Chatswood Vacations from $1,858

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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
$1,858
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Sydney (SYD)
8.2/10 Very Good! (2,874 reviews)
Check in was seamless -able to access room a couple of hours early. We were given an upgrade. The room was very nice. Our concern was that the bed was so hard we couldn’t sleep. We spoke to the front desk, they were very helpful providing us with a topper. It made a marginal improvement. The location was great -our only complaint was the hardness of the bed.

Reviewed on Aug 8, 2026

Spacious 3-bed Home in Princeton Pearl Double Bay

Spacious 3-bed Home in Princeton Pearl Double Bay

Double Bay
$2,088
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Sydney (SYD)
No reviews
Bright Family Home in Rydalmere With Yard & BBQ

Bright Family Home in Rydalmere With Yard & BBQ

Rydalmere
$2,104
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Sydney (SYD)
No reviews
YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

Sydney Central Business District
$1,865
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Sydney (SYD)
8.6/10 Excellent! (1,000 reviews)
The hotel location was great. Sydney airport to town hall station around 20 mins. Town hall station to hotel, you'll probably wait longer for the green man at the road crossing than it will take to walk. It's literally minutes. Hotel was OK. Room adequate for what we needed it for. No view. Internet whilst complimentary was patchy. Netflix on TV in one room kept cutting out. There was a lounge area with complimentary tea, coffee and biscuits. Again was ok. The hotel is a good base for exploring Sydney, very central and within easy walking distance of the harbour bridge, opera house etc. Plenty of places to eat out. The Queen Victoria Building next door is a beautiful building with some lovely shops. If I just needed a base I'd stay again. Think of a travel lodge in UK and you'll be about right

Reviewed on Aug 8, 2026

Watsons Bay Boutique Hotel

Watsons Bay Boutique Hotel

Watsons Bay
$2,166
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Sydney (SYD)
9.4/10 Exceptional! (1,004 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

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 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.

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.

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

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$229 nightly
$252 total
Aug 23 - Aug 24
Total with taxes and fees
9.6/10 Exceptional! (2,255 reviews)
"Excellent hotel, great views and fabulous location Will stay again"

Reviewed on Aug 8, 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$199 nightly
$218 total
Aug 16 - Aug 17
Total with taxes and fees
9.2/10 Wonderful! (2,792 reviews)
"An overall lovely experience! Clean spacious room and bathroom, very comfy bed and the most amazing breakfast. The view of the opera house from my room was everything i could have wished for"

Reviewed on Aug 7, 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$184 nightly
$203 total
Aug 16 - Aug 17
Total with taxes and fees
Hyatt Regency Sydney
See all 6,633 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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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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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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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.