Cheltenham Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Cheltenham

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

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 ₩325,607 per night from Jun 21 to Jun 22
₩325,607
₩358,173 total
Jun 21 - Jun 22
includes taxes & fees
9.2/10 Wonderful! (2,721 reviews)
"Great view of Sydney Harbour Bridge and Opera House from the Horizon Club Lounge on the 30th floor Staff very attentive and helpful (thank you, great service) Surprised about the security deposit (150 Australian dollars per night) which had to be paid upfront (don't recall this was mentioned at time ..."

Reviewed on Jun 14, 2026

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 ₩379,060 per night from Jul 5 to Jul 6
₩379,060
₩416,966 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (2,225 reviews)
"We haven’t been here for 18 years and everything we expected from the Four Seasons was above expectations. The staff were exceptional and service was excellent I would highly recommend them to everyone"

Reviewed on Jun 14, 2026

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 ₩290,612 per night from Jun 16 to Jun 17
₩290,612
₩319,673 total
Jun 16 - Jun 17
includes taxes & fees
9/10 Wonderful! (2,079 reviews)
"If you’re seeking an exclusive setting with chef-focused indulgences, this is the place for you. The experience feels thoughtfully curated from beginning to end. Hilary, our lounge host, was attentive, gracious, and genuinely accommodating in helping us celebrate our wedding anniversary. Roman is ..."

Reviewed on Jun 13, 2026

Hyatt Regency Sydney
See all 6,452 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.

Frequently asked questions

How much does a Cheltenham vacation package cost?
Live it up in Cheltenham from as little as . 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.