đź“… Open Today: Crawl likely open on Sundays
Embark on a night of live music and delicious food in Woollahra! Visit 4 top venues including Woollahra Hotel, The Bellevue Hotel, Tea Gardens Hotel, and Paddo RSL. Experience trendy pubs, rooftop bars, and modern bistros. Get ready for a fun-filled evening of music, drinks, and great company!
Last updated: May 2025
Kick off your night in Woollahra with a pulse-raising crawl that fuses live music, exceptional eats, and buzzing atmospheres across four standout bars. Each venue offers a fresh slice of Sydney’s vibrant scene—from the modern sophistication of a terrace bar paired with French culinary flair to the raw energy of craft beer havens and storied pubs pulsing with history and art deco style. This crawl is crafted for those craving social adventure, where every stop builds momentum and delivers new flavors, sounds, and connections in a seamless party arc. Ready your crew and prepare to move through Woollahra and Paddington’s most exhilarating nightlife gems, where the soundtrack is live and the night is young.
Launch your evening at Woollahra Hotel’s sleek terrace bar where modern pub energy meets refined French bistro charm. It’s the perfect social hub to energize the group with inventive cocktails and elevated pub eats alongside occasional live music sets that set a lively tone for the night ahead.
The next stop is a lively 15-minute stroll through the stylish streets of Woollahra and Paddington, warming up your group for the craft beer showcase at The Bellevue Hotel.
Step into The Bellevue Hotel’s polished tavern atmosphere where craft beer aficionados find their paradise. The sophisticated yet vibrant setting amplifies the excitement with fresh seafood and pub classics fueling conversations and camaraderie, keeping the night’s energy rising.
The next stop is just a quick 10-minute walk deeper into Paddington, amping up anticipation as you approach the historic and art deco-infused Tea Gardens Hotel.
Immerse yourself in over 150 years of vibrant history at the Tea Gardens Hotel, where art deco style meets a buzzing live music vibe. This stop adds rich character and spirited energy to the crawl, inviting you to savor hearty pub fare and lively beats that fuel connection.
The next stop is a brief 7-minute walk along Oxford Street, perfect for keeping the group energized as you head to Paddo RSL’s dynamic event spaces.
Cap off the night at Paddo RSL, where spacious venues and the aroma of Korean fried chicken and pizza create a warm, lively finale. This buzzing spot mixes hearty eats, affordable drinks, and often live entertainment, offering the perfect stage to celebrate the night’s adventures with friends or catch a live show that keeps the excitement alive.
The next stop is the conclusion of the crawl, conveniently located to cap your vibrant night out in Paddington.
This Woollahra live music bar crawl delivers an unforgettable night packed with eclectic flavors, craft brews, rich history, and pulsing live tunes. Each stop elevates your experience, building momentum and sparking connections that turn a night out into an adventure. Whether you’re a local or visiting, gather your crew and dive into the vibrant heart of Sydney’s nightlife—where every sip, bite, and beat fuels your next great story. Ready to hit the road? The night is calling.
Crawl Map