Chatswood Vacations from $1,656

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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.
Studio3: Chic Bondi Abode With Pool & A/C

Studio3: Chic Bondi Abode With Pool & A/C

Bondi Junction
$1,656
per person
Nov 3 - Nov 8
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
No reviews
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
$2,004
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.2/10 Very Good! (2,874 reviews)
Pullman Sydney Hyde Park

Pullman Sydney Hyde Park

Darlinghurst
$2,287
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.6/10 Excellent! (1,005 reviews)
No outlets around beds

Reviewed on Aug 14, 2026

Adina Apartment Hotel Bondi Beach Sydney

Adina Apartment Hotel Bondi Beach Sydney

Bondi Beach
$2,173
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
9.2/10 Wonderful! (1,178 reviews)
Both the girls at check in were first class and made my process so easy. A great place to stay in Bondi

Reviewed on Aug 10, 2026

Furama Darling Harbour

Furama Darling Harbour

Haymarket
$2,038
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.4/10 Very Good! (1,004 reviews)
breakfast was amazing with wide selection of choices, Room was clean and all I needed for the stay. Location made things easy to get to places in the city. Overall the stay was amazing.

Reviewed on Aug 10, 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 street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

Historic area near Sydney's city center, The Rocks boasts close proximity to Circular Quay and Harbour Bridge views. Explore weekend Rocks Market, galleries, and historic pubs like Fortune of War, while enjoying walkable streets and easy rail access.

Find hotels in The Rocks
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

Chatswood Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$219 nightly
$241 total
Aug 23 - Aug 24
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
$209 nightly
$230 total
Aug 23 - Aug 24
Total with taxes and fees
Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$173 nightly
$191 total
Sep 13 - Sep 14
Total with taxes and fees
Hyatt Regency Sydney
See all 6,647 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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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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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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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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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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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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Performing Arts Centre on the Concourse

Enjoy an outing to Performing Arts Centre on the Concourse during your stay in Sydney. Check out the shops and top-notch restaurants in this family-friendly area.
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Things to do

SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

$111
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

$50
per adult
94% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Sydney Harbour Dinner Cruise Latin Fiesta

Sydney Harbour Dinner Cruise Latin Fiesta

$81
per adult
Sydney Harbour Dinner Cruise Latin Fiesta
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.