A marina with numerous sailboats docked along a waterfront, surrounded by buildings and trees.
Photo by John Woodrow
Open Photo by John Woodrow

Darling Point Vacations from $2,951

Book a Hotel + Flight or Car together to unlock savings

Your Darling Point Vacation

Immerse yourself in all this neighborhood has to offer with a customized Darling Point vacation package. However you imagine spending your time here, you'll find endless opportunities for fun, relaxation and adventure. Want to do some sightseeing during your trip to Darling Point? Be sure to stop by nearby attractions such as Bondi Beach, Centennial Park and Royal Randwick Racecourse. Expedia can help turn your dream Darling Point vacation into reality, no matter your budget or travel plans.

The Latest Darling Point Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A modern living room with a large bay window, a sofa, a coffee table, and a television on a wooden cabinet.
    Dec 22 - Dec 27

    Huge Harbour View Apartment In Historic Home + Flight

    Cremorne
    3 nights
    2.5 star property
    Roundtrip • Chicago (CHI) - Sydney (SYD)
    ORD - SYD • 1 stop SYD - ORD • 1 stop
    $3,711
    $2,951
    per traveler
    found 2 days ago
    Huge Harbour View Apartment In Historic Home
  • A modern living room with a large sofa, dining table, and chairs. There is a ceiling fan, artwork on the walls, and a view of the ocean through large windows.
    Dec 20 - Dec 27

    Bright Tamarama 2-bed With Balcony Water View + Flight

    Tamarama
    5 nights
    2.5 star property
    Roundtrip • Chicago (CHI) - Sydney (SYD)
    ORD - SYD • 1 stop SYD - ORD • 1 stop
    $5,061
    $3,681
    per traveler
    found 2 days ago
    Bright Tamarama 2-bed With Balcony Water View
  • A modern living room with a sofa, round coffee table, and a TV on a wooden stand.
    Dec 20 - Dec 27

    Prime Location 2-bed Apartment With Parking + Flight

    Centennial Park
    5 nights
    2.5 star property
    8.0/10 - Very good (1 review)
    "Modern, clean fully equipped kitchen in a lovely location with everything you need for a pleasant stay."
    Reviewed April 5, 2026
    Roundtrip • Chicago (CHI) - Sydney (SYD)
    ORD - SYD • 1 stop SYD - ORD • 1 stop
    $4,302
    $3,293
    per traveler
    found 2 days ago
    Prime Location 2-bed Apartment With Parking
  • A room with a blue sofa, a dining table with chairs, and large windows with a view of greenery.
    Dec 28 - Jan 4

    Relaxing Stay Near Fairlight's Scenic Spots + Flight

    Fairlight
    5 nights
    2.0 star property
    Roundtrip • Chicago (CHI) - Sydney (SYD)
    ORD - SYD • 1 stop SYD - ORD • 1 stop
    $5,809
    $4,524
    per traveler
    found 15 hours ago
    Relaxing Stay Near Fairlight's Scenic Spots
  • A modern apartment with a bedroom, kitchenette, and a large window offering a city view.
    Dec 20 - Dec 27

    Bondi Studio Apartment With Pool & Rooftop Views + Flight

    Bondi
    5 nights
    2.5 star property
    Roundtrip • Chicago (CHI) - Sydney (SYD)
    ORD - SYD • 1 stop SYD - ORD • 1 stop
    $3,869
    $3,132
    per traveler
    found 2 days ago
    Bondi Studio Apartment With Pool & Rooftop Views

Where to stay in Darling Point

Find the best Darling Point areas and neighborhoods for the activities you enjoy most. Learn more about Darling Point
Learn more about Darling Point
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

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 modern building with a glass facade and a distinctive white roof, situated by a waterfront.

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

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 coastal swimming pool with clear blue water, surrounded by rocky terrain and a building labeled 'Bondi Icebergs'.

Bondi Beach

See a perfect example of the Australian beach lifestyle in this famous Sydney neighborhood with ocean pools, excellent surf and a bustling brunch scene.

A waterfront with a ferry named 'Ocean Wave' and a building labeled 'MANYLY WHARF'.
Photo by Where Adventures Be
Open Photo by Where Adventures Be

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.

Discover the most popular places to visit in Darling Point

Cruising Yacht Club of Australia

Explore the waterfront in Sydney with a trip to Cruising Yacht Club of Australia. Experience the acclaimed art scene and fascinating museums in this walkable area.
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What to do near Darling Point

Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

$44
per adult
86% of travelers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
See all activities near Darling Point

Darling Point Hotel Deals

A table with a champagne bottle, two glasses, and a bowl of berries. A cityscape with a bridge and opera house is visible through the window.

Macleay Hotel

Macleay Hotel
4.0 star property
0.7 mi from Darling Point
8.8 out of 10, Excellent, (1,000 reviews)
$171 nightly
The price is $189
Dec 1 - Dec 2
Total with taxes and fees
Macleay Hotel
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.
See all properties in Darling Point
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.