Ultimate 3-Stop Woolloomooloo Hotel Bar Crawl: Waterfront Glam to Craft Beer Gems

📅 Open Today: Crawl likely open on Sundays

Embark on a night of fun in Woolloomooloo with our Hotel Bar Crawl Extravaganza! Visit 3 top venues including Manta Restaurant, Castlereagh Boutique Hotel, Ascend Hotel Collection, and Bitter Phew. Enjoy waterfront dining, chic hotel bars, and a cosy craft beer spot. A perfect blend of upscale and laid-back vibes for a memorable evening out!

Woolloomooloo 3 stops 2.9 hourshotel_bar

Last updated: May 2025

Map for 3-Stop Woolloomooloo Hotel bar Bar Crawl

🟢 Sun🔴 Mon🔴 Tue🟢 Wed🟢 Thu🟢 Fri🟢 Sat

Highlights

•1. Start with upscale waterfront vibes and fresh seafood at Manta Restaurant. 2. Step into timeless elegance and warm hospitality at Castlereagh Boutique Hotel Bar. 3. Finish strong with an ever-evolving craft beer selection at Bitter Phew.

Stops

Manta Restaurant

6/6 Cowper Wharf Roadway, Woolloomooloo

4.4

~1151m walk to next stop

Castlereagh Boutique Hotel, Ascend Hotel Collection

169 Castlereagh St, Sydney NSW 2000, Australia

3.9

~1011m walk to next stop

Bitter Phew

1/137 Oxford Street, Darlinghurst

4.7

3-Stop Woolloomooloo Hotel bar Bar Crawl

Kick off your night in Woolloomooloo with a bar crawl that pulses with energy and sophistication. Begin at Manta Restaurant, where the shimmering waterfront sets the stage for an elevated seafood and grill experience, fueling your night with bold flavors and stylish ambiance. Next, transition to the historic allure of the Castlereagh Boutique Hotel Bar, where art deco elegance meets intimate conviviality, creating a perfect mid-crawl atmosphere to savor premium drinks and connect with friends. Finally, dive into the spirited world of craft beer at Bitter Phew in nearby Darlinghurst, where rustic charm and expertly curated brews invite you to unwind and explore new tastes. This crawl is crafted to build momentum, blending upscale dining with heritage charm and craft beer enthusiasm for an unforgettable urban night out.

The Stops in Detail

1. Manta Restaurant

Setting the tone with its chic waterfront location and a menu that champions fresh seafood and grilled delights, Manta Restaurant ignites the crawl with elevated flavors and a vibrant atmosphere perfect for energizing your evening.

The next stop is a brisk and scenic walk from Woolloomooloo into Sydney’s CBD, allowing you to shift gears from waterfront glam to art deco sophistication.

2. Castlereagh Boutique Hotel, Ascend Hotel Collection

This heritage-listed art deco gem offers a refined yet warm setting, infusing the crawl with classic elegance and thoughtfully crafted drinks that provide a perfect mid-point recharge.

The next stop is a lively stroll heading east into Darlinghurst, setting the stage for a shift from polished hotel bars to an intimate craft beer hotspot.

3. Bitter Phew

Concluding the crawl with a punch of personality, Bitter Phew offers an energetic dive into craft beer culture nestled in a cozy yet upbeat setting, ideal for discovering new brews and embracing late-night revelry.

The next stop is the end of the crawl, located just a short walk along bustling Oxford Street, leaving you perfectly placed to continue your night if you wish.

Popular Drinks

This Woolloomooloo hotel bar crawl packs an adventurous punch, blending stunning waterfront dining, timeless elegance, and craft beer culture into one seamless night of unforgettable experiences. Whether you’re celebrating with friends or exploring the city’s vibrant bar scene solo, this journey promises to keep the energy high and the good times flowing. Ready to make your mark on Woolloomooloo’s nightlife? Grab your crew and dive in!