📅 Open Today: Crawl likely not fully open on Sundays
Join us on a vibrant adventure through Woollahra's top wine bars and pubs! Get ready to sip on fine wines at The Wine Library, indulge in delicious dishes at Paddo Inn, experience upscale cocktails at Imperial Hotel Paddington, and enjoy craft beers at Winghaus Entertainment Quarter. With a mix of cozy wine bars, sophisticated pubs, and delicious food options, this crawl is perfect for a fun night out with friends. Let's make memories together in Woollahra!
Last updated: May 2025
Embark on an electrifying Woollahra pub crawl that elevates your night from sophisticated sips to bold brews. Begin in the heart of Oxford Street at a wine bar where expert pairings set a tasteful tone. Then, glide into a boutique pub renowned for its crafted cocktails and global flavors, turning up the energy with stylish vibes. Next, retreat into a rustic-chic pub blending classic charm with contemporary comfort — the perfect stage for lively conversations and live music. Cap off your adventure at a vibrant craft beer hub in the nearby Entertainment Quarter, where hearty European dishes and specialty ales fuel the ultimate social buzz. This crawl is a dynamic journey through Woollahra’s best drinking dens, designed to keep spirits high and fun flowing all night long.
Kick off your crawl at The Wine Library, where an impressive wine list and share plates create the perfect launchpad for conversation and connection. Its inviting yet lively atmosphere sets an elegant but energetic pace for the night ahead.
The next stop is a short, upbeat stroll along Oxford Street, keeping the momentum alive as you move toward a sophisticated cocktail retreat.
Paddo Inn elevates the vibe with refined global flavors and expertly mixed cocktails in a chic pub setting. It’s the perfect middle ground to amplify energy and enjoy stylish surroundings with great company.
The next stop is a brisk walk through the bustling Paddington streets, building anticipation for a cozy yet vibrant rustic pub experience.
Sink into the warm, rustic charm of Imperial Hotel Paddington where cozy fireplaces and hearty food create a dynamic yet intimate setting. Live music here escalates the energy, fueling fun conversations and laughter.
The next stop is a moderate walk to the Entertainment Quarter, a change of pace that primes your taste buds for bold brews and lively crowds.
Cap off your adventure at Winghaus, a bustling craft beer hub where European comfort food and specialty ales collide. The convivial atmosphere and communal tables invite celebration and camaraderie, ending your night on a high note.
The crawl concludes here, providing a lively space to linger and savor the night’s final moments.
This Woollahra pub crawl is your ticket to a night packed with vibrant flavors, crafted drinks, and unforgettable moments. From polished wine bars to buzzing craft beer joints, it promises a seamless flow of excitement and social energy. Rally your crew, hit the streets, and let this adventure through Woollahra’s finest pubs ignite your night. Ready to own the night? Start your journey now and make every sip count!
Crawl Map