While it’s tempting to stay indoors in winter, curled up in the comfort of a reading nook, it’s also the perfect season to embrace the outdoors. Thankfully, NSW offers plenty of spots where you can make the most of winter’s cosy charms, from the snowy forests of Oberon to the adventure of the region’s stellar ski resorts. For those seeking a mini, last-minute getaway, there’s no shortage of options. Expect scenic walking trails, stunning countryside views, local boutiques, and fireside cafes in these small towns just a stone’s throw from Sydney. Here are the best winter weekend trips to plan this year, all within easy reach of the city.
1. Berrima

Berrima is a quaint and easily accessible winter retreat, offering delicious food, crisp walks, and beautifully preserved historical buildings. Often considered Australia’s most intact 19th-century village, the town offers a number of cosy adventures, made for winter. Take a walk along the Berrima Heritage Trail to explore its charming buildings, stop by the renowned Gumnut Patisserie for a delicious cake and coffee, and treat yourself to sweets at Lolly Swagman. Find the full weekend guide to Berrima here.
Distance from Sydney: 1.5-hour drive
2. Leura

Nestled in the picturesque Blue Mountains, Leura is a top choice for a peaceful escape, especially during winter. Its blend of historic architecture, quaint cafes, unique attractions, and boutique shops makes it a perfect year-round getaway. Outdoor lovers will also appreciate the surrounding natural wonders. Pack a picnic for the stunning Everglades House & Gardens, explore the charming teapot collection at Bygone Beautys, and enjoy some of the region’s finest hot chocolate at Josophan’s. Plan the ultimate winter weekend in Leura here.
Distance from Sydney: 1.5-hour drive
3. Robertson

If you’re longing for a European escape but can’t make the journey right now, why not take a short drive south to Robertson? With its rolling green hills, fairy-tale cottages, and top-notch bakeries, it’s a dreamy cold-weather escape. Take a stroll on the Robertson Heritage Walk, enjoy fresh coffee and pastries at Moonacres, and visit the stunning Belmore Falls. If you can’t resist the allure of a roaring fireplace on a cold day, make a beeline for the Robertson Hotel. Plan your perfect weekend escape to Robertson here.
Distance from Sydney: 1.5-hour drive
4. Morpeth

If you’re after a more offbeat winter getaway, Morpeth is a true hidden gem and an excellent weekend trip from Sydney. Steeped in history, the town boasts beautifully preserved colonial architecture, a selection of unique boutique and vintage stores, and an emerging food scene. Explore the exhibitions at The Morpeth Museum, delve into the origins of the iconic Arnott’s biscuit at the Historic Arnott Bakehouse, then enjoy a warm coffee and a leisurely brunch at Common Grounds. Discover how to spend the perfect winter weekend in Morpeth here.
Distance from Sydney: 2-hour drive
5. Wollombi

The historic village of Wollombi is one of the best weekend trips in the state that won’t break the bank. Stroll through its charming, well-preserved streets, where you’ll find quaint cafes, local shops, and a country pub, alongside beautiful 19th-century buildings. A visit to the Wollombi Endeavour Museum, housed in the 1866 courthouse, offers a peek into the area’s history, and you can also take a leisurely stroll on the 1km heritage walk around town. If you’re after some adventure, Yengo National Park, just a 40-minute drive away, is perfect for bushwalking and mountain biking on a crisp winter’s day. Read more about Wollombi and find accommodation options here.
Distance from Sydney: 2-hour drive
6. Bowral

Bowral‘s charming main street is lined with tiny bookshops, delightful cafés, and lush gardens, making it ideal for nature lovers, city folk, and foodies alike. Begin your day with a hearty breakfast and great coffee at The Press Shop, then soak up the sun in the stunning Corbett Gardens. Explore unique antiques and vintage finds at Dirty Janes, and catch a film at Empire Cinema, Australia’s oldest regional cinema. Discover the best way to spend your winter weekend in Bowral here.
Distance from Sydney: 1.5-hour drive