St. Leonards Vacations from $1,264

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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.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
$1,264
per person
Oct 23 - Oct 28
found 24 hours ago
Roundtrip flight included
Los Angeles (QLA) to Sydney (SYD)
8.4/10 Very Good! (1,004 reviews)
The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

Chippendale
$2,051
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
9.2/10 Wonderful! (584 reviews)
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
$1,508
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.2/10 Very Good! (2,874 reviews)
Spacious 3-bed Home in Princeton Pearl Double Bay

Spacious 3-bed Home in Princeton Pearl Double Bay

Double Bay
$1,580
per person
Oct 23 - Oct 26
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
No reviews
Bright 2-bed Surry Hills Apartment With Balcony

Bright 2-bed Surry Hills Apartment With Balcony

Surry Hills
$1,407
per person
Oct 23 - Oct 26
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
No reviews

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 street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

Historic area near Sydney's city center, The Rocks boasts close proximity to Circular Quay and Harbour Bridge views. Explore weekend Rocks Market, galleries, and historic pubs like Fortune of War, while enjoying walkable streets and easy rail access.

A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

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.

A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

Beach-side suburb with easy ferry access, Manly offers a mix of ocean and harbor beaches, scenic cycle tracks, and a lively commercial area along The Corso. Explore historic sites like North Head Quarantine Station and enjoy outdoor dining.

St. Leonards Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$229 nightly
$252 total
Aug 23 - Aug 24
Total with taxes and fees
9.6/10 Exceptional! (2,267 reviews)
"Stayed in this hotel for three nights. The room with the full Harbour View is not quiet at night as you can hear the traffic noise the whole night. One of night was windy and raining. There was strange sound like loose window clang clang"

Reviewed on Aug 11, 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$205 nightly
$225 total
Sep 6 - Sep 7
Total with taxes and fees
9.2/10 Wonderful! (2,797 reviews)
"The staff was truly amazing and so so helpful. Room was perfect with gorgeous view. The whole stay was perfect. Would definitely go back again when I am in Sydney."

Reviewed on Aug 11, 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$192 nightly
$211 total
Aug 16 - Aug 17
Total with taxes and fees
9/10 Wonderful! (2,128 reviews)
"The breakfast was amazing and a huge variety of everything."

Reviewed on Aug 10, 2026

Hyatt Regency Sydney
See all 6,470 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.

Things to do

SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

$111
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

$50
per adult
94% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Sydney Harbour Dinner Cruise Latin Fiesta

Sydney Harbour Dinner Cruise Latin Fiesta

$81
per adult
Sydney Harbour Dinner Cruise Latin Fiesta
See all activities in Sydney
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.