Cheltenham Holidays from AU$685

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Your Cheltenham Holiday

Your next great escape is calling out to you with a holiday package to Cheltenham. Food, fun and great times — you're bound to find it in this neighbourhood. When it's time to see the sights, you'll find loads of awesome attractions nearby including Macquarie University, Macquarie Shopping Centre and Koala Park Sanctuary. Tick off one or all during your trip to Cheltenham. No matter your travel goals or budget, booking your ideal Cheltenham holiday is simple with Expedia.

Top Holiday Package Deals in Cheltenham

Price found within the past 48 hours. Click for updated prices.
Central 2-bed Apartment With Private Parking

Central 2-bed Apartment With Private Parking

2 out of 5
Strathfield
Save 100% on your flight
Price was AU$1,267, price is now AU$685 per person
AU$685
per person
17 Sept - 21 Sept
found 6 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
10/10 Exceptional! (1 review)
Great appartment with brilliant amenities. Would highly recommended this as a place to stay.

Reviewed on 12 Apr 2026

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Price was AU$2,144, price is now AU$945 per person
AU$945
per person
14 Oct - 20 Oct
found 23 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.4/10 Very good! (1,004 reviews)

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,844, price is now AU$973 per person
AU$973
per person
14 Oct - 20 Oct
found 23 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very good! (2,855 reviews)

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

2.5 out of 5
Darlinghurst
Price was AU$2,008, price is now AU$1,064 per person
AU$1,064
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
10/10 Exceptional! (1 review)

Elegantly Modern 2-bed In The Heart of Chippendale

Elegantly Modern 2-bed In The Heart of Chippendale

2 out of 5
Chippendale
Save 100% on your flight
Price was AU$1,496, price is now AU$813 per person
AU$813
per person
15 Sept - 19 Sept
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
No reviews

Our guide on where to stay in Cheltenham

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

Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.

Find hotels in Sydney Central Business District

Our pick of the best Cheltenham Hotel Deals

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 AU$374 per night from 16 Aug to 17 Aug
AU$374
16 Aug - 17 Aug
includes taxes & fees
9.6/10 Exceptional! (2,251 reviews)
"All good. Respectful staff. No concerns."

Reviewed on 4 Aug 2026

Four Seasons Hotel Sydney
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 AU$325 per night from 23 Aug to 24 Aug
AU$325
23 Aug - 24 Aug
includes taxes & fees
Shangri-La 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 AU$299 per night from 16 Aug to 17 Aug
AU$299
16 Aug - 17 Aug
includes taxes & fees
Hyatt Regency Sydney
See all 6,530 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Cheltenham holiday package cost?
Live it up in Cheltenham from as little as AU$685. 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 holiday 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 holiday?
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 holiday. 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 holiday homes such as oceanfront condos and city apartments. The list is almost endless!
Can I choose my airline with a Cheltenham Expedia holiday 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 holiday package?
We totally get it — sometimes life doesn't go according to plan. If you've locked in a Cheltenham holiday 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.

Activities

SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

AU$159
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Woman at the Sydney Opera House

Great Opera Hits at the Sydney Opera House

AU$69
per adult
100% of travellers recommend
Great Opera Hits at the Sydney Opera House
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

AU$88
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.