of winter wonders just waiting to be explored.