Chatswood Vacations from $1,383

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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.
Establishment Hotel

Establishment Hotel

5 out of 5
Sydney Central Business District
Price was $1,507, price is now $1,383 per person
$1,383
per person
Jun 26 - Jun 28
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
9/10 Wonderful! (678 reviews)
Extremely convenient, great bars down stairs. Great service.

Reviewed on Jan 18, 2026

Watsons Bay Boutique Hotel

Watsons Bay Boutique Hotel

4 out of 5
Watsons Bay
Price was $1,585, price is now $1,409 per person
$1,409
per person
Jun 26 - Jun 28
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
9.4/10 Exceptional! (1,000 reviews)
We received a very friendly welcome from Dylan at the front desk, who was very helpful. Our room/loft was very comfortable clean spacious, great views. The Hotel has a relaxed atmosphere. Received a lovely welcome gift in room. Continental breakfast was enjoyable, was all that you needed. Hotel is in good location, lovely walk to beaches, South Head & the Gap, many cafes & restaurants nearby.

Reviewed on Apr 1, 2026

Spacious 2-bed Townhouse With Garage & Patio

Spacious 2-bed Townhouse With Garage & Patio

2.5 out of 5
Alexandria
Price was $2,495, price is now $1,885 per person
$1,885
per person
Jun 19 - Jun 24
found 12 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Sydney (SYD)
No reviews
Spacious Stay Near Shops & Cafes in Marrickville

Spacious Stay Near Shops & Cafes in Marrickville

2.5 out of 5
Marrickville
Price was $2,455, price is now $1,896 per person
$1,896
per person
Jun 19 - Jun 24
found 12 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Sydney (SYD)
No reviews
Bright Marrickville Flat With Balcony & Parking

Bright Marrickville Flat With Balcony & Parking

2.5 out of 5
Marrickville
Price was $2,321, price is now $1,802 per person
$1,802
per person
Jun 19 - Jun 24
found 12 hours ago
Roundtrip non-stop flight included
Seattle (SEA) 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

Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $206 total per night from Apr 15 to Apr 16
$206 total
Apr 15 - Apr 16
Total with taxes and fees
9.2/10 Wonderful! (2,557 reviews)
Great location, though basic front desk assistance could be improved. First, the check-in process was very straightforward and got in quickly, which was great after a long haul flight. Room was well laid out, possibly a little dated but overall fine. Location is perfect, was able to walk to many ...

Reviewed on Apr 4, 2026

Shangri-La Sydney
Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

4 out of 5
8 Arrival Court Mascot NSW
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $144 total per night from Apr 6 to Apr 7
$144 total
Apr 6 - Apr 7
Total with taxes and fees
8.8/10 Excellent! (3,069 reviews)
Very convenient to the airport walking distance. Shower was walk in which is 2 thumbs up for this senior.

Reviewed on Apr 4, 2026

Rydges Sydney Airport Hotel
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $185 total per night from Apr 13 to Apr 14
$185 total
Apr 13 - Apr 14
Total with taxes and fees
8.8/10 Excellent! (1,973 reviews)
Cleaners banging around first thing pushing to get you out do they could clean your room! Coffee stain on table not removed across the 5 days we stayed .

Reviewed on Apr 2, 2026

Hyatt Regency Sydney
See all 6,487 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 Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

$58
per adult
Sydney Harbour Cultural Cruise with Island Stop
Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

Sydney Opera House Tour & Dine Experience

$61
per adult
98% of travellers recommend
Sydney Opera House Tour & Dine Experience
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

$38
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.