Chatswood Vacations from $1,358

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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.
Kith Hotel Darling Harbour

Kith Hotel Darling Harbour

Pyrmont
$1,358
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
8.8/10 Excellent! (514 reviews)
Close to icc

Reviewed on Sep 9, 2026

Rydges Darling Square Apartment Hotel

Rydges Darling Square Apartment Hotel

Sydney Central Business District
$1,715
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.8/10 Excellent! (1,569 reviews)
YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

Sydney Central Business District
$1,426
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
8.6/10 Excellent! (1,004 reviews)
Clean room. Good location

Reviewed on Sep 6, 2026

Stylish Studio With Balcony Near Darling Square

Stylish Studio With Balcony Near Darling Square

Ultimo
$1,388
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
No reviews
The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

Chippendale
$1,776
per person
Nov 5 - Nov 10
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
9.2/10 Wonderful! (589 reviews)
This was a last minute booking and I was able to book this smoothly within hours of checking in. The hotel is nicely located with a grocery store, pharmacy and restaurants within 3 minutes walking distance. It is close to public transport - within walking distance on a main road to Central station, buses and light rail. I had a room booked for 1 night which was clean, modern, with good amenities - robe, slippers, tea & coffee & various selections for the minibar. I utilized the kettle for my tea, appreciated this immensely! I ended up extending my stay for 4 nights - but switched rooms due to availability. The only suggestion I have is for plugs to be upgraded to include USB/UBC outlets for easy charging ports near the bed and at the built in table. Upgraded lighting around the bathroom mirror would make a noticeable difference and I’m not sure there was a separate fan for the bathroom so got quite steamy during showering! All hotels I have stayed at for this price point have had a clear fan system for bathrooms. Safe for solo travelers! Would stay here again. Note ** The rooftop pool and bar were closed for the winter season so was unable to access these amenities despite the weather being warm and pleasant.

Reviewed on Sep 5, 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
A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services.

Find hotels in Darling Harbour
A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 out of top 10 points of interest in this area

Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services.

Find hotels in Sydney Olympic Park
A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

Beach-side suburb with easy ferry access, Manly offers a mix of ocean and harbor beaches, scenic cycle tracks, and a lively commercial area along The Corso. Explore historic sites like North Head Quarantine Station and enjoy outdoor dining.

Find hotels in Manly
A beach with waves, a woman running, and buildings in the background.

Bondi Beach

1 out of top 10 points of interest in this area

See a perfect example of the Australian beach lifestyle in this famous Sydney neighborhood with ocean pools, excellent surf and a bustling brunch scene.

Find hotels in Bondi Beach

Chatswood Hotel Deals

Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
$213 nightly
$235 total
Sep 13 - Sep 14
Total with taxes and fees
9.2/10 Wonderful! (2,843 reviews)
"Best hotel in sydney with great views of sydney opera house and harbour bridge especially in the morning sunrise"

Reviewed on Sep 10, 2026

Shangri-La Sydney
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$104 nightly
$115 total
Sep 13 - Sep 14
Total with taxes and fees
YEHS Hotel Sydney Harbour Suites
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$177 nightly
$194 total
Sep 20 - Sep 21
Total with taxes and fees
9/10 Wonderful! (2,163 reviews)
"Everything was outstanding"

Reviewed on Sep 9, 2026

Hyatt Regency Sydney
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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.
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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.
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Westfield Chatswood Mall

8.8/10 (74 reviews)
During your trip to Sydney, you can search for that perfect souvenir at Westfield Chatswood Mall. Discover the top-notch restaurants and entertainment choices in this walkable area.
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The Concourse

8.6/10 (44 reviews)
Enjoy a stop at The Concourse, an entertaining place to visit in Sydney. Check out the shops and top-notch restaurants in this walkable area.
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Chatswood Chase

8.6/10 (64 reviews)
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.
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Chatswood Golf Club

8.0/10 (4 reviews)
Enjoy a round of golf in Sydney at Chatswood Golf Club. Discover the entertainment choices and shops in this walkable area.
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Willoughby City Library

8.0/10 (1 review)
After visiting Willoughby City Library, make a plan to see the other sights and activities in Sydney. Check out the shops and top-notch restaurants in this walkable area.
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Mandarin Center

8.0/10 (15 reviews)
During your trip to Sydney, you can enjoy retail therapy at Mandarin Center. Discover the top-notch restaurants and entertainment choices in this walkable area.
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Blue Gum Reserve

Explore the great outdoors at Blue Gum Reserve, a lovely green space in Sydney. Check out the shops and top-notch restaurants in this family-friendly area.
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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
Beautiful view of the Canberra in Australia

Canberra Discovery Tour - Australia's Capital by Gray Line Sydney

$122
per adult
72% of travellers recommend
Canberra Discovery Tour - Australia's Capital by Gray Line Sydney
SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

$114
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.