Top 4 Bars & Entertainment Spots in Sydney

Stunning night view of Sydney Opera House and city skyline with vibrant lights.
Nishess Shakya, Pexels

Sydney's bar and drinking scene is vibrant and has recently undergone a significant revitalization, offering a diverse array of venues that cater to various tastes, from world-class cocktail lounges to sophisticated rooftop bars with stunning views.

Entertainment and Music:

Sydney boasts a dynamic music and entertainment landscape, offering a mix of historic venues and contemporary spaces that cater to a wide array of musical tastes and social experiences.

For those seeking live music, the historic Enmore Theatre consistently features a diverse range of local and international acts, while Mary's Underground provides an intimate setting for jazz, soul, and indie performances. Additionally, venues like Deadwax on Enmore Road offer a late-night music-oriented bar experience, complete with curated vinyl selections and DJs.

1. Maybe Sammy

Type: Cocktail Bar

Inspired by the Rat Pack era of the 1950s and 60s, this world-renowned bar delivers theatrical cocktails in an elegant setting. Expect attentive service and a sophisticated atmosphere with a touch of old-world glamour.

Getting There: Located in The Rocks, it is easily walkable from Circular Quay, a major public transport hub for ferries, trains, and buses. Alternatively, a short taxi or rideshare service is available from most city areas.

2. Henry Deane

Type: Rooftop Bar

Perched atop the historic Hotel Palisade, this sophisticated venue offers sweeping, uninterrupted views of the Sydney Harbour Bridge and Darling Harbour. It provides a luxurious yet relaxed setting, popular for both day and evening drinks.

Getting There: Situated in Millers Point, it is a pleasant uphill walk from The Rocks or Circular Quay. Taxis and rideshare services provide direct access to the hotel entrance.

3. Old Mate's Place

Type: Rooftop & Speakeasy Bar

This hidden gem in the CBD offers a relaxed rooftop oasis, ideal for enjoying a casual beer or chic cocktails with city skyline views. Below, a moody main bar and a basement tiki-themed 'Old Love's' bar provide alternative atmospheres.

Getting There: Found in the Sydney CBD, it is within walking distance of major train stations like Town Hall and Wynyard. While there are over 100 steps to reach the rooftop, it is easily accessible by foot from central locations.

4. The Gidley (Lounge Bar)

Type: Lounge Bar

Nestled in the CBD, the Lounge Bar at The Gidley offers an intimate and opulent experience with plush furnishings and an old-school charm. It is an ideal spot for a sophisticated evening, serving classic drinks in a quiet, luxurious setting.

Getting There: Located on King Street in the Sydney CBD, it is easily accessible by walking from surrounding business and hotel districts. Major public transport connections at Town Hall and Wynyard are also within a short walk.