Chatswood Vacations from $2,063

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Your Chatswood Vacation

Planning your next break just got a whole lot easier with a vacation package to Chatswood. Take in the best this neighborhood has to offer while creating incredible memories you'll replay for years. Your trip to Chatswood wouldn't be complete without stopping by leading attractions nearby such as North Sydney Oval, St. Leonards Park and Chatswood Chase. Don't just dream it — make it a reality! Lock in your perfect Chatswood vacation with Expedia and travel your way.

The Latest Chatswood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Fairlight 2-bed Apartment Steps From the Beach

Fairlight 2-bed Apartment Steps From the Beach

2.5 out of 5
Fairlight
Price was $2,767, price is now $2,063 per person
$2,063
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
No reviews

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

2.5 out of 5
Darlinghurst
Price was $4,253, price is now $3,010 per person
$3,010
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
10/10 Exceptional! (1 review)

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was $3,731, price is now $2,863 per person
$2,863
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.2/10 Very Good! (3,023 reviews)
Great location, close to darling harbour , clean and had parking on site. Staff friendly

Reviewed on Oct 31, 2026

The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

4.5 out of 5
Chippendale
Price was $2,811, price is now $2,203 per person
$2,203
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
9.2/10 Wonderful! (593 reviews)

Nesuto Woolloomooloo Sydney Apartments

Nesuto Woolloomooloo Sydney Apartments

3.5 out of 5
Woolloomooloo
Price was $4,029, price is now $3,240 per person
$3,240
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
Excellent communication. Great value for money. Helpful staff. Great toom. Dated interior and stains on carpet were only negative. Would happily recommend.

Reviewed on Oct 24, 2026

Where to stay in Chatswood

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

Find hotels in Sydney Central Business District

Chatswood Hotel Deals

Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
$226 nightly
The price is $249 total per night from Nov 8 to Nov 9
$249 total
Nov 8 - Nov 9
Total with taxes and fees
9.2/10 Wonderful! (2,894 reviews)
"You cannot fault the Shangri-La. simple ."

Reviewed on Oct 31, 2026

Shangri-La Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$268 nightly
The price is $295 total per night from Nov 1 to Nov 2
$295 total
Nov 1 - Nov 2
Total with taxes and fees
9.6/10 Exceptional! (2,275 reviews)
"wwww"

Reviewed on Oct 31, 2026

Four Seasons Hotel Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $210 total per night from Nov 1 to Nov 2
$210 total
Nov 1 - Nov 2
Total with taxes and fees
9/10 Wonderful! (2,206 reviews)
"I love the access to the lounge on floor 11. Be sure to include it with your reservation. The location is ideal and beautiful. I highly recommend the hotel."

Reviewed on Oct 30, 2026

Hyatt Regency Sydney
See all 6,598 properties in Chatswood
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Stay near popular Chatswood attractions

Chatswood Interchange

9.0/10 (75 reviews)
During your trip to Sydney, you can browse for the perfect souvenirs at Chatswood Interchange. Discover the top-notch restaurants and entertainment choices in this walkable area.
See properties

Things to do

Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

$35
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
Sydney Guided Sightseeing Bus Tour

Sydney Guided Sightseeing Bus Tour

$34
per adult
90% of travellers recommend
Sydney Guided Sightseeing Bus Tour
SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

$110
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
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.