đź“… Open Today: Crawl likely not fully open on Sundays
Get ready to sip your way through Paddington on this wine bar crawl! Explore 7 top venues including The Village Inn Paddington, Vintage Cellars Rushcutters Bay, Sonora Potts Point, Black Bottle, Berkelouw Café 1812, The Paddington, and Vino e Cucina Italian Restaurant Sydney. Indulge in a variety of wines, cocktails, and delicious bites while enjoying the vibrant atmosphere of this trendy neighborhood. Don't miss out on this fun and memorable night out with friends!
Last updated: May 2025
Berkelouw Books Level One, 19 Oxford Street, Paddington
~1053m walk to next stop
Dive headfirst into Paddington’s dynamic wine scene with this expertly crafted 7-stop crawl designed to thrill your palate and ignite your social spirit. Starting amid the vibrant buzz of a beloved local pub, this journey curves through eclectic spaces where rustic charm meets urban chic. Each venue presents a unique twist—from hearty, food-forward pubs and authentic Mexican zest to refined French elegance and rustic Italian warmth. You’ll traverse an evolving tapestry of moods and flavors, perfect for adventurous sippers eager to explore bold wines paired with standout bites. This isn’t just a crawl; it’s a spirited exploration through Paddington’s most exciting wine bars, promising lively conversations, unforgettable tastes, and a night brimming with energy.
Kick off your evening at this vibrant pub where exceptional food meets a lively crowd. The Village Inn sets the tone with its inviting atmosphere and approachable wine offerings, fueling your appetite and excitement for the night ahead.
The next stop is a brief, invigorating stroll that shifts the vibe from bustling pub energy to a treasure trove of curated wines, perfect for elevating the crawl’s adventure.
This spot adds a unique layer to the crawl with its expansive wine selection, inviting you to discover rare finds and deepen your appreciation for fine vintages before stepping back into the lively social scene.
The next stop is a short, scenic walk that transports you into a vibrant Mexican-inspired hotspot, ramping up the energy with bold flavors and spirited cocktails.
Sonora electrifies the crawl with its industrial-chic vibe and mouthwatering Mexican cuisine, paired with an extensive margarita and wine menu that injects a playful zest and keeps the momentum soaring.
The next stop is a lively, walk that transitions from bold Mexican flavors to the intimate charm of a French-inspired wine bar, offering a sophisticated yet cozy interlude.
Here, authentic French cuisine and a curated wine list create a comfortable yet refined pause, blending warmth and quality to refresh your senses and prepare for the next stage of the crawl.
The next stop is a short stroll back into Paddington’s heart, where a literary-themed café-bar awaits with easygoing charm and a playful twist on wine enjoyment.
This unique bookshop café-bar invites a spirited break amid shelves of stories, pairing a lively wine selection with a vibrant crowd eager to mingle, setting the stage for a stylish rise in tempo.
The next stop is a short, fashionable walk that leads you to a classy bistro where elevated wines and cocktails command attention, lifting the crawl’s sophistication and energy levels.
The Paddington blends classic pub charm with polished style, serving expertly crafted wines and cocktails that elevate the atmosphere—perfect for those craving a chic yet lively finale.
The next stop is a brief walk that transports you to a rustic Italian gem, inviting you to savor robust flavors and convivial vibes as the night peaks.
Wrap up your adventure in this rustic-chic Italian spot where expertly paired wines and wood-fired classics create a warm, jubilant finale. The courtyard buzzes with joyous camaraderie, sealing the crawl with authentic flavor and spirited celebration.
The next stop is the end of the crawl, leaving you perfectly positioned to linger over your last glass or continue the night’s adventure nearby.
This 7-stop Paddington wine bar crawl is your passport to an electrifying night filled with diverse flavors, dynamic atmospheres, and unforgettable social moments. Whether you’re a seasoned wine lover or an adventurous newcomer, each venue invites you to sip boldly, share stories, and dive deep into Sydney’s vibrant wine culture. So lace up your walking shoes, rally your crew, and get ready to toast to new experiences in one of the city’s most spirited neighborhoods. Cheers to the ultimate wine journey!
Crawl Map