Willoughby Vacations from $1,570

Book a Hotel + Flight or Car together to unlock savings

Your Willoughby Vacation

Take in everything this neighborhood has to offer with a customized Willoughby vacation package. However you imagine spending your time here, you'll find countless opportunities for fun, adventure and relaxation. Not sure what to do and see during your trip to Willoughby? Nearby attractions such as North Sydney Oval, St. Leonards Park and Chinamans Beach are excellent places to start. Expedia can put your travel plans into action. Book your perfect Willoughby vacation today.

The Latest Willoughby Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Spacious 2-bed Townhouse With Garage & Patio

Spacious 2-bed Townhouse With Garage & Patio

Alexandria
$1,570
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Sydney (SYD)
No reviews
Spacious Inner-city House With Balcony Views

Spacious Inner-city House With Balcony Views

Millers Point
Save 100% on your flight
$2,320
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Sydney (SYD)
9/10 Wonderful! (2 reviews)
.

Reviewed on Jul 15, 2026

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

Darlinghurst
$1,944
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Sydney (SYD)
10/10 Exceptional! (1 review)
Spacious 3-bed Family House With Courtyard

Spacious 3-bed Family House With Courtyard

Balmain
$1,664
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Sydney (SYD)
No reviews
Bright Family Home in Rydalmere With Yard & BBQ

Bright Family Home in Rydalmere With Yard & BBQ

Rydalmere
$1,619
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Sydney (SYD)
No reviews

Where to stay in Willoughby

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

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.

Willoughby Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$264 nightly
$291 total
Sep 13 - Sep 14
Total with taxes and fees
9.6/10 Exceptional! (2,254 reviews)
"Perfect location, everything convenient but standout is the bed - after a very long trip best sleep ever"

Reviewed on Aug 26, 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$203 nightly
$223 total
Sep 13 - Sep 14
Total with taxes and fees
9.2/10 Wonderful! (2,829 reviews)
"Understated excellence. Really enjoyed staying on floor 31 with access to the clubroom. Well worth it for the views alone. Amazing staff, thanks to Jane and the 2 Johns. Everyone was so friendly ."

Reviewed on Aug 26, 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$175 nightly
$193 total
Sep 13 - Sep 14
Total with taxes and fees
9/10 Wonderful! (2,155 reviews)
"Bathroom floors and showers not very clean and need updating."

Reviewed on Aug 26, 2026

Hyatt Regency Sydney
See all 6,528 properties in Willoughby
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.

Stay near popular Willoughby attractions

Willoughby Leisure Center

8.0/10 (1 review)
Enjoy a stop at Willoughby Leisure Center, an entertaining place to visit in Sydney. Check out the shops and top-notch restaurants in this walkable area.
See properties

Things to do

SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

$111
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Beautiful view of the Canberra in Australia

Canberra Discovery Tour - Australia's Capital by Gray Line Sydney

$132
per adult
72% of travellers recommend
Canberra Discovery Tour - Australia's Capital by Gray Line Sydney
Sydney Harbour BridgeMuseum - Day Session

Sydney Harbour BridgeMuseum - Day Session

$25
per adult
Sydney Harbour BridgeMuseum - Day Session
See all activities in Sydney

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.