Chatswood Vacations from $1,929

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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.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
$1,929
per person
Dec 3 - Dec 8
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Sydney (SYD)
8.2/10 Very Good! (2,960 reviews)
Studio4: Bondi Chic Interiors With Rooftop Pool

Studio4: Bondi Chic Interiors With Rooftop Pool

Bondi Junction
$4,658
per person
Dec 28 - Jan 3
found 10 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
No reviews
North-east Facing Modern 2-bed Apartment

North-east Facing Modern 2-bed Apartment

Freshwater
$3,041
per person
Jan 6 - Jan 10
found 19 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
No reviews
Bondi Studio Apartment With Pool & Rooftop Views

Bondi Studio Apartment With Pool & Rooftop Views

Bondi
$2,529
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
No reviews
The Lurline

The Lurline

Randwick
$4,574
per person
Dec 28 - Jan 3
found 10 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.8/10 Excellent! (292 reviews)
We went the to races. Location was so convenient. The L2 tram stopped at the racecourse and also went into the city centre. The staff were lovely

Reviewed on Oct 18, 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.

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.

A lake with reflections of tall buildings, surrounded by trees and a clear sky.

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.

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.

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.

Chatswood Hotel Deals

Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$217 nightly
$239 total
Oct 25 - Oct 26
Total with taxes and fees
Shangri-La Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$224 nightly
$246 total
Oct 25 - Oct 26
Total with taxes and fees
Four Seasons Hotel Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$191 nightly
$211 total
Oct 25 - Oct 26
Total with taxes and fees
Hyatt Regency Sydney
See all 6,617 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.

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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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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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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Things to do

Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

$44
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

$36
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
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
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.