Trolley Square Vacation Packages

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Top Holiday Package Deals in Trolley Square

Price found within the past 48 hours. Click for updated prices.

YOWIE (Hotel & Shop)

South Philadelphia

CA $1,647

per person

Nov 20 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Philadelphia (PHL)

9.8/10 Exceptional! (74 reviews)

Casa De Miliki

South Philadelphia

CA $3,385

per person

Oct 30 - Nov 1

found 19 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Philadelphia (PHL)

No reviews

Kimpton Hotel Palomar Philadelphia by IHG

Center City

CA $1,779

per person

Oct 25 - Oct 29

found 16 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Philadelphia (PHL)

9/10 Wonderful! (1,233 reviews)

I love this hotel when in the city!

Reviewed on Aug 28, 2026

Hyatt Centric Rittenhouse Square Philadelphia

Center City

CA $1,896

per person

Oct 25 - Oct 29

found 16 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Philadelphia (PHL)

9.4/10 Exceptional! (1,730 reviews)

This hotel checks all the boxes. Friendly staff, clean/modern rooms with all the amenities and right in the heart of Philly. An absolute 5 star rating from me!!

Reviewed on Aug 29, 2026

AKA University City

University City

CA $1,709

per person

Oct 25 - Oct 29

found 16 hours ago

Roundtrip non-stop flight included

Edmonton (YEA) to Philadelphia (PHL)

9.2/10 Wonderful! (840 reviews)

Where to stay in Trolley Square

Find the best Trolley Square areas and neighborhoods for the activities you enjoy most. Learn more about Trolley Square

A historic building with ornate architecture, large windows, and a prominent entrance.

Downtown Wilmington

2 out of top 10 points of interest in this area

Unique features of Downtown Wilmington include the bars and theaters. Make a stop by Grand Opera House or World Cafe Live at the Queen while you're exploring the area.

A riverside walkway with trees, a building, and a sunset.

Riverfront

2 out of top 10 points of interest in this area

Unique features of Riverfront include the restaurants and river views. Make a stop by Daniel S. Frawley Stadium or Delaware Sports Hall of Fame while you're exploring the area.

South Wilmington

If you're spending some time in South Wilmington, Eden Park and Chase Fieldhouse are top sights worth seeing.

Beautiful architecture along North 3rd Street in Wilmington's historic district.

Hilltop

When in Hilltop, you can plan a visit to World Cafe Live at the Queen and Grand Opera House, some noteworthy sights in the nearby area.

A city street with a historic building labeled 'City Hall,' a clock tower, and a church spire.

Cool Spring

Cool Spring might not have many top sights, but Brandywine Zoo and The Playhouse on Rodney Square are two attractions nearby that you can check out.

Trolley Square Hotel Deals

Sonesta Select Philadelphia Airport

8900 Bartram Ave Philadelphia PA

Fully refundableReserve now, pay when you stay

CA $179

CA $209 total

Sep 8 - Sep 9

includes taxes & fees

Quality Hotel Philadelphia Airport

45 Industrial Hwy Essington PA

Fully refundableReserve now, pay when you stay

CA $93

CA $103 total

Sep 22 - Sep 23

includes taxes & fees

Embassy Suites by Hilton Philadelphia Airport

9000 Bartram Avenue Philadelphia PA

Fully refundableReserve now, pay when you stay

CA $170

CA $198 total

Sep 27 - Sep 28

includes taxes & fees

7.6/10 Good! (2,304 reviews)

"All good!"

Reviewed on Aug 28, 2026

See all 626 properties in Trolley Square

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.