Cheltenham Holidays from NZ$4,871

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The Latest Cheltenham Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Windsor Suites

The Windsor Suites

4 out of 5
Center City
Price was NZ$5,431, price is now NZ$4,871 per person
NZ$4,871
per person
9 Jan - 16 Jan
found 24 hours ago
Return flight included
Christchurch (CHC) to Philadelphia (PHL)
8.8/10 Excellent! (3,348 reviews)
Stayed for 1 night even tho there was no air conditioning this late in the year the room was extremely hot. The staff was very nice and generous comping me the 57$ parking fee and the 25 dollar extra 1 hr check out fees ! Made up big time for me to come back and stay . Older hotel but loved it a lot of character

Reviewed on 6 Nov 2026

Tudor Lux

Tudor Lux

4 out of 5
Price was NZ$24,871, price is now NZ$16,449 per person
NZ$16,449
per person
9 Jan - 16 Jan
found 24 hours ago
Return flight included
Christchurch (CHC) to Philadelphia (PHL)
No reviews

Orchard Way

Orchard Way

2 out of 5
Price was NZ$13,780, price is now NZ$9,575 per person
NZ$9,575
per person
9 Jan - 16 Jan
found 24 hours ago
Return flight included
Christchurch (CHC) to Philadelphia (PHL)
No reviews

Tudor Place

Tudor Place

4 out of 5
Price was NZ$9,070, price is now NZ$6,829 per person
NZ$6,829
per person
9 Jan - 16 Jan
found 24 hours ago
Return flight included
Christchurch (CHC) to Philadelphia (PHL)
No reviews

Hyatt Centric Rittenhouse Square Philadelphia

Hyatt Centric Rittenhouse Square Philadelphia

4 out of 5
Center City
Price was NZ$5,777, price is now NZ$5,139 per person
NZ$5,139
per person
9 Jan - 16 Jan
found 24 hours ago
Return flight included
Christchurch (CHC) to Philadelphia (PHL)
9.4/10 Exceptional! (1,790 reviews)

Cheltenham Holiday

Our pick of the best Cheltenham Hotel Deals

Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is NZ$203 per night from 24 Nov to 25 Nov
NZ$203
24 Nov - 25 Nov
includes taxes & fees
Doubletree by Hilton Philadelphia Airport
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 NZ$221 per night from 29 Nov to 30 Nov
NZ$221
29 Nov - 30 Nov
includes taxes & fees
9/10 Wonderful! (4,867 reviews)
"Great location, very clean. The bathroom is a bit tight but everything else was great. Would definitely return."

Reviewed on 6 Nov 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
The price is NZ$298 per night from 30 Nov to 1 Dec
NZ$298
30 Nov - 1 Dec
includes taxes & fees
8.8/10 Excellent! (3,397 reviews)
"Stayed for 1 night even tho there was no air conditioning this late in the year the room was extremely hot. The staff was very nice and generous comping me the 57$ parking fee and the 25 dollar extra 1 hr check out fees ! Made up big time for me to come back and stay . Older hotel but loved it a ..."

Reviewed on 6 Nov 2026

The Windsor Suites
See all 2,945 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

NZ$44
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

NZ$104
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

NZ$85
per adult
92% 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 from NZ$4,871 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.