# Things to Do in Sydney with Friends This Weekend \(Oct 16–18\)

Things to do in Sydney with friends this weekend, Oct 16–18: 4 dated events, buzzy bars, group-friendly restaurants and plans. Updated Oct 14.

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This weekend in Sydney: Fri, Oct 16 – Sun, Oct 18, 2026 · 4 dated events

Updated: Oct 14, 2026

What's on in Sydney, Australia this week — the spots locals are packing, buzzy restaurants, and weekend plans worth texting the group chat about.

## Happening Today

Wednesday evening plans and live shows around town

### My Fair Lady \(Australia\)
Classic musical theater production taking over the iconic stage on Bennelong Point.
- Venue: Sydney Opera House- Joan Sutherland Theatre
- Location: Bennelong Point, Sydney
- Date: 2026-10-14 1:00 PM
- Cost: $$$
- Best for: Theater lovers
- Link: https://www.ticketmaster.com.au/my-fair-lady-australia-sydney-14-10-2026/event/1300632BBC124611

### Aaron Chen - Technology
Sharp, deadpan stand-up comedy inside one of the city's grandest heritage venues.
- Venue: State Theatre, Sydney
- Location: CBD, Sydney
- Date: 2026-10-14 7:30 PM
- Cost: $$
- Best for: Comedy fans
- Link: https://www.ticketmaster.com.au/aaron-chen-technology-sydney-14-10-2026/event/13006527A0DF6D82

### King Gizzard & The Lizard Wizard \(Rave Show\)
Late-night electronic rave set from psych-rock royalty in the heart of the Entertainment Quarter.
- Venue: Liberty Hall
- Location: Moore Park, Sydney
- Date: 2026-10-14 22:30
- Cost: $$
- Best for: Music enthusiasts
- Link: https://www.moshtix.com.au/v2/event/king-gizzard-the-lizard-wizard-rave-show-/198026

## This Weekend in Sydney, Australia

Big matches, derby clashes, and live gigs for the weekend

### Sydney Derby: Sydney FC v Western Sydney Wanderers FC
The fierce crosstown football rivalry comes to Allianz Stadium under Friday night lights.
- Venue: Allianz Stadium
- Location: Moore Park, Sydney
- Date: 2026-10-16 8:00 PM
- Cost: $$
- Best for: Sports fans
- Link: https://www.ticketmaster.com.au/sydney-derby-202627-aleague-sydney-fc-v-sydney-sydney-16-10-2026/event/13006323B0F21D4F

### Direct From UK - The Rod Stewart Show
A high-energy tribute celebration of timeless classic rock anthems at the historic State Theatre.
- Venue: State Theatre, Sydney
- Location: CBD, Sydney
- Date: 2026-10-16 19:30
- Cost: $$$
- Best for: Music lovers
- Link: https://www.ticketmaster.com.au/direct-from-uk-the-rod-stewart-sydney-16-10-2026/event/13006435AD9266FD

### SAFIA Internal 10 Year Anniversary Tour
Electronic indie-pop trio celebrating a decade of atmospheric synth-laden tracks live.
- Venue: Liberty Hall
- Location: Moore Park, Sydney
- Date: 2026-10-16 19:30
- Cost: $$
- Best for: Indie fans
- Link: https://www.moshtix.com.au/v2/event/safia-internal-10-year-anniversary-tour/198787

## Eat & Drink

Buzzy spots, morning fuel, and coastal dining

### bills Surry Hills
Start the morning with world-famous ricotta hotcakes and fresh corn fritters in a sunlit dining room.
- Location: Surry Hills, Sydney
- Cost: $$
- Best for: Brunch lovers
- Link: https://www.google.com/search?q=bills%20Surry%20Hills%20Surry%20Hills%2C%20Sydney

### Icebergs Dining Room and Bar
Breathtaking ocean views over Bondi Beach paired with polished, seafood-forward Italian dining.
- Location: Bondi Beach, Sydney
- Cost: $$$$
- Best for: Special occasions
- Link: https://www.google.com/search?q=Icebergs%20Dining%20Room%20and%20Bar%20Bondi%20Beach%2C%20Sydney

## New & Notable

Spring blooms, outdoor exhibitions, and seasonal highlights

### Sculpture by the Sea, Bondi
The world's largest free public outdoor sculpture exhibition transforms the coastal walk between Bondi and Tamarama.
- Venue: Bondi Coastal Walk
- Location: Bondi to Tamarama, Sydney
- Date: 2026-10-16 All Day
- Cost: $
- Best for: Art and nature lovers
- Link: https://www.google.com/search?q=Sculpture%20by%20the%20Sea%2C%20Bondi%20Bondi%20to%20Tamarama%2C%20Sydney

### Spring Jacaranda Bloom Walk
Mid-spring brings a stunning canopy of vibrant purple blooms across the Royal Botanic Garden and historic city streets.
- Location: Sydney CBD & Botanic Gardens
- Cost: $
- Best for: Photographers and walkers
- Link: https://www.google.com/search?q=Spring%20Jacaranda%20Bloom%20Walk%20Sydney%20CBD%20%26%20Botanic%20Gardens

## Quick Escape

Easy weekend getaways within driving distance of Sydney, Australia

### Blue Mountains National Park & Leura
A crisp mountain air escape featuring dramatic sandstone escarpments, eucalyptus forests, and charming garden villages like Leura.
- Location: Blue Mountains \(2-hour drive from Sydney\)
- Cost: $$$
- Best for: Hikers and nature seekers
- Link: https://www.google.com/search?q=Blue%20Mountains%20National%20Park%20%26%20Leura%20Blue%20Mountains%20(2-hour%20drive%20from%20Sydney)

### Southern Highlands Wine & Country Weekend
Explore rolling green hills, heritage country towns like Bowral, boutique cool-climate vineyards, and cosy fireside dining.
- Location: Southern Highlands \(1.5-hour drive from Sydney\)
- Cost: $$$
- Best for: Food and wine enthusiasts
- Link: https://www.google.com/search?q=Southern%20Highlands%20Wine%20%26%20Country%20Weekend%20Southern%20Highlands%20(1.5-hour%20drive%20from%20Sydney)

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