Chatswood Vacations from $3,271

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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.
Crowne Plaza Sydney Macquarie Park by IHG

Crowne Plaza Sydney Macquarie Park by IHG

4 out of 5
Macquarie Park
Price was $4,797, price is now $3,271 per person
$3,271
per person
Dec 31 - Jan 3
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)

Crowne Plaza Sydney Airport by IHG

Crowne Plaza Sydney Airport by IHG

4.5 out of 5
Mascot
Price was $4,942, price is now $3,315 per person
$3,315
per person
Dec 31 - Jan 3
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.8/10 Excellent! (1,002 reviews)
Great Wi-Fi, restaurants nearby, blackout curtains and reinforced windows mean this place is very quiet. Best of all it's very close to the train to the Opera House and the Airport.

Reviewed on Oct 24, 2026

The Star Grand Hotel and Residences Sydney

The Star Grand Hotel and Residences Sydney

5 out of 5
Pyrmont
Price was $5,566, price is now $3,773 per person
$3,773
per person
Dec 31 - Jan 3
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
9/10 Wonderful! (1,442 reviews)

The Darling at the Star

The Darling at the Star

5 out of 5
Pyrmont
Price was $5,661, price is now $3,852 per person
$3,852
per person
Dec 31 - Jan 3
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
9.6/10 Exceptional! (1,001 reviews)
Spacious room and Clean bathroom

Reviewed on Oct 25, 2026

25hours Hotel Sydney The Olympia

25hours Hotel Sydney The Olympia

5 out of 5
Paddington
Price was $5,259, price is now $3,628 per person
$3,628
per person
Dec 31 - Jan 3
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
9.4/10 Exceptional! (84 reviews)

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
Fully refundableReserve now, pay when you stay
$230 nightly
The price is $253 total per night from Nov 2 to Nov 3
$253 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (2,885 reviews)
"Great property"

Reviewed on Oct 28, 2026

Shangri-La Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
$276 nightly
The price is $304 total per night from Nov 22 to Nov 23
$304 total
Nov 22 - Nov 23
Total with taxes and fees
9.6/10 Exceptional! (2,278 reviews)
"The most amazing place we've ever stayed, the staff are the most welcoming, most helpful and most professional that we have ever come across. Already planning our next trip back to The Four Seasons Sydney"

Reviewed on Oct 26, 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
$201 nightly
The price is $221 total per night from Nov 8 to Nov 9
$221 total
Nov 8 - Nov 9
Total with taxes and fees
9/10 Wonderful! (2,204 reviews)
"It was excellent location, excellent breakfast restaurant and their staff service was amazing.. awesome place."

Reviewed on Oct 27, 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
From Sydney: Blue Mountains, Scenic World, Zoo, & Ferry Tour

Blue Mountains Small Group All Inclusive Multi Award Winner!

$139
per adult
100% of travellers recommend
Blue Mountains Small Group All Inclusive Multi Award Winner!
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.