đź“… Open Today: Crawl likely open on Sundays
Join us for a delightful wine bar crawl in Paddington! Visit 5 venues including The Village Inn Paddington, Vintage Cellars Rushcutters Bay, The Paddington, Vino e Cucina Italian Restaurant Sydney, and Vermuteria. Enjoy a night of fine wines, delicious bites, and great company. Cheers to a memorable evening out!
Last updated: May 2025
Dive headfirst into Paddington’s buzzing wine bar scene with this electrifying 5-stop crawl designed for those who crave adventure, flavor, and social thrills. Each stop brings its own unique twist—from welcoming pub energy and authentic Italian flair to polished cocktail bars and vibrant Spanish-inspired venues—crafting a night that builds momentum and excitement with every glass. Whether you’re here to indulge in impeccable wine pairings, savor mouthwatering dishes, or mingle in buzzing atmospheres, this crawl promises a carefully curated journey through Paddington’s finest. Lace up your walking shoes and get ready to toast your way through an unforgettable evening of spirited fun and discovery.
Kicking off the crawl with a buzz, The Village Inn sets an upbeat tone with its vibrant pub atmosphere and food-focused approach, inviting you to enjoy approachable wines alongside crowd-pleasing dishes that fuel the night’s adventure.
The next stop is a brief and lively stroll to Vintage Cellars Rushcutters Bay, giving you a moment to anticipate the next tasting.
A unique pivot from traditional bars, this stop offers a treasure trove of curated wines to explore, adding an interactive and discovery-driven element to the crawl, perfect for wine enthusiasts eager to deepen their tasting journey.
The next stop is a scenic walk back into Paddington’s heart, setting the stage for a seamless transition to The Paddington’s upscale charm.
Here the energy elevates with a refined yet inviting atmosphere, where expertly crafted cocktails and a polished wine list pair beautifully with elevated pub fare, transforming the crawl into a sophisticated social affair.
The next stop is a short, spirited walk to Vino e Cucina, where rustic Italian warmth awaits.
This stop infuses old-world Italian charm with lively alfresco dining, offering wood-fired pizza and a well-curated wine list that invites lingering conversations and shared joy under softly glowing lights.
The next stop is an energizing stroll toward Vermuteria in nearby Potts Point, stepping into a new cultural flavor of the crawl.
Closing the crawl with vibrant Spanish flair, Vermuteria delivers an exciting finale of rich vermouths, bold wines, and flavorful small plates, leaving you buzzing from the perfect blend of spirited drinks and lively atmosphere.
The next stop is the conclusion of this thrilling crawl, wrapping up in one of the city’s most dynamic nighttime neighborhoods.
Your Paddington wine bar journey ends here, but the night is still young. Whether you choose to find a cozy corner to reflect on the evening’s flavors or dive into Potts Point’s vibrant nightlife, this crawl has set the perfect tone for ongoing adventure. Share your favorite stops, raise a glass to new friends, and get ready to plan your next spirited exploration through Sydney’s ever-evolving wine scene.
Crawl Map