Chatswood Vacations from $1,576

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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.
Mariners Court Hotel Sydney

Mariners Court Hotel Sydney

3.5 out of 5
Woolloomooloo
Price was $1,997, price is now $1,576 per person
$1,576
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Sydney (SYD)
8.4/10 Very Good! (1,013 reviews)
Everything was fine.

Reviewed on Oct 31, 2025

Oaks Sydney Goldsbrough Suites

Oaks Sydney Goldsbrough Suites

4 out of 5
Pyrmont
Price was $2,223, price is now $1,999 per person
$1,999
per person
Jan 4 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Sydney (SYD)
8/10 Very Good! (7,508 reviews)
Although the lounge area was fine, the secondary bedroom was cramped, and we were unable to open the wardrobes without moving one of the beds. The beds were comfortable and the second bathroom okay, although the sink would not drain away. Kitchen was okay but could do with a toaster. Staff were polite and efficient. Good location.

Reviewed on Oct 17, 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was $2,157, price is now $1,618 per person
$1,618
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Sydney (SYD)
8.2/10 Very Good! (2,335 reviews)
Great location. Great in room amenities. Washer and dryer was a real treat. But the hotel was a little dirty.

Reviewed on Oct 29, 2025

Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
Sydney Central Business District
Price was $2,322, price is now $1,859 per person
$1,859
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Sydney (SYD)
9.4/10 Exceptional! (726 reviews)
Hotel is in a good location, if you are after something nice and low-key, this is the place.

Reviewed on Oct 12, 2025

Rydges Australia Square

Rydges Australia Square

4 out of 5
Sydney Central Business District
Price was $2,200, price is now $1,763 per person
$1,763
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Sydney (SYD)
9.2/10 Wonderful! (1,695 reviews)
Very good buffet breakfast with selection of hot and cold items with fruit and pastries

Reviewed on Oct 29, 2025

Where to stay in Chatswood

Find the best Chatswood areas and neighborhoods for the activities you enjoy most. Learn more about Chatswood
Sydney Town Hall featuring heritage architecture and a city

Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(1,320 area reviews)

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
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $214 total per night from Nov 9 to Nov 10
$214 total
Nov 9 - Nov 10
Total with taxes and fees
9/10 Wonderful! (2,421 reviews)
Staff doesn’t know how to make a hot chocolate. I had requested three times before I got it right. We have enjoyed better food at other 5 star hotels. Breakfast is not that great.

Reviewed on Oct 28, 2025

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
$236 nightly
The price is $260 total per night from Nov 9 to Nov 10
$260 total
Nov 9 - Nov 10
Total with taxes and fees
9.6/10 Exceptional! (1,981 reviews)
The staff were amazing

Reviewed on Oct 28, 2025

Four Seasons Hotel Sydney
View Sydney

View Sydney

4 out of 5
17 Blue Street, North Sydney, NSW
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $165 total per night from Nov 30 to Dec 1
$165 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (1,172 reviews)
It was fine

Reviewed on Oct 30, 2025

View Sydney
See all 6,066 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

Discover the most popular places to visit in Chatswood

Vivid Sydney has Jellyfish as big as trains! #chatswoodinterchange #vividsydney @VividSydney @ChatswoodInterchange @willoughbycity #traveltherenext @traveltherenext #troveon #chatswood

Chatswood Interchange

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.

Chatswood Interchange

Chatswood Chase

During your trip to Sydney, you can find the perfect gifts to bring home at Chatswood Chase. Discover the top-notch restaurants and entertainment choices in this walkable area.

Chatswood Chase

Chatswood Golf Club

Enjoy a round of golf in Sydney at Chatswood Golf Club. Discover the entertainment choices and shops in this walkable area.

Chatswood Golf Club

Things to do

Sydney Hop-On Hop-Off Big Bus Tour

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

$41
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

$56
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

$36
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
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.