Chatswood Vacations from $1,703

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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.
Huge Harbour View Apartment In Historic Home

Huge Harbour View Apartment In Historic Home

2.5 out of 5
Cremorne
Price was $2,191, price is now $1,703 per person
$1,703
per person
Jun 21 - Jun 25
found 9 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Sydney (SYD)
No reviews
Gorgeous 3-bed Manly Pad, Short Walk to the Beach

Gorgeous 3-bed Manly Pad, Short Walk to the Beach

2 out of 5
Manly
Price was $3,261, price is now $2,441 per person
$2,441
per person
Jul 5 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
No reviews
Idyllic 4-bed Home With Alfresco Area Near Beach

Idyllic 4-bed Home With Alfresco Area Near Beach

2.5 out of 5
Dee Why
Price was $3,079, price is now $2,360 per person
$2,360
per person
Jul 5 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
No reviews
Beachfront Manly Apartment With Balcony & Parking

Beachfront Manly Apartment With Balcony & Parking

2.5 out of 5
Manly
Price was $3,063, price is now $2,367 per person
$2,367
per person
Jul 5 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
No reviews
Sunrise Cove 2-bed Apartment at Newport Beach

Sunrise Cove 2-bed Apartment at Newport Beach

2 out of 5
Newport
Price was $3,082, price is now $2,396 per person
$2,396
per person
Jul 5 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
No reviews

Where to stay in Chatswood

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

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(1,344 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

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $234 total per night from Jun 14 to Jun 15
$234 total
Jun 14 - Jun 15
Total with taxes and fees
9.6/10 Exceptional! (2,170 reviews)
Great location. Hotel needs updating.

Reviewed on May 13, 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $216 total per night from Jun 8 to Jun 9
$216 total
Jun 8 - Jun 9
Total with taxes and fees
9.2/10 Wonderful! (2,660 reviews)
We requested some things on check in and it took 3 phone calls before they were delivered to our room. The rooms are a little tired. Room was not soundproof. Beautiful view, but the windows were dirty. We couldn't use the top floor bar as there was a private function booked.

Reviewed on May 14, 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $195 total per night from May 17 to May 18
$195 total
May 17 - May 18
Total with taxes and fees
8.8/10 Excellent! (2,034 reviews)
Tv did not work moves to another room fridge and telephone not working. Pass for car park did not work had to pay

Reviewed on May 14, 2026

Hyatt Regency Sydney
See all 6,417 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

Chatswood Interchange

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 Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

$36
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

$60
per adult
Sydney Harbour Cultural Cruise with Island Stop
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

$43
per adult
96% of travellers recommend
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure
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.