đź“… Open Today: Crawl likely not fully open on Sundays
Embark on a delightful night out in Woollahra with our Wine and Pub Crawl. Visit three unique venues including The Wine Library, Royal Hotel Paddington, and The Light Brigade. Indulge in cozy wine bars, upscale pub grub, and swanky cocktail lounges. Let's make it a night to remember!
Last updated: May 2025
Woollahra’s pub scene bursts to life with this dynamic 3-stop crawl designed for those who crave excitement and social energy. Kick off the night at The Wine Library, where an extensive selection of global wines and shareable plates set a sophisticated yet vibrant tone. From there, step into the polished world of Royal Hotel Paddington, where swanky cocktail craftsmanship meets the buzz of a smart sports bar — a perfect blend of elegance and spirited fun. Finally, ascend to The Light Brigade’s four-level hotspot, culminating your adventure with lively vibes across its bar, bistro, lounge, and rooftop terrace. Each stop builds the night’s momentum, promising a diverse and exhilarating journey through Woollahra’s best pubs and bars.
Launching your crawl at The Wine Library immerses you in a vibrant hub of curated wines paired with flavorful share plates, setting a spirited and social foundation to energize the night ahead.
The next stop is a lively 10-minute stroll into Paddington, easing you into the swanky charm of Royal Hotel while keeping the energy flowing.
This multilevel pub elevates the crawl with its polished cocktail lounge and vibrant sports bar atmosphere, blending refined drinks with upbeat social buzz to keep the night’s momentum soaring.
The next stop is a quick 5-minute walk back towards Woollahra, building anticipation as you approach The Light Brigade’s dynamic multi-floor setting.
Closing out the crawl, The Light Brigade delivers a high-energy finale across four floors, including a rooftop terrace perfect for soaking in the night air while enjoying classic pub fare and lively crowds.
The next stop is the end of the line — a perfect place to linger, celebrate, or plan your next Woollahra adventure.
This Woollahra pub crawl offers more than just drinks — it’s an energetic journey through style, taste, and social buzz. Whether you’re a local or visiting, these three curated stops promise memorable moments and a night packed with flavor, fun, and rooftop cheers. Ready to dive in? Lace up your walking shoes and let Woollahra’s spirited nightlife show you its best side.
Crawl Map