Chatswood Vacations from $1,616

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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 QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Sydney (SYD)
8.6/10 Excellent! (1,000 reviews)
Fantastic welcoming staff. The lounge is a nice added bonus with tea and coffee making facilities and delicious cookies. While the bed was very hard for me it is tricky to please everyone. The location can’t be beaten. Just a short walk from Town Hall station and the airport line, close to Gadagal metro to easily get out of the city, and a walk down George street (or use the light rail) to the Opera House or The Rocks. Would definitely stay again

Reviewed on Aug 17, 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Great location and value

Reviewed on Aug 18, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
The hotel was beautiful, but the common areas were open to the outside and cold. Lovely room, but the water pressure in the shower was very low. No free upgrade was offered. I was told one free bottle of wine per night with my VIP status. But I was given one cheap bottle of wine the first night and that was it - the wine was of such poor quality we did not ask for more. The staff was friendly and professional.

Reviewed on Aug 10, 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sydney (SYD)
8.2/10 Very Good! (2,207 reviews)
Wonderful friendly and helpful staff.

Reviewed on Aug 18, 2025

Amora Hotel Jamison Sydney

Amora Hotel Jamison Sydney

5 out of 5
Sydney Central Business District
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.8/10 Excellent! (1,501 reviews)
Great location, lovely rooms, very helpful concierge

Reviewed on Aug 17, 2025

Where to stay in Chatswood

Find the best Chatswood areas and neighborhoods for the activities you enjoy most. Learn more about Chatswood
Sydney Town Hall featuring heritage architecture and a city

Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(1,320 area reviews)

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

Chatswood Hotel Deals

Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street, The Rocks, NSW
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $190 total per night from Sep 14 to Sep 15
$190 total
Sep 14 - Sep 15
Total includes taxes and fees
8.8/10 Excellent! (2,361 reviews)
"The perfect staycation with unforgettable views."

Reviewed on Aug 15, 2025

Shangri-La Sydney
The Fullerton Hotel Sydney

The Fullerton Hotel Sydney

5 out of 5
1 Martin Place, Sydney, NSW
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $229 total per night from Aug 24 to Aug 25
$229 total
Aug 24 - Aug 25
Total includes taxes and fees
9.2/10 Wonderful! (2,484 reviews)
"Bar was very expensive $9 coffee"

Reviewed on Aug 16, 2025

The Fullerton Hotel Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street, Sydney, NSW
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $175 total per night from Sep 7 to Sep 8
$175 total
Sep 7 - Sep 8
Total includes taxes and fees
8.8/10 Excellent! (1,781 reviews)
"Great location for a walk to the wharf :) Hotel itself is very nice & welcoming"

Reviewed on Aug 17, 2025

Hyatt Regency Sydney
See all 5,820 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Chatswood

Vivid Sydney has Jellyfish as big as trains! #chatswoodinterchange #vividsydney @VividSydney @ChatswoodInterchange @willoughbycity #traveltherenext @traveltherenext #troveon #chatswood

Chatswood Interchange

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.

Chatswood Interchange

Chatswood Chase

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.

Chatswood Chase

Chatswood Golf Club

Enjoy a round of golf in Sydney at Chatswood Golf Club. Discover the entertainment choices and shops in this walkable area.

Chatswood Golf Club

Things to do

Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains Adventure: Scenic World, Zoo & Koala Photo

$143
per adult
88% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour

$38
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

$64
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River 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.