📅 Open Today: Crawl likely open on Sundays
Get ready for a night of live music and delicious food in Woollahra! This pub crawl will take you to 5 amazing venues including Woollahra Hotel, The Bellevue Hotel, Paddo RSL, Tea Gardens Hotel, and The Bar – Dining and Classic Cocktails. Enjoy trendy pubs, rooftop bars, and food-centric spots while immersing yourself in the vibrant nightlife of Woollahra. Grab your friends and experience the best of this stylish location!
Last updated: May 2025
Kick off your night in Woollahra with an energetic blend of live music, vibrant atmospheres, and culinary adventures. This carefully curated 5-stop bar crawl takes you from contemporary pub terraces and stylish craft beer havens to bustling live music venues and timeless historic pubs. Each stop amps up the excitement, offering a unique mix of bold flavors, buzzing crowds, and rhythmic tunes that invite you to mingle, dance, and savor every moment. Whether you’re a devoted music lover or a food-centric explorer, this crawl delivers a lively, adventurous journey through Woollahra’s thriving nightlife scene.
Launch your crawl in style at Woollahra Hotel, where a modern pub vibe meets a chic French bistro. The buzzing terrace sets a lively tone while inventive cocktails and elevated pub fare prepare you for an evening of dynamic social energy.
The next stop is a short, invigorating stroll through the charming streets of Paddington, perfect for keeping the momentum alive and anticipation high.
Step into The Bellevue Hotel’s stylish tavern where craft beers and fresh seafood dishes fuel spirited conversations. This stop raises the energy with its polished yet lively ambiance, ideal for connecting over bold flavors and dynamic brews.
The next stop is an easy, energizing walk down Oxford Street, letting you soak up the vibrant local scene en route to the next hotspot.
Dive into Paddo RSL’s spirited live music and hearty menu offerings. The venue’s energetic upstairs event space amps the atmosphere, making it a perfect pivot point for dancing, mingling, and celebrating with friends.
The next stop is a lively walk that blends urban buzz with local charm, guiding you toward a historic pub with enduring charisma.
Experience the timeless energy of Tea Gardens Hotel, where art deco elegance meets a vibrant crowd. Large screens, a strong drinks selection, and a spirited vibe make this an essential jump in your live music and social adventure.
The next stop is a brisk, mood-elevating walk to Double Bay, setting the stage for a sophisticated grand finale.
Cap off your night at The Bar with its refined atmosphere, plush seating, and expertly crafted cocktails. This upscale stop offers a smooth transition from lively beats to a classy close, wrapping the crawl in style and memorable flavor.
The crawl concludes here, where you can linger comfortably or plan your next adventure.
This 5-stop Woollahra live music bar crawl pulses with ever-evolving energy—from trendy terraces and stylish taverns to historic pubs and upscale lounges. Perfect for adventurous night owls craving bold tastes, craft brews, and unforgettable tunes, it invites you to dive deep into Sydney’s vibrant social heartbeat. Ready to make memories? Lace up your walking shoes, gather your crew, and let the music and flavor lead the way.
Crawl Map