Chatswood Vacations from $1,508

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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.
Bright 2-bed Flat With Balcony in Vaucluse

Bright 2-bed Flat With Balcony in Vaucluse

2.5 out of 5
Vaucluse
Price was $2,014, price is now $1,508 per person
$1,508
per person
Sep 14 - Sep 19
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
No reviews
Modern 1-bed Pad Minutes Away From Beach

Modern 1-bed Pad Minutes Away From Beach

2.5 out of 5
Coogee
Price was $2,375, price is now $1,773 per person
$1,773
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Sydney (SYD)
No reviews
Coogee Bay Boutique Hotel

Coogee Bay Boutique Hotel

4 out of 5
Coogee
Price was $2,247, price is now $1,928 per person
$1,928
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Sydney (SYD)
8.8/10 Excellent! (876 reviews)
Beautiful view of the water. Quiet location. Beautiful decor in rooms. Staff very helpful. Clean & tidy rooms & bathroom. Unfortunately no exhaust fan in bathroom & the bed was very hard (but that’s just me)! Close to Coogee shops & beach Would definitely stay again.

Reviewed on Apr 19, 2026

Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Price was $1,852, price is now $1,688 per person
$1,688
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
8.8/10 Excellent! (1,005 reviews)
Staff were friendly and helpful

Reviewed on Jun 13, 2026

Spacious 3-bed Apartment in the Heart of St Ives

Spacious 3-bed Apartment in the Heart of St Ives

2.5 out of 5
St Ives
Price was $2,039, price is now $1,535 per person
$1,535
per person
Sep 14 - Sep 19
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) 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
Sydney Central Business District

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(1,344 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
$167 nightly
The price is $184 total per night from Jul 2 to Jul 3
$184 total
Jul 2 - Jul 3
Total with taxes and fees
9.2/10 Wonderful! (2,735 reviews)
"The view was outstanding."

Reviewed on Jun 21, 2026

Shangri-La Sydney
Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

4 out of 5
8 Arrival Court Mascot NSW
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $123 total per night from Jun 25 to Jun 26
$123 total
Jun 25 - Jun 26
Total with taxes and fees
8.8/10 Excellent! (3,179 reviews)
"We only came to overnight before catching a flight in the morning. The location is terrific for that and well worth not dealing with Sydney traffic in a morning."

Reviewed on Jun 21, 2026

Rydges Sydney Airport Hotel
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $240 total per night from Jun 29 to Jun 30
$240 total
Jun 29 - Jun 30
Total with taxes and fees
9.6/10 Exceptional! (2,208 reviews)
"I finally made an official complaint to Four Seasons about the problem they have caused in returning my security deposite. This is the second times that happens, and I will suggest everyone who choose to stay in Four Seasons to double check how Four Seasons return your secuirty deposite."

Reviewed on Jun 22, 2026

Four Seasons Hotel Sydney
See all 6,526 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

Chatswood Interchange

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

Hunter Valley Full Day Tour

Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese

$158
per adult
Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

$42
per adult
98% of travellers recommend
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure
Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

$59
per adult
Sydney Harbour Cultural Cruise with Island Stop
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.