Upland Vacation Packages

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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.

Top Upland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Philadelphia at Penn's Landing

Hilton Philadelphia at Penn's Landing

4 out of 5
Center City
Price was CA $1,646, price is now CA $1,225 per person
CA $1,225
per person
May 30 - Jun 5
found 10 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Philadelphia (PHL)
8.2/10 Very Good! (1,840 reviews)
Overpriced- the property is dated and needs an overhaul

Reviewed on Apr 27, 2026

Casa De Miliki

Casa De Miliki

2 out of 5
South Philadelphia
Price was CA $9,786, price is now CA $6,880 per person
CA $6,880
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
No reviews
The Windsor Suites

The Windsor Suites

4 out of 5
Center City
Price was CA $2,237, price is now CA $1,658 per person
CA $1,658
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
8.6/10 Excellent! (2,737 reviews)
I’ve stayed at the Windsor twice and loved it. Rooms are spacious. The balcony room is huge. Perfect for my family of 4.

Reviewed on Apr 28, 2026

One Sky Loft

One Sky Loft

2 out of 5
Center City
Price was CA $2,053, price is now CA $1,530 per person
CA $1,530
per person
May 30 - Jun 5
found 10 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Philadelphia (PHL)
9.2/10 Wonderful! (80 reviews)
No parking but besides that beautiful apartment

Reviewed on Apr 27, 2026

The Bellevue Hotel - The Unbound Collection by Hyatt

The Bellevue Hotel - The Unbound Collection by Hyatt

4.5 out of 5
Center City
Price was CA $2,696, price is now CA $2,029 per person
CA $2,029
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
8.6/10 Excellent! (1,004 reviews)
Great hotel in the Philadelphia area, rooms were great, spacious, clean and so comfy. The staff was always willing to help and all so kind. parking was so easy we parked in the adjacent lot right next to the hotel, easy in and out. I highly recommend this historic beautiful hotel.

Reviewed on Apr 28, 2026

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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 $141 per night from May 10 to May 11
CA $141
CA $164 total
May 10 - May 11
includes taxes & fees
9/10 Wonderful! (4,501 reviews)
Nice and clean and very quiet!!

Reviewed on Apr 29, 2026

Club Quarters Hotel Rittenhouse Square, Philadelphia
Sonesta Philadelphia Rittenhouse Square

Sonesta Philadelphia Rittenhouse Square

4 out of 5
1800 Market St Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from May 25 to May 26
CA $174
CA $234 total
May 25 - May 26
includes taxes & fees
8.4/10 Very Good! (2,282 reviews)
The check-in gentleman was very helpful.

Reviewed on Apr 29, 2026

Sonesta Philadelphia Rittenhouse Square
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
Fully refundable
The price is CA $160 per night from May 10 to May 11
CA $160
CA $186 total
May 10 - May 11
includes taxes & fees
8.6/10 Excellent! (2,772 reviews)
Had a wonderful time

Reviewed on Apr 29, 2026

The Windsor Suites
See all 3,101 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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Discover the most popular places to visit in Upland

Aerial of Theme Park

Sesame Place

4/5(13 reviews)

Enjoy the rides and games at Sesame Place and find out why this is a popular theme park in Oxford Valley. Attend a sporting event in this family-friendly area.

Sesame Place
Rittenhouse Square

Rittenhouse Square

4.5/5(41 reviews)

Rittenhouse Square is just one of the places to see in Philadelphia, so why not enjoy the other things to explore during your travels? Experience the acclaimed theater scene and great live music in this vibrant area.

Rittenhouse Square
Philadelphia Museum of Art

Philadelphia Museum of Art

4.5/5(104 reviews)

One of the country’s largest museums, with hundreds of thousands of objects, a Rodin Museum, renowned impressionist art and a sculpture garden.

Philadelphia Museum of Art

What to do in Upland

Center City Philadelphia Food Tour with Reading Market

Center City Philadelphia Food Tour with Reading Market

CA $81
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 $81
per adult
82% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
BYOB Historically Hilarious Trolley Tour of Philadelphia

BYOB Historically Hilarious Trolley Tour of Philadelphia

CA $67
per adult
100% of travellers recommend
BYOB Historically Hilarious Trolley Tour of Philadelphia
See all activities in Upland

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