đź“… Open Today: Crawl likely not fully open on Sundays
Join us on a wine bar crawl through Paddington, visiting 7 stylish venues including Oxford House, Vintage Cellars Rushcutters Bay, Sonora Potts Point, The Village Inn Paddington, Black Bottle, Berkelouw Café 1812, and 10 William St. Enjoy a night of sophisticated drinks and great company in this trendy neighborhood. Whether you're a wine connoisseur or just looking for a fun night out, this crawl is perfect for you. Cheers to a memorable evening!
Last updated: May 2025
Berkelouw Books Level One, 19 Oxford Street, Paddington
~920m walk to next stop
Get ready to ignite your night with an exhilarating wine bar crawl through Paddington’s most spirited and stylish venues. Starting with the dazzling poolside energy of Oxford House, this journey swiftly pivots through bold Mexican flavors, cozy pub charisma, and authentic French elegance before culminating in refined Italian sophistication. Each stop offers a unique taste adventure paired with handpicked wines, crafting an unforgettable night of discovery, laughter, and lively social buzz. Perfect for wine lovers eager to explore diverse palettes and atmospheres, this crawl packs excitement and flavorful surprises into every pour and step.
Kick off the crawl amid the chic, poolside buzz of Oxford House, where vibrant Mexican-inspired bars and stylish dining set a playful, energetic tone perfect for sparking social connections over quality wines.
The next stop is a short, lively stroll that shifts the vibe towards a more laid-back but still spirited wine selection.
Next up is Vintage Cellars, a wine lover’s treasure trove offering a curated selection to fuel your palate and inspire your choices as the crawl's energy continues to build.
The next stop is a quick, scenic walk along Bayswater Road, setting the scene for a flavorful Mexican feast.
Sonora injects fiery Mexican flair into the crawl, with bold grilled meats and margaritas that elevate the pulse and invite lively conversations in an industrial-chic setting.
The next stop is a short stroll back into Paddington’s heart, transitioning into classic pub vibes.
The Village Inn brings robust pub energy combined with exceptional food, creating a bustling atmosphere that fuels camaraderie and refreshes the palate mid-crawl.
The next stop is a brisk walk that leads to the intimate charm of French wine and cuisine.
Step into Black Bottle’s cozy, French-inspired nook to savor expertly paired wines and authentic dishes, offering a sophisticated yet inviting pause in the crawl’s dynamic flow.
The next stop is a brief walk back to Paddington’s buzzing Oxford Street, where literary charm meets wine culture.
Berkelouw Café 1812 blends the warmth of a licensed bookshop with a curated wine list, providing a spirited yet cultured space to share plates and stories before the grand finale.
The next stop is a short, lively walk down to an upscale Italian bistro for the evening’s crescendo.
Cap off the crawl at 10 William St, where refined Italian cuisine meets an extensive European wine selection, wrapping up your night with elegance, vibrant conversation, and memorable sips.
The crawl ends here, leaving you perfectly poised for a nightcap or a celebratory next adventure.
This 7-stop Paddington wine bar crawl delivers a seamless blend of dynamic atmospheres and curated wine experiences, inviting you to explore, connect, and celebrate in one of Sydney’s most vibrant neighborhoods. Whether you’re a seasoned oenophile or a curious adventurer, these stops promise a night brimming with flavor, fun, and unforgettable memories. Ready to raise your glass and dive in? Gather your crew and let Paddington’s spirited wine scene sweep you off your feet.
Crawl Map