đź“… Open Today: Crawl likely open on Sundays
Experience a night of sophistication and fun on our Sydney Hotel Bar Crawl! Visit three top venues including The Edinburgh Castle Hotel, Castlereagh Boutique Hotel, Ascend Hotel Collection, and Bitter Phew. Indulge in classic bistro fare, craft cocktails, and laid-back craft beer vibes. Perfect for a memorable night out with friends!
Last updated: May 2025
169 Castlereagh St, Sydney NSW 2000, Australia
~1011m walk to next stop
Get ready for a high-energy journey through Sydney’s most captivating hotel bars where tradition meets innovation. This three-stop crawl kicks off amid the warm glow of The Edinburgh Castle Hotel’s timeless charm, where classic pub energy fuels the night. Next, step into the sophisticated world of the Castlereagh Boutique Hotel, an art deco sanctuary blending history with modern hospitality. Finally, dive into Darlinghurst’s craft beer scene at Bitter Phew, a vibrant spot that masters both atmosphere and hoppy innovation. Together, these stops create a thrilling arc of social connection, evolving vibes, and unforgettable tastes—perfect for adventurous night owls craving an authentic Sydney bar experience.
Launch your night at this iconic Pitt Street pub where classic Australian charm meets a stylish, food-forward menu. With its lively events and inviting atmosphere, it sets a spirited tone that sparks connections and primes you for the evening ahead.
The next stop is a short and energizing stroll through Sydney’s bustling streets to the art deco elegance of Castlereagh Boutique Hotel, keeping the momentum alive as you shift vibes.
This heritage-listed gem offers a sophisticated yet welcoming setting where refined cocktails and food meet warm hospitality. It provides a stylish mid-crawl pause, blending timeless elegance with modern comfort to elevate your bar adventure.
The next stop is an energetic walk to Darlinghurst’s vibrant Oxford Street, where the scene shifts to an intimate craft beer sanctuary.
Cap off your crawl in this Darlinghurst hotspot known for its evolving craft beer selection and inviting vibe. The warm wood interiors and curated brews create a lively finale that celebrates discovery and good company.
The next stop is the conclusion of the crawl, leaving you perfectly placed to continue your Sydney night or head home with fresh memories.
This 3-stop Sydney hotel bar crawl delivers a thrilling blend of classic pub charisma, art deco sophistication, and craft beer innovation—all within easy walking distance. Whether you’re rallying with friends or making new ones, each venue offers a unique vibe that builds an unforgettable night out. Lace up your shoes, bring your adventurous spirit, and let Sydney’s vibrant bar scene sweep you into a night packed with energy, flavor, and social adventure!
Crawl Map