Cheltenham Holidays from £1,212

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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.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
20 Oct - 25 Oct
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
8.2/10 Very Good! (2,195 reviews)
The front desk staff is very friendly and helpful. Very convenient and perfect location. Close to shopping Center and Chinatown. Surrounded by so many good restaurants. The only downside is our room is quite noisy and cant sleep specially during heavy traffic. I wish they have double glass windows to cut the traffic noise. On our second day the cleaner didn’t empty the rubbish and wash all the cups and mugs. Apart from that all good.

Reviewed on 4 Aug 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
20 Oct - 25 Oct
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
8.2/10 Very Good! (1,003 reviews)
Within walking distance to city transport. I had the standard single room which is quite small but adequate for 1 night.

Reviewed on 3 Aug 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
20 Oct - 25 Oct
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9.4/10 Exceptional! (1,007 reviews)
Really quirky hotel with friendly staff, good location, clean, comfortable and sizeable room

Reviewed on 28 Jul 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
per person
20 Oct - 25 Oct
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9/10 Wonderful! (579 reviews)
wonderful get away, five star experience. Breakfast is a must!

Reviewed on 24 Jun 2025

Amora Hotel Jamison Sydney

Amora Hotel Jamison Sydney

5 out of 5
Sydney Central Business District
per person
20 Oct - 25 Oct
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
8.8/10 Excellent! (1,501 reviews)
This was a convenient location for a solo traveler. Close to public transit and very walkable.

Reviewed on 28 Jul 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(343 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 £143 per night from 17 Aug to 18 Aug
£143
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (2,329 reviews)
"Lovely hotel 10/10 I will be back"

Reviewed on 1 Aug 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 £169 per night from 24 Aug to 25 Aug
£169
24 Aug - 25 Aug
includes taxes & fees
9.6/10 Exceptional! (1,892 reviews)
"Stayed here recently and couldn’t be happier with the experience. The location was perfect, close to everything I needed, and the view from the room was stunning. The room itself was spotless, modern, and very comfortable - exactly what I was hoping for. From check-in to check-out, everything was ..."

Reviewed on 31 Jul 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 £131 per night from 17 Aug to 18 Aug
£131
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,772 reviews)
"Throughly enjoyed our stay."

Reviewed on 3 Aug 2025

Hyatt Regency Sydney
See all 5,721 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 travel package cost?
Our Cheltenham travel packages, which start at just £1,212, 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

Circular Quay showing general coastal views, a skyscraper and street scenes

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

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 Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour

£27
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

£25
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

£39
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. Flight-inclusive packages are ATOL protected.