Chatswood Vacations from $1,492

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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
$1,492
per person
Dec 8 - Dec 13
found 19 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.8/10 Excellent! (527 reviews)
Teeny tiny room with bathroom surrounded with frosted glass within the room. Long walk from station.

Reviewed on Sep 25, 2026

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
$1,692
per person
Dec 6 - Dec 13
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.4/10 Very Good! (1,000 reviews)
The first room was not the room I reserved, the bed was just a little bigger then a double but I know I reserved a queen. Finally moved to a slightly bigger room but it's still a small room.

Reviewed on Sep 27, 2026

Bright Tamarama 2-bed With Balcony Water View

Bright Tamarama 2-bed With Balcony Water View

Tamarama
$2,265
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Sydney (SYD)
No reviews
3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

Darlinghurst
$2,076
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
10/10 Exceptional! (1 review)
Delightful 4-bed Home Near Centennial Park

Delightful 4-bed Home Near Centennial Park

Queens Park
$2,245
per person
Dec 14 - Dec 17
found 10 hours ago
Roundtrip flight included
San Francisco (SFO) 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
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

3 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.

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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

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

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$250 nightly
$275 total
Oct 11 - Oct 12
Total with taxes and fees
Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$187 nightly
$206 total
Oct 11 - Oct 12
Total with taxes and fees
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
$120 nightly
$132 total
Oct 11 - Oct 12
Total with taxes and fees
YEHS Hotel Sydney Harbour Suites
See all 6,591 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.
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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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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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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 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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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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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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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

$121
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

$113
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.