đź“… Open Today: Crawl likely not fully open on Sundays
Join us on a sophisticated wine bar crawl in Paddington! Experience the best of stylish hotels, classy Italian cuisine, fashionable bistros, and more. With 5 venues including Oxford House, 10 William St, Vintage Cellars Rushcutters Bay, Vermuteria, and The Paddington, this crawl is perfect for wine enthusiasts looking for a classy night out. Sip, savor, and repeat with us!
Last updated: May 2025
Paddington’s wine scene bursts with energy, style, and tantalizing flavors that make every sip an experience to remember. This 5-stop wine bar crawl kicks off poolside at Oxford House, where sleek modernity meets lively social buzz, setting the tone for an evening brimming with excitement. From there, you’ll glide into the intimate elegance of 10 William St, where expertly paired Italian wines elevate your palate. Next, uncover hidden wine treasures at Vintage Cellars in Rushcutters Bay, a unique detour that adds a spirited twist to the crawl’s rhythm. The journey continues with Vermuteria’s Spanish-inspired offering, inviting you to indulge in bold flavors and vibrant ambiance. The finale lands you back in Paddington at The Paddington—a stylish bistro and bar where classic meets contemporary, perfect for savoring your last glass in a setting that pulses with charm. This crawl is built to stoke your sense of adventure, combining diverse atmospheres and exceptional wines for an unforgettable night out.
Launch your night poolside at Oxford House, where a chic, vibrant atmosphere blends modern design with lively Mexican-inspired bars—an energizing kickoff that invites mingling over expertly curated wine selections.
The next stop is a short, invigorating stroll through Paddington’s stylish streets, setting the pace for a seamless transition to Italian sophistication at 10 William St.
Step into refined intimacy at 10 William St, where upscale Italian flavors pair with an extensive European wine list, deepening the crawl’s sensory journey with a touch of elegance and warmth.
The next stop is a deliberate, scenic walk that takes you toward Rushcutters Bay, introducing a change of pace to an adventurous wine discovery at Vintage Cellars.
Inject a fresh twist into your crawl with Vintage Cellars—a treasure trove for wine enthusiasts offering an eclectic mix of bottles to explore, fueling the night with variety and spirited exploration.
The next stop is a lively walk that crosses into the vibrant Potts Point neighborhood, ramping up the excitement with Spanish flair at Vermuteria.
Dive into Vermuteria’s dynamic Spanish-infused wine bar and tapas scene—this stop amps up the energy with bold flavors and convivial vibes, perfect for sharing and social buzz.
The next stop is a spirited walk back to Paddington’s heart, priming you for a fashionable and memorable finale at The Paddington.
Cap off your crawl in style at The Paddington, where elevated pub fare meets curated wines and cocktails in a chic setting—an ideal spot to toast the night with friends and soak in the vibrant atmosphere.
The next stop is the conclusion of the crawl, leaving you perfectly placed to continue the evening or savor the afterglow of an unforgettable adventure.
This 5-stop Paddington wine bar crawl is more than a night out—it’s an expedition through diverse flavors, stylish spaces, and social energy that builds with every step. Whether you’re a passionate wine lover or a spirited adventurer, this journey will ignite your senses and connect you with Paddington’s most exciting wine destinations. So gather your crew, lace up your walking shoes, and dive into an evening where every glass tells a story and every stop sparks new memories. Cheers to the ultimate wine bar adventure!
Crawl Map