Upland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Upland Vacation

Book a Upland vacation package and get set to experience the best of this lively city. Consider staying in the neighborhood of Downtown Wilmington, which is good for views, culture and dining. If taking in sights is on the to-do list during your trip to Upland, swing by top attractions like Swarthmore College, Harrahs Casino and Racetrack and Widener University. Whoever you're heading away with and whatever your bank balance, your ultimate Upland vacation is just a few clicks away with Expedia.

Top Upland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Centric Rittenhouse Square Philadelphia

Hyatt Centric Rittenhouse Square Philadelphia

4 out of 5
Center City
Price was CA $1,403, price is now CA $1,131 per person
CA $1,131
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philadelphia (PHL)
9.4/10 Exceptional! (1,790 reviews)

Tudor Lux

Tudor Lux

4 out of 5
Price was CA $4,313, price is now CA $2,992 per person
CA $2,992
per person
Dec 18 - Dec 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
No reviews

Tudor Place

Tudor Place

4 out of 5
Price was CA $3,687, price is now CA $2,632 per person
CA $2,632
per person
Dec 18 - Dec 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
No reviews

Orchard Way

Orchard Way

2 out of 5
Price was CA $2,916, price is now CA $2,133 per person
CA $2,133
per person
Dec 18 - Dec 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
No reviews

The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Save 100% on your flight
Price was CA $3,701, price is now CA $2,856 per person
CA $2,856
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
9.4/10 Exceptional! (1,002 reviews)
The environment was serene. The hotel is exceptionally clean, and has arguable the best bathroom shower (no mold, no discolored tiles) I have seen - and I do stay in five-star resorts/hotels all the time. They have the most polite staff. The classical music played overhead at the lobby is very soothing.

Reviewed on Oct 25, 2026

Ready to book your vacation to Upland?

 

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Upland Hotel Deals

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 $187 per night from Nov 1 to Nov 2
CA $187
CA $217 total
Nov 1 - Nov 2
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
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Nov 23 to Nov 24
CA $137
CA $160 total
Nov 23 - Nov 24
includes taxes & fees
8.4/10 Very good! (215 reviews)
"."

Reviewed on Oct 28, 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 CA $114 per night from Nov 1 to Nov 2
CA $114
CA $133 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (2,582 reviews)
"My parents had a great time."

Reviewed on Oct 28, 2026

Motto by Hilton Philadelphia Rittenhouse Square
See all 3,049 properties in Upland
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 Upland attractions

Camp Upland Park

Explore the great outdoors at Camp Upland Park, a lovely green space in Upland.
See properties

What to do in Upland

LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

CA $35
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)

CA $69
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

CA $69
per adult
94% of travellers recommend
BYOB Historically Hilarious Trolley Tour of Philadelphia
See all activities in Upland

Frequently asked questions

How much does an Upland vacation package cost?
Offering great value package deals from CA $1,131 on Expedia, you'll be thrilled with how little a vacation to Upland costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Upland?
If you're hoping to snag a cheap Upland vacation package, consider planning a trip in January, February and March. You'll usually find lower rates on hotels and flights during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Upland?
The ideal length of your Upland vacation depends on what you'd like to see. Generally, a few days to a week will give you plenty of time to tick off all the major attractions and explore some hidden spots along the way.
How to find the best Upland package deals?
Finding a cheap Upland package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Upland package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Upland vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Upland vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Upland?
Land incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Upland break.
How to plan a trip to Upland?

  1. Choose when to get away: Check your schedule and get packing. Your preferred season and the type of activities available will also help you decide when to escape to Upland.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and meals to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Upland.
  3. Decide how long to go for: Now that you know more about Upland, you can figure out the ideal length of your vacation. Put together a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized Upland vacation package.

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