Cheltenham Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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

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Top hotels in Cheltenham

Loews Philadelphia Hotel

Loews Philadelphia Hotel

1200 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
S$265
7 Sept - 8 Sept
includes taxes & fees
Loews Philadelphia Hotel
Philadelphia Marriott Downtown

Philadelphia Marriott Downtown

1201 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
S$252
6 Sept - 7 Sept
includes taxes & fees
8.6/10 Excellent! (2,311 reviews)
"Overall, a very nice hotel. Would love stronger signage to help find rooms - it’s a bit complicated in two towers, and I wasn’t the only one who got lost."

Reviewed on 20 Aug, 2026

Philadelphia Marriott Downtown
W Philadelphia

W Philadelphia

1439 CHESTNUT ST Philadelphia PA
Fully refundableReserve now, pay when you stay
S$313
30 Aug - 31 Aug
includes taxes & fees
W Philadelphia
See all 3,072 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.

Stay near popular Cheltenham attractions

Cheltenham Center For The Arts

Enjoy an outing to Cheltenham Center For The Arts during your stay in Cheltenham. While you're in the area, wander around the gardens.
See properties

What to do in Cheltenham

LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

S$36
per adult
80% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

S$76
per adult
82% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
BYOB Historically Hilarious Trolley Tour of Philadelphia

BYOB Historically Hilarious Trolley Tour of Philadelphia

S$63
per adult
100% of travellers recommend
BYOB Historically Hilarious Trolley Tour of Philadelphia
See all activities in Cheltenham

Frequently asked questions

How much does a Cheltenham holiday package cost?
You'll find cheap prices on Expedia for your Cheltenham escape. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Cheltenham costs.
What are the cheapest months to go to Cheltenham?
If you're hoping to book a cheap Cheltenham holiday package, consider travelling in January, February and March. You'll generally find better rates on accommodation and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Cheltenham?
The ideal duration of your Cheltenham holiday depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to visit all the top attractions and explore some hidden gems along the way.
How to find the best Cheltenham package deals?
Start your search for a Cheltenham package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Cheltenham package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cheltenham escape off to a flying start.
Is it cheaper to book a Cheltenham holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalised Cheltenham holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Cheltenham?
If you've got your Cheltenham travel dates confirmed, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Cheltenham?
  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Cheltenham.
  2. Set a budget: Factor in costs like flights, meals and transportation when calculating how much to save for your trip to Cheltenham. Then, select a property that suits your budget, whether that's an affordable option or a swankier retreat.
  3. Determine how many days away: Start by listing all the activities and sights you'd like to get to in Cheltenham. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your accommodation and airfare: After you've nailed down your travel dates and duration, lock in the ideal Cheltenham holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.