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.
Chic & Cozy Philly Stay in City Center
South Philadelphia
CA $1,149
per person
Oct 9 - Oct 12
found 14 hours ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
8.4/10 Very good! (7 reviews)
Little trouble getting in but host was responsive despite the late hour. I would have appreciated a more accurate description of the parking situation. Not only is there no parking on site, there is no parking anywhere close. The place is nice and roomy.
Reviewed on Aug 2, 2026
Surrey Beach House
CA $1,312
per person
Oct 14 - Oct 19
found 18 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Philadelphia (PHL)
9.6/10 Exceptional! (58 reviews)
You have to know that you’re getting into a situation that is unlike most. There is no actual person on site and everything is done by Texting on the other hand. They are super responsive and handle every question we had quickly and appropriately.
Personally, I wouldn’t want to stay more than two nights because there is no room refreshing and I’m glad that we only brought one car because that is among the greatest challenges. We were lucky and we found a space on the street that was free, but we were afraid to move it so we simply used Ubers everywhere we needed to go.
Reviewed on Aug 21, 2026
Ready to book your vacation to Cheltenham?
Cheltenham Hotel Deals
Loews Philadelphia Hotel
1200 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
CA $246
CA $287 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (1,990 reviews)
"This hotel offers really small beds. They’re too small for two people. They’re not queen size. We didn’t get any sleep because of this. The elevators are exceptionally slow with extended wait times of up to 10 mins to find one that’s not full already. The staff is nice."
Reviewed on Aug 23, 2026
Philadelphia Marriott Downtown
1201 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
CA $234
CA $272 total
Sep 6 - Sep 7
includes taxes & fees
W Philadelphia
1439 CHESTNUT ST Philadelphia PA
Fully refundableReserve now, pay when you stay
CA $291
CA $339 total
Aug 30 - Aug 31
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 $39
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
CA $83
per adult
82% of travellers recommend
Center City Philadelphia Food Tour with Reading Market
CA $83
per adult
88% 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 $1,149 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.
