Cheltenham Vacation Packages

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Your Cheltenham Vacation

Book a Cheltenham vacation package and prepare to experience the highlights of this city. Consider basing yourself in the neighborhood of Old City, which is good for nightlife, culture and history. Fill your itinerary with visits to Temple University, Willow Grove Park Mall and The Liacouras Center, some of the top attractions you really should see during your trip to Cheltenham. Whoever you're heading away with and whatever your budget, your dream Cheltenham vacation is only clicks away with Expedia.

Top Cheltenham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Loews Philadelphia Hotel

Loews Philadelphia Hotel

4 out of 5
Center City
Price was CA $971, price is now CA $765 per person
CA $765
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
9.2/10 Wonderful! (1,860 reviews)
Amazing helpful staff, excellent location!

Reviewed on Jul 2, 2026

Orchard Way

Orchard Way

2 out of 5
Price was CA $4,079, price is now CA $2,254 per person
CA $2,254
per person
Aug 14 - Aug 17
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Philadelphia (PHL)
No reviews

The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Price was CA $2,267, price is now CA $1,658 per person
CA $1,658
per person
Aug 24 - Aug 28
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
9.6/10 Exceptional! (1,002 reviews)
Excellent service all around!

Reviewed on Jul 1, 2026

YOWIE (Hotel & Shop)

YOWIE (Hotel & Shop)

2 out of 5
South Philadelphia
Price was CA $1,668, price is now CA $1,312 per person
CA $1,312
per person
Aug 14 - Aug 17
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Philadelphia (PHL)
9.8/10 Exceptional! (72 reviews)
Really unique hotel in a great area

Reviewed on Jun 10, 2026

Kimpton Hotel Monaco Philadelphia by IHG

Kimpton Hotel Monaco Philadelphia by IHG

4.5 out of 5
Center City
Price was CA $1,381, price is now CA $1,095 per person
CA $1,095
per person
Aug 24 - Aug 28
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
9/10 Wonderful! (1,358 reviews)
Location is phenomenal and staff were outstanding!

Reviewed on Jul 2, 2026

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Cheltenham Hotel Deals

Philadelphia Marriott Downtown

Philadelphia Marriott Downtown

4 out of 5
1201 Market St Philadelphia PA
The price is CA $267 per night from Jul 22 to Jul 23
CA $267
CA $310 total
Jul 22 - Jul 23
includes taxes & fees
8.6/10 Excellent! (2,108 reviews)
"Except for one staff who checke dus in most of the epxerience was subpar, staff was shot and rude on asking basic things, on not one but multiple occasions. Otherwise its a very good hotel with good location and amenities."

Reviewed on Jul 3, 2026

Philadelphia Marriott Downtown
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
120 S 17th St Philadelphia PA
The price is CA $227 per night from Jul 23 to Jul 24
CA $227
CA $310 total
Jul 23 - Jul 24
includes taxes & fees
9/10 Wonderful! (2,432 reviews)
"The shower showed signs of wear. The coffee machine did not work. Parking is very expensive. Not worth the $400 it cost to spend one night with overnight parking."

Reviewed on Jul 1, 2026

Sofitel Philadelphia at 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 CA $192 per night from Jul 6 to Jul 7
CA $192
CA $223 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (4,680 reviews)
"Great location. My room was on the 2nd floor and had super high ceilings and a huge window along one wall. I dug it. Staff was helpful and friendly. One slight annoyance it that are checking you have to navigate a computer screen and make your own key. Not sure way that's a good idea. The coffee ..."

Reviewed on Jul 3, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
See all 3,158 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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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

CA $35
per adult
80% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
Center City Philadelphia Food Tour with Reading Market

Center City Philadelphia Food Tour with Reading Market

CA $82
per adult
88% of travellers recommend
Center City Philadelphia Food Tour with Reading Market
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

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

CA $82
per adult
82% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
See all activities in Cheltenham

Frequently asked questions

How much does a Cheltenham vacation package cost?
You can snap up a vacation package to this popular destination from CA $765 on Expedia. However, how much your vacation to Cheltenham costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Cheltenham?
You can usually find lower rates and greater availability in January, February and March. Take a look at our cheap Cheltenham vacation packages and you could score some great off-season deals.
How many days is enough for Cheltenham?
With about 2 days, you'll have plenty of time to experience popular neighbourhoods like North Philadelphia East and North Philadelphia during your Cheltenham vacation. Be sure to also add Keswick Theatre and Morris Arboretum to your sightseeing list. Searching for more adventures? Consider exploring outside of Cheltenham on tours and day trips.
How to find the best Cheltenham package deals?
Landing a cheap Cheltenham package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Cheltenham package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Cheltenham vacation as a package?
You can enjoy significant savings on your next Cheltenham getaway by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Cheltenham?
If you've got your Cheltenham travel dates confirmed, book early to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Cheltenham?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Cheltenham.
  2. Calculate your budget: Make sure you have enough money to cover everything from meals and transportation to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Cheltenham.
  3. Set the duration of your trip: Start by compiling a list of the activities and attractions you want to experience in Cheltenham. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Cheltenham vacation package that brings all your bookings together.

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.