đź“… Open Today: Crawl likely open on Sundays
Get ready for a night of cocktail magic in Woollahra! Join us on a trendy crawl through 3 venues, including Woollahra Hotel, I Maccheroni Italian Osteria, and P&V Paddington. Experience the modern pub vibes, terrace bars, and rooftop scenes while sipping on delicious drinks. Whether you're a cocktail connoisseur or just looking for a fun night out, this crawl is perfect for you. Let's toast to good times and great cocktails in Woollahra!
Last updated: May 2025
Kickstart your night in Woollahra with a cocktail crawl that fuses contemporary vibes, culinary craftsmanship, and spirited social energy. This three-stop journey launches at the Woollahra Hotel, where a modern pub atmosphere meets inventive French-inspired cocktails and buzzing terrace energy. Next, dive into Italian passion and hearty flavors at I Maccheroni, where fresh pasta and curated wines create a lively, convivial feast. Conclude your adventure at P&V Paddington, a stylish wine bar blending vibrant buzz with an extensive selection to keep the excitement flowing. Each stop builds on the last, crafting an exhilarating night full of bold tastes, dynamic spaces, and social connection.
Start strong at Woollahra Hotel, where sleek design and a lively terrace set the tone for an energetic evening. This spot’s innovative cocktails and vibrant pub buzz create the perfect launchpad for your night.
The next stop is a short, lively stroll through Woollahra’s charming streets, giving you a moment to anticipate the rich Italian flavors ahead.
Dive into authentic Italian warmth and bold flavors at I Maccheroni, where fresh pasta and curated wines ignite the night with genuine charm and spirited hospitality.
The next stop is a brisk walk that transitions you from intimate Italian indulgence to a vibrant wine bar scene that raises the energy even higher.
Cap off the crawl at P&V Paddington, a stylish hotspot where an extensive wine selection and lively atmosphere keep the buzz alive for a memorable finale.
This final stop wraps up the crawl within easy reach of Paddington’s nightlife, perfect for continuing your evening or savoring one last cocktail.
From the first inventive sip to the last celebratory glass, this Woollahra cocktail crawl is designed to ignite your night with flavor, flair, and fun. Whether you’re chasing bold cocktails, authentic cuisine, or vibrant social scenes, this curated path delivers it all. Ready to explore Woollahra’s spirited secrets? Grab your crew and dive into a night that promises excitement around every corner.
Crawl Map