Cheltenham Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top hotels in Cheltenham

Sonesta Philadelphia Rittenhouse Square

Sonesta Philadelphia Rittenhouse Square

4 out of 5
1800 Market St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is S$178 per night from 1 Sept to 2 Sept
S$178
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,920 reviews)
"The Sonesta provided a nice stay. The hotel was extremely busy and the there was a wait for elevators throughout the stay. The restaurant and bar on site are a plus. I also enjoyed the pool however the bar at the pool should take credit cards but they don’t take cash. The hotel is walkable to shopping ..."

Reviewed on 21 Aug, 2025

Sonesta Philadelphia Rittenhouse Square
Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is S$126 per night from 1 Sept to 2 Sept
S$126
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (4,049 reviews)
"Friendly and helpful staff."

Reviewed on 19 Aug, 2025

Club Quarters Hotel Rittenhouse Square, Philadelphia
Hampton Inn Philadelphia Center City-Convention Center

Hampton Inn Philadelphia Center City-Convention Center

3 out of 5
1301 Race St, Philadelphia, PA
Fully refundableReserve now, pay when you stay
The price is S$164 per night from 1 Sept to 2 Sept
S$164
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (2,295 reviews)
"The staff is always friendly and helpful. I appreciate the ease of the valet service and breakfast in the morning."

Reviewed on 21 Aug, 2025

Hampton Inn Philadelphia Center City-Convention Center
See all 2,743 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.

Popular places to visit

Citizens Bank Park

Citizens Bank Park

4.5/5(10 reviews)

Catch an event at Citizens Bank Park during your trip to Philadelphia. Experience the fascinating museums and acclaimed art galleries in this vibrant area.

Citizens Bank Park
Philadelphia Museum of Art which includes art

Philadelphia Museum of Art

4.5/5(41 reviews)

This sweeping museum is home to over 227,000 objects and hosts around 25 special exhibitions per year.

Philadelphia Museum of Art

Parx Casino and Racetrack

4.5/5(2 reviews)

Why not roll the dice with a visit to Parx Casino and Racetrack during your visit to Bensalem? Attend a sporting event in this family-friendly area.

Parx Casino and Racetrack

What to do in Cheltenham

Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

S$39
per traveller
Liberty, Freedom, and Revolution: American History Tours Bundle
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

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

S$76
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
Philadelphia: Museum of Illusions Timed Entrance Ticket

Philadelphia: Museum of Illusions Timed Entrance Ticket

S$33
per adult
98% of travellers recommend
Philadelphia: Museum of Illusions Timed Entrance Ticket
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.

* 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.