Cheltenham Holidays from £1,280

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

Your Cheltenham Holiday

Take the fuss out of organising your next escape by booking a Cheltenham holiday package. Soak in the sounds and sights of this enticing neighbourhood and enjoy everything it has to offer. Want to get out and see the sights during your trip to Cheltenham? Pencil in a visit to nearby attractions such as Macquarie University, Macquarie Shopping Centre and Koala Park Sanctuary. Don't just think about it — make it happen! Secure your perfect Cheltenham holiday with Expedia and travel your way.

Price found within the past 48 hours. Click for updated prices.
Rydges Australia Square

Rydges Australia Square

4 out of 5
Sydney Central Business District
Price was £1,415, price is now £1,280 per person
£1,280
per person
7 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9/10 Wonderful! (1,853 reviews)
Staff was very helpful and Buffett breakfast was great. Hotel was conveniently located in CBD.

Reviewed on 29 Apr 2026

Wildlife Retreat at Taronga

Wildlife Retreat at Taronga

4.5 out of 5
Mosman
Price was £1,825, price is now £1,591 per person
£1,591
per person
7 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9.8/10 Exceptional! (892 reviews)
The relaxed environment and professional service in a beautifully natural setting was very much worth the money to stay. I absolutely recommend.

Reviewed on 23 Apr 2026

Amora Hotel Jamison Sydney

Amora Hotel Jamison Sydney

5 out of 5
Sydney Central Business District
Price was £1,429, price is now £1,284 per person
£1,284
per person
7 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9/10 Wonderful! (1,543 reviews)
Beautiful hotel and we got upgraded to a corner room due to being Expedia VIPs. Stunning view and a very nice room.

Reviewed on 29 Apr 2026

The York by Swiss-Belhotel International

The York by Swiss-Belhotel International

4.5 out of 5
Sydney Central Business District
Price was £1,420, price is now £1,289 per person
£1,289
per person
7 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
8.6/10 Excellent! (2,641 reviews)
Clean room. Spacious. Value for money. LOCATION!

Reviewed on 27 Apr 2026

The Sebel Quay West Suites Sydney

The Sebel Quay West Suites Sydney

5 out of 5
The Rocks
Price was £1,522, price is now £1,383 per person
£1,383
per person
7 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9.2/10 Wonderful! (2,426 reviews)
Quite an old property. Conveniently located. Very nice staff. Restaurant never seemed to be open….

Reviewed on 14 Apr 2026

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(345 area reviews)

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

Top hotels in Cheltenham

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 £173 per night from 10 May to 11 May
£173
10 May - 11 May
includes taxes & fees
9.2/10 Wonderful! (2,629 reviews)
Perfect hotel for a trip to Sydney. Definitely would go back.

Reviewed on 29 Apr 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
The price is £132 per night from 18 May to 19 May
£132
18 May - 19 May
includes taxes & fees
8.8/10 Excellent! (3,138 reviews)
Super clean. Very comfortable bed.

Reviewed on 28 Apr 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
The price is £215 per night from 17 May to 18 May
£215
17 May - 18 May
includes taxes & fees
9.6/10 Exceptional! (2,165 reviews)
Excellent staff, always so helpful! Love this hotel! Excellent location as well.

Reviewed on 29 Apr 2026

Four Seasons Hotel Sydney
See all 6,200 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Cheltenham travel package cost?
Our Cheltenham travel packages, which start at just £1,280, are an ideal way to save. Pick and choose your favourite hotels, flights and more to create a customized getaway.
If I'm not able to travel, can I cancel my Cheltenham travel package?
We get that life doesn't always go according to plan. If you've booked a Cheltenham travel package and have to amend or cancel it, we can help. It's always worth having a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's more than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Cheltenham?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got it all. Choose the combination that best suits you and watch your savings stack up. We know a travel package is never a one-size-fits-all. That's why we offer more than 550 air carriers and 1,000,000 hotels worldwide, which lets you customize your Cheltenham adventure.
Does Expedia offer Book Now, Pay Later Cheltenham holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fabulous getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budget sizes, so you can have that well-deserved holiday now.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this plan. Simply put down a small deposit on your booking and then start packing your bags.

Where should I stay in Cheltenham?
Urban adventurers come from all over the world to see Sydney Opera House and Bondi Beach in Cheltenham. Book a room within a stone's throw of these fantastic attractions and visit them at your leisure.
What are the top hotels in Cheltenham?
Get your trip off to a good start by booking a room at Sheraton Grand Sydney Hyde Park. It's one of most popular properties in Cheltenham. Another leading option is Hyatt Regency Sydney.
How far in advance should I book my Cheltenham holiday?
Travellers are usually able to browse international fares on Expedia up to a year in advance of departure. Booking last minute? With a little bit of luck, it's still possible to nab an affordable ticket only weeks before your flight.
What does an Expedia Cheltenham travel package include?
Packages include hotels, rental cars and flights, but you can mix and match them to create your dream Cheltenham getaway. You can also add on fun things like activities and experiences once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll get access to discounts you won't find elsewhere.
What should I know before booking a Cheltenham travel package?
Our prices are already low. However, you'll pick up even more bargains if you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and loads of choice.
Can I choose my airline with a Cheltenham Expedia travel package?
Yes — that's one of the best things about an Expedia travel package. You can mix and match your flights, hotels and more. We have more than 550 partner airlines globally, so you have options galore when planning your Cheltenham adventure.

Popular places to visit

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
Circular Quay

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 Harbour Bridge

Sydney Harbour Bridge

An iconic structure on a beautiful harbour with breath-taking views at any time of day or night. Climb it, walk it, photograph it or just stand back and admire it.

Sydney Harbour Bridge

Things to do

Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

£44
per adult
Sydney Harbour Cultural Cruise with Island Stop
Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

£26
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
Sydney Harbour Discovery Cruise Including Lunch

Sydney Harbour Discovery Cruise Including Lunch

£42
per adult
96% of travellers recommend
Sydney Harbour Discovery Cruise Including Lunch
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. Flight-inclusive packages are ATOL protected.