đź“… Open Today: Crawl likely not fully open on Sundays
Join us for a brewery pub crawl in Woolloomooloo, hitting up 3 amazing venues: Ovolo Woolloomooloo, Bitter Phew, and Hollywood Hotel. Experience sleek rooms, craft beers, and live music in this charming neighborhood. Get ready for a night of fun and great brews!
Last updated: May 2025
Embark on an unforgettable brewery adventure through Woolloomooloo’s lively heart, where modern elegance meets raw craft culture and electric nightlife. This curated 3-stop crawl kicks off at a chic harbourside bar known for its polished atmosphere and expertly crafted cocktails, setting the tone for an evening full of social energy. Next, dive into a craft beer sanctuary that boasts a dynamic tap list and intimate vibes, perfect for connecting over unique brews. Finally, unleash your inner night owl at a historic art deco pub pulsing with live music and DJ beats—a perfect crescendo to an evening of bold flavors and vibrant social scenes. Each stop offers a distinct slice of Sydney’s spirited bar culture, making this crawl a seamless journey of discovery and celebration.
Launching your crawl with Ovolo Woolloomooloo means immersing yourself in waterfront sophistication where sleek design meets a buzzing social scene. This upscale bar’s refined yet inviting energy makes it the perfect kickoff point to spark lively conversations and sip on masterful cocktails against the glow of the harbor.
The next stop is a brisk and invigorating walk into the nearby vibrant district, transitioning you from elegant waterfront vibes to a cozy craft beer atmosphere that invites discovery.
Bitter Phew injects the crawl with rich character and craft beer passion. Its warm wooden interiors and rotating taps deliver an evolving beer journey, perfect for deepening the adventure with new flavors and engaging conversations in an intimate setting.
The next stop is a lively stroll to Surry Hills, shifting gears toward an iconic pub where art deco charm and live music amplify the night’s energy to its peak.
Capping off the crawl, Hollywood Hotel pulses with vibrant live music and an extensive craft beer lineup. This historic pub’s dynamic atmosphere invites you to lose yourself in the rhythm of the night, making it the ultimate destination for high-energy social adventure and memorable moments.
The next stop is the end of this curated crawl—an easy exit from this buzzing Surry Hills hotspot, leaving you perfectly poised for wherever the night leads next.
This Woolloomooloo brewery crawl masterfully blends chic waterfront charm, craft beer innovation, and iconic nightlife energy into a seamless social adventure. Whether you’re a seasoned beer enthusiast or a spirited night explorer, each stop unveils a fresh layer of Sydney’s dynamic bar culture. Ready your crew, pace your sips, and let this vibrant journey fuel unforgettable memories in one of the city’s most exciting precincts.
Crawl Map