Upland Vacations from $209

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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.

The Latest Upland vacation packages

Price found within the past 48 hours. Click for updated prices.
Valley Forge Casino Resort
New Season Royals
YOWIE (Hotel & Shop)
One Sky Loft
The Grand Laurel Hotel - Philadelphia
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Stay near popular Upland attractions

What to do in Upland

Upland Hotel Deals

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
$97 nightly
The price is $113 total per night from Nov 24 to Nov 25
$113 total
Nov 24 - Nov 25
Total with taxes and fees
Doubletree by Hilton Philadelphia Airport
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
$100 nightly
The price is $116 total per night from Nov 30 to Dec 1
$116 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (4,865 reviews)
"Had a great stay! The staff were all super kind"

Reviewed on Nov 5, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
$159 nightly
The price is $185 total per night from Nov 30 to Dec 1
$185 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (3,389 reviews)
"Great place in the center of the city with some amazing locations to see around the hotel definitely loved it"

Reviewed on Nov 5, 2026

The Windsor Suites
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.

Find the Best Upland Vacation Packages

Upland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Philadelphia Intl. Airport (PHL)
Population
3,300
Top Sights
Mann Center for the Performing Arts, John Heinz National Wildlife Refuge at Tinicum and Tower Theatre

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Frequently asked questions

How much does an Upland vacation package cost?
You can snap up a vacation package to this top destination from $209 on Expedia. But how much your vacation to Upland costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Upland?
If you'd like to snag a cheap Upland vacation package, consider planning a trip in December, January and February. You'll typically find lower rates on hotels and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Upland?
Generally, a handful of days is enough to visit the main attractions during your Upland vacation. However, if you prefer to have more time to unwind or take day trips, consider extending your itinerary.
How to find the best Upland package deals?
Use Expedia's handy filters to help you find some great Upland package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Upland package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book an Upland vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can customize your Upland getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Upland?
If you're planning a spur-of-the-moment Upland adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Upland vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Upland vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.