đź“… Open Today: Crawl likely not fully open on Sundays
Embark on a lively night out in Paddington with our Wine Bar Crawl! Visit 5 top venues including Berkelouw Café 1812, 10 William St, Vermuteria, The Paddington, and Vino e Cucina Italian Restaurant Sydney. Enjoy a variety of sophisticated Italian cuisine, classy cocktails, and fashionable bistro offerings. Get ready for a fun and memorable evening in the heart of Paddington!
Last updated: May 2025
Berkelouw Books Level One, 19 Oxford Street, Paddington
~920m walk to next stop
Kick off your Paddington night with an electrifying wine bar crawl that pulses with energy and social buzz. This 5-stop journey pairs diverse atmospheres—from a retro bookshop haven to intimate Italian bistros, and vibrant Spanish-inspired flavors, culminating in a stylish pub and rustic alfresco Italian charm. Each stop invites you to dive deeper into Paddington’s lively wine culture, with perfectly curated drinks and unforgettable vibes that build momentum as you go. Whether you’re clinking glasses among bookshelves or savoring wood-fired pizza under the stars, this crawl promises an adventurous blend of taste and scene, ideal for wine lovers and social explorers alike.
Launch your evening surrounded by the buzz of literature and lively conversations in this unique wine bar nested within a vibrant bookshop. Berkelouw Café 1812’s airy, retro-inspired space sets an inviting tone, blending casual sophistication with a curated wine list that sparks curiosity and connection.
The next stop is a brief, energizing stroll through Paddington’s stylish streets, setting the pace for an evening of culinary and wine discoveries.
Step into refined intimacy where Italian elegance meets an extensive European wine selection. This two-level bistro adds a sophisticated yet warm layer to the crawl, elevating the experience with rich flavors and a lively atmosphere that invites conversation and connection.
The next stop is a brisk walk that shifts the vibe toward spirited Spanish-inspired flavors, keeping energy levels high.
Inject some spirited Spanish flair into the night at Vermuteria, where food-centric innovation meets a vibrant wine bar scene. This stop adds zest and depth to the crawl, encouraging lively interactions over expertly paired wines and tantalizing small plates.
The next stop is a short, upbeat walk back into Paddington’s heart, preparing you for a stylish pub experience with a modern twist.
Immerse yourself in a fashionable bistro setting that masterfully blends elevated pub fare with expertly crafted cocktails and a curated wine list. The Paddington’s vibrant energy and refined charm create the perfect prelude to the crawl’s grand finale.
The next stop is a lively stroll through Paddington’s picturesque streets, leading you to authentic Italian charm and alfresco delights.
Cap off the night with rustic-chic vibes and the warmth of outdoor Italian hospitality. Vino e Cucina invites you to savor wood-fired pizzas and a thoughtfully curated wine list under soft lighting, delivering a festive, convivial atmosphere to celebrate the crawl’s spirited journey.
This final destination wraps the crawl in a cozy, vibrant setting—perfect for lingering laughter and last-toasts.
From literary lounges to rustic courtyards, this Paddington wine bar crawl is your ticket to an adventurous night of discovery, delicious sips, and vibrant social moments. Whether you’re reconnecting with friends or making new ones, each stop builds on the last, transforming an evening out into an unforgettable wine-fueled escapade. Grab your crew, follow the trail, and let Paddington’s energetic wine scene sweep you into its lively embrace.
Crawl Map