Name: Four Seasons Hotel Sydney
Price range: $236 total

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Your St. Leonards Vacation

Take in everything this neighborhood has to offer with a customized St. Leonards vacation package. However you picture yourself spending your time here, you'll find endless opportunities for fun, relaxation and adventure. Your trip to St. Leonards wouldn't be complete without a stop at top attractions nearby such as Taronga Zoo, Luna Park and North Sydney Oval. Stop daydreaming and start doing. When it's time to book your next vacation to St. Leonards, Expedia will help you get there.

The Latest St. Leonards Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Huge Harbour View Apartment In Historic Home

Cremorne

$2,951

per person

Dec 24 - Dec 27

found 22 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Sydney (SYD)

No reviews

3-bedroom Home in the Heart of Darlinghurst

Darlinghurst

$4,292

per person

Dec 22 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Sydney (SYD)

10/10 Exceptional! (1 review)

Bright Tamarama 2-bed With Balcony Water View

Tamarama

$3,767

per person

Dec 22 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Sydney (SYD)

No reviews

Bright 2-bed Surry Hills Apartment With Balcony

Surry Hills

$3,450

per person

Dec 22 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Sydney (SYD)

No reviews

Prime Location 2-bed Apartment With Parking

Centennial Park

$3,321

per person

Dec 22 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Sydney (SYD)

8/10 Very Good! (1 review)

Modern, clean fully equipped kitchen in a lovely location with everything you need for a pleasant stay.

Reviewed on Apr 5, 2026

Where to stay in St. Leonards

Find the best St. Leonards areas and neighborhoods for the activities you enjoy most. Learn more about St. Leonards

A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

2 out of top 10 points of interest in this area

Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.

A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services.

A lake with reflections of tall buildings, surrounded by trees and a clear sky.

Sydney Olympic Park

2 out of top 10 points of interest in this area

Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services.

St. Leonards Hotel Deals

Shangri-La Sydney

176 Cumberland Street The Rocks NSW

Fully refundableReserve now, pay when you stay

$199 nightly

$219 total

Nov 15 - Nov 16

Total with taxes and fees

9.2/10 Wonderful! (2,895 reviews)

"An absolutely unforgettable stay! The unmatched, panoramic views of the Sydney Harbour Bridge and Opera House directly from our room were worth every penny—waking up to that sight every morning was magical. The staff provided warm and attentive service from start to finish, the room was incredibly ..."

Reviewed on Nov 4, 2026

Hyatt Regency Sydney

161 Sussex Street Sydney NSW

Fully refundableReserve now, pay when you stay

$171 nightly

$188 total

Nov 8 - Nov 9

Total with taxes and fees

9/10 Wonderful! (2,206 reviews)

"my breakfast was cold and only chicken sausage"

Reviewed on Nov 4, 2026

Four Seasons Hotel Sydney

199 George St. Sydney NSW

Fully refundableReserve now, pay when you stay

$215 nightly

$236 total

Nov 15 - Nov 16

Total with taxes and fees

See all 6,478 properties in St. Leonards

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.