Cheltenham Vacation Packages

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Top Holiday Package Deals in Cheltenham

Price found within the past 48 hours. Click for updated prices.
Hotel Coronation

Hotel Coronation

3.5 out of 5
Sydney Central Business District
per person
Oct 7 - Oct 12
found 2 days ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
8.8/10 Excellent! (1,003 reviews)
Ideally situated for exploring the city

Reviewed on Aug. 14, 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
Oct 18 - Oct 22
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
8.2/10 Very Good! (2,207 reviews)
Excellent location, just few mins walk to QVB, Townhall & Darling Harbour, lots of restaurants nearby. The room is a bit old, the towel rack had dropped in the washroom. Dun expect the kitchen could be used as the pot & pan are rusty & other food wares are also dirty so I didn’t cook. It’s still good value for money considered the location & room size.

Reviewed on Aug. 10, 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
Oct 18 - Oct 22
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Within walking distance to city transport. I had the standard single room which is quite small but adequate for 1 night.

Reviewed on Aug. 3, 2025

Bondi Pacific Studio - Managed by X Hospitality

Bondi Pacific Studio - Managed by X Hospitality

3.5 out of 5
Bondi Beach
per person
Oct 7 - Oct 12
found 2 days ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
10/10 Exceptional! (6 reviews)
Bondi Pacific Studio is a fantastic studio right on Bondi Beach. There is no beach view but the apartment more than makes up for it. It was modern, yet cozy, and very organized. It comes with a comfortable bed, refrigerator, stovetop, dishes and washer, small dining table for four, and a living room. Free WiFi, and a smart tv and wonderful natural light from the large window very looking the court yard. I highly recommend this Apt for any. It's safe, right across from Bondi Beach, with shops and food right on the first floor.

Reviewed on Nov. 11, 2024

The Porter House Hotel Sydney - MGallery

The Porter House Hotel Sydney - MGallery

4.5 out of 5
Sydney Central Business District
per person
Oct 18 - Oct 22
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Sydney (SYD)
9.2/10 Wonderful! (208 reviews)
This is a beautiful hotel with great amenities. Some small touches were however missing- only decaf coffee pods were provided, no ABC channel on the TV, my room key deactivated in the middle of my stay. Regardless of this, I will come back and would recommend this hotel

Reviewed on Aug. 11, 2025

Where to stay in Cheltenham

Find the best Cheltenham areas and neighborhoods for the activities you enjoy most. Learn more about Cheltenham
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Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(381 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

Cheltenham 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
The price is CA $229 per night from Sep 14 to Sep 15
CA $229
CA $252 total
Sep 14 - Sep 15
includes taxes & fees
8.8/10 Excellent! (2,352 reviews)
"Great place to stay. If we had any critique, it was"

Reviewed on Aug. 10, 2025

Shangri-La Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St., Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is CA $291 per night from Aug 24 to Aug 25
CA $291
CA $320 total
Aug 24 - Aug 25
includes taxes & fees
9.6/10 Exceptional! (1,896 reviews)
"Small touches are appreciated. Night stand contained electric adapters for US devices, turn down service every night, brought bottles of water when they cleaned the room and at turn down. They had umbrellas available at the entry."

Reviewed on Aug. 14, 2025

Four Seasons Hotel Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street, Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Aug 24 to Aug 25
CA $220
CA $242 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,771 reviews)
"good location and nice hotel. but some of the staff are not so nice"

Reviewed on Aug. 11, 2025

Hyatt Regency Sydney
See all 5,728 properties in Cheltenham
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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Frequently asked questions

How much does a Cheltenham vacation package cost?
Live it up in Cheltenham from as little as CA $2,494. Choose from a wonderful selection of flights, rental cars and hotels to suit every budget. Pick up even more discounts when you add some sightseeing tours to your package.
How do I get a cheap travel package to Cheltenham?
If you love getting a great deal, combine your bookings into a Cheltenham vacation package. Whether you're searching for hotels, flights, day tours or rental cars, you can browse and book everything in one place. You'll have plenty of choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 properties all over the world to select from. Fly with who you prefer, check in where you like and save a bundle — now that's the ideal getaway!
Where should I stay in Cheltenham?
With so much to discover in Cheltenham, it'd be handy for you to stay close to its attractions. Macquarie University, Macquarie Shopping Centre and Sydney Adventist Hospital are some interesting ones to add to your must-see list.
How far in advance should I book my Cheltenham vacation?
To score discount prices, book as early as you can. Air carriers typically release tickets, along with some of the lowest fares, around a year prior to departure. Hotels, car rental and activities should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway in Cheltenham, there are always plenty of great bargains to be had on Expedia. Book something in today!
What does an Expedia Cheltenham travel package include?
Travel packages include rental cars, flights and hotels, but you can mix and match them to create your perfect Cheltenham vacation. You can also add on some activities and experiences once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking a Cheltenham travel package?
Booking all the parts of your escape together is a great way to save. Bundle your airfares, rental cars and hotels into one little package. But you're not restricted to hotels. Expedia has all sorts of properties, including vacation rentals such as oceanfront condos and city apartments. The list is almost endless!
Can I choose my airline with a Cheltenham Expedia vacation package?
Yes, you're in charge. We have access to over 550 airlines globally, so you can customize your Cheltenham trip according to your style and budget.
If I'm not able to travel, can I cancel my Cheltenham vacation package?
We totally get it — sometimes life doesn't go according to plan. If you've locked in a Cheltenham vacation package and have to cancel or amend it, we're here to help. It's always worth having a look at our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's more than 24 hours, your hotel, airline or car rental company may charge a fee.

Discover the most popular places to visit in Cheltenham

Circular Quay featuring general coastal views, a sunset and central business district

Circular Quay

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay
Sydney Opera House

Sydney Opera House

One of the world’s most famous buildings is surprisingly accessible; take in a show or just take a stroll to admire this astonishing building.

Sydney Opera House
Sydney Harbour Bridge

Sydney Harbour Bridge

Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.

Sydney Harbour Bridge

Things to do

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

Blue Mountains Adventure: Scenic World, Zoo & Koala Photo

CA $197
per adult
88% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

CA $89
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

CA $73
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer 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.