Cheltenham Vacations from ￥449,596

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The Latest Cheltenham Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites by Marriott Philadelphia Downtown/Center City

Fairfield Inn & Suites by Marriott Philadelphia Downtown/Center City

3 out of 5
Center City
Price was ￥473,559, price is now ￥449,596 per person
￥449,596
per person
Dec 14 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Philadelphia (PHL)
8.6/10 Excellent! (1,562 reviews)
These are dormitory sized rooms with no frills and limited storage. The shower was nice but there was almost zero water pressure in the sink. The lighting plan needs improvement. The bedside lamps are unusable without using the wall sconce which creates a choice between a desk lamp ( dim lighting) or full brightness. The morning coffee service delivered up a beverage that was lukewarm making it an unused perk. The bright spot is the staff who were all wonderful. This is a budget choice in a good location for Philadelphia.

Reviewed on Nov 1, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
Center City
Price was ￥499,411, price is now ￥469,745 per person
￥469,745
per person
Dec 14 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Philadelphia (PHL)
9/10 Wonderful! (4,866 reviews)

Loews Philadelphia Hotel

Loews Philadelphia Hotel

4 out of 5
Center City
Price was ￥489,992, price is now ￥466,914 per person
￥466,914
per person
Dec 14 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Philadelphia (PHL)
9.4/10 Exceptional! (2,067 reviews)
Disappointed by my stay as we were given our room only by 9pm. We were staying for 4 nights and after 8 jours drive, our room was not ready.

Reviewed on Nov 1, 2026

Kimpton Hotel Monaco Philadelphia by IHG

Kimpton Hotel Monaco Philadelphia by IHG

4.5 out of 5
Center City
Price was ￥509,012, price is now ￥485,466 per person
￥485,466
per person
Dec 14 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Philadelphia (PHL)
9/10 Wonderful! (1,430 reviews)
Very nice hotel. Room was updated and modern. Nice restaurant and gym.

Reviewed on Nov 2, 2026

Courtyard by Marriott Philadelphia Downtown

Courtyard by Marriott Philadelphia Downtown

4 out of 5
Center City
Price was ￥482,469, price is now ￥460,342 per person
￥460,342
per person
Dec 14 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Philadelphia (PHL)
8.8/10 Excellent! (524 reviews)
Clean Room

Reviewed on Nov 2, 2026

Find the Best Cheltenham Vacation Packages

Cheltenham Hotel Deals

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St Philadelphia PA
The price is ￥16,736 per night from Nov 29 to Nov 30
￥16,736
￥19,475 total
Nov 29 - Nov 30
includes taxes & fees
Club Quarters Hotel Rittenhouse Square, Philadelphia
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
The price is ￥15,407 per night from Nov 23 to Nov 24
￥15,407
￥17,929 total
Nov 23 - Nov 24
includes taxes & fees
8.4/10 Very Good! (248 reviews)
"Perfect for a quick overnight stay for easy airport access. Beds were comfortable. Facility was clean. Warm cookie at check in. Shuttle was easy and fast. No need to spend double at a Marriott. Really great value"

Reviewed on Nov 3, 2026

Doubletree by Hilton Philadelphia Airport
Motto by Hilton Philadelphia Rittenhouse Square

Motto by Hilton Philadelphia Rittenhouse Square

3.5 out of 5
31 S 19th St Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is ￥12,818 per night from Nov 23 to Nov 24
￥12,818
￥14,916 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (2,580 reviews)
"Clean and comfortable. Staff were friendly and the rooftop restaurant had delicious food."

Reviewed on Nov 3, 2026

Motto by Hilton Philadelphia Rittenhouse Square
See all 3,051 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

￥3,917
per adult
80% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
Double Decker Hop-On Hop-Off City Sightseeing Philadelphia

Double Decker Hop-On Hop-Off City Sightseeing Philadelphia (1, 2, or 3-Day)

￥7,680
per adult
92% of travellers recommend
Double Decker Hop-On Hop-Off City Sightseeing Philadelphia (1, 2, or 3-Day)
BYOB Historically Hilarious Trolley Tour of Philadelphia

BYOB Historically Hilarious Trolley Tour of Philadelphia

￥7,601
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 vacation package cost?
You'll find cheap prices from ￥449,596 on Expedia for your Cheltenham escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Cheltenham costs.
What are the cheapest months to go to Cheltenham?
If you're hoping to book a cheap Cheltenham vacation package, consider traveling in January, February and March. You'll generally find better rates on accommodations and flights during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Cheltenham?
The ideal duration of your Cheltenham vacation 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 vacation as a package?
Expedia vacation 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 personalized Cheltenham vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation 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, favorite 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 accommodations and airfare: After you've nailed down your travel dates and duration, lock in the ideal Cheltenham vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.