đź“… Open Today: Crawl likely open on Fridays
Explore Windsor’s vibrant nightlife with our cocktail bar crawl! Visit four fantastic venues—Toorak Hotel, Better Days Cocktail Bar, Blackwoods Wine & Cocktail Bar, and Three Monkeys—each offering a unique vibe and delicious drinks. Perfect for food lovers and cocktail enthusiasts alike, this crawl features quirky neighbourhood hangouts, DJ parties on weekends, and plenty of tasty bites. Grab your friends and get ready for an unforgettable night of good times, great drinks, and awesome atmosphere!
Last updated: June 2025
Windsor’s cocktail scene pulses with adventurous energy, perfectly captured in this curated crawl. Begin your evening where bold flavors meet classic charm at Toorak Hotel, setting a solid foundation with quality bites and cocktails. From there, shift gears to Better Days Cocktail Bar, where nostalgia and playful gaming pair with creative concoctions to spark lively conversations. Next, embrace the sophisticated yet inviting atmosphere of Blackwoods Wine & Cocktail Bar, a spot that effortlessly balances elegance with conviviality. Finish your journey at Three Monkeys, where weekend DJ sessions and infectious vibes turn the night electric, inviting you to dance and connect. This crawl is a dynamic voyage through Windsor’s spirited nightlife, designed to thrill every sense and fuel unforgettable social adventures.
Kick off your crawl at Toorak Hotel, where robust pub classics and polished cocktails lay the groundwork for an evening of spirited fun. Its welcoming yet vibrant atmosphere energizes your group for the night ahead.
The next stop is a short, easy stroll along Malvern Road to Chapel Street, smoothly transitioning you into Windsor’s buzzing cocktail corridor.
Better Days amps up the energy with its playful mix of nostalgic games and inventive cocktails, creating an infectious atmosphere that sparks laughter and lively connections.
The next stop is a quick walk down Chapel Street, keeping you in the heart of Windsor’s thriving nightlife scene.
Blackwoods offers a refined yet approachable setting to savor expertly crafted cocktails and curated wines, providing a sleek mid-crawl shift that balances sophistication with warm social buzz.
The next stop is just a brief stroll along Chapel Street, leading you toward a more energetic, music-driven finale.
Conclude your night at Three Monkeys, where lively DJ beats and a dynamic crowd elevate the atmosphere to an exhilarating crescendo, perfect for dancing and deepening the night’s social vibe.
This final stop wraps the crawl in Prahran’s pulsating nightlife, with easy access to nearby transport and late-night eats.
Ready to unleash your adventurous spirit through Windsor’s cocktail landscape? This crawl blends diverse atmospheres and expertly crafted drinks to fuel your night with excitement and memorable moments. Rally your crew, pace your sips, and dive into a vibrant journey from classic charm to electric dance floors. Windsor’s spirited nightlife awaits—let the adventure begin!
Crawl Map