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.
Cozy Home near City Center with Hot tub
South Philadelphia
CA $3,468
per person
Dec 18 - Dec 20
just found
Roundtrip non-stop flight included
Calgary (YYC) to Philadelphia (PHL)
10/10 Exceptional! (3 reviews)
This was the perfect place for my group and our needs. Enough beds with options; a dark, quiet room in the basement, a shared room with a two full beds, the top floor king size suite, even a pull out sofa! All useful accommodations for a party of 5 or more. To top it off, the roof top hot tub with a city skyline view was incredible! It was a great location too, in walking distance to our venue in South Philly. Everything worked out perfectly, and I'm grateful that this option was available. Thank you!
Reviewed on Mar 2, 2026
One Sky Loft
Center City
CA $1,402
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Philadelphia (PHL)
9.2/10 Wonderful! (145 reviews)
Our 1st time visiting to see tourist sights. This place is within 3-4 blocks of Philadelphia's 2 Hop-On/Office tour bus companies. There's a bakery/café & Starbucks across the street, plenty of food within walking distance, as well as we found affordable long term parking 3 blocks away. The building was recently renovated to like brand new. We loved our stay!!!
Reviewed on Oct 2, 2026
Ready to book your vacation to Cheltenham?
Cheltenham Hotel Deals
Club Quarters Hotel Rittenhouse Square, Philadelphia
1628 Chestnut St Philadelphia PA
CA $253
CA $294 total
Nov 2 - Nov 3
includes taxes & fees
9/10 Wonderful! (4,848 reviews)
"Staff were amazing. The building is just run down with chipped paint and cracked walls, horrible air conditioning, and rooms that are squeezed so tightly together you and your neighbor cannot leave your rooms at the same time. Horrible design!"
Reviewed on Oct 6, 2026
The Windsor Suites
1700 Ben Franklin Pkwy Philadelphia PA
CA $170
CA $198 total
Oct 29 - Oct 30
includes taxes & fees
8.8/10 Excellent! (3,308 reviews)
"So many things happened during this start. First, the room we got wasn’t the one pictured. The lamps were falling apart and the headboard was splitting and cracking apart. Then, we couldn’t shower because turn water was boiling hot. No cold water. They couldn’t switch the rooms because they were ..."
Reviewed on Oct 7, 2026
Motto by Hilton Philadelphia Rittenhouse Square
31 S 19th St Philadelphia PA
Fully refundableReserve now, pay when you stay
CA $143
CA $166 total
Nov 1 - Nov 2
includes taxes & fees
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.
What to do in Cheltenham
LEGOLAND® Discovery Center Philadelphia
CA $35
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
CA $83
per adult
82% of travellers recommend
Museum of Illusions Philadelphia Admission Ticket
CA $41
per adult
94% of travellers recommend
Frequently asked questions
How much does a Cheltenham vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,392 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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
