Highlands Vacation Packages

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Top Holiday Package Deals in Highlands

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Bordentown - Trenton South by IHG

Holiday Inn Express Bordentown - Trenton South by IHG

CA $837
per person
Nov 27 - Dec 2
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to Philadelphia (PHL)
8.4/10 Very good! (1,003 reviews)
Casa De Miliki

Casa De Miliki

South Philadelphia
Save 100% on your flight
CA $4,829
per person
Dec 11 - Dec 14
found 24 hours ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
No reviews
Hyatt Centric Rittenhouse Square Philadelphia

Hyatt Centric Rittenhouse Square Philadelphia

Center City
CA $2,058
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
9.4/10 Exceptional! (1,773 reviews)
It was okay. Room was nice. Food was overpriced for what you get.

Reviewed on Oct 12, 2026

Kimpton Hotel Palomar Philadelphia by IHG

Kimpton Hotel Palomar Philadelphia by IHG

Center City
CA $1,778
per person
Dec 1 - Dec 8
found 22 hours ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
9.2/10 Wonderful! (1,243 reviews)
The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

Center City
CA $2,234
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
9.4/10 Exceptional! (1,004 reviews)

Where to stay in Highlands

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

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

Riverfront

1 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 Theater Company while you're exploring the area.

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South Wilmington

1 out of top 10 points of interest in this area

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

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A street intersection with a traffic light, a clock tower, and a church in the background.

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.

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Trolley Square

While Trolley Square might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Delaware Art Museum and The Playhouse on Rodney Square.

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Highlands Hotel Deals

Embassy Suites by Hilton Philadelphia Airport

Embassy Suites by Hilton Philadelphia Airport

9000 Bartram Avenue Philadelphia PA
Fully refundableReserve now, pay when you stay
CA $180
CA $210 total
Nov 1 - Nov 2
includes taxes & fees
Embassy Suites by Hilton Philadelphia Airport
Hampton Inn by Hilton Philadelphia International Airport

Hampton Inn by Hilton Philadelphia International Airport

8600 Bartram Ave Philadelphia PA
Fully refundableReserve now, pay when you stay
CA $168
CA $196 total
Nov 8 - Nov 9
includes taxes & fees
Hampton Inn by Hilton Philadelphia International Airport
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

48 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
CA $180
CA $200 total
Oct 26 - Oct 27
includes taxes & fees
Sonesta Select Newark Christiana Mall
See all 654 properties in Highlands
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Stay near popular Highlands attractions

An art gallery with a painting of a man in a blue sea.

Delaware Art Museum

9.6/10 (17 reviews)
You can study the exhibits at Delaware Art Museum, a museum with a storied past, during your trip to Wilmington. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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A river with cherry blossoms, a brick building, and a tall chimney.
Photo by Andrew Rossi

Brandywine Creek

Commune with nature and explore the great outdoors at Brandywine Creek during your travels in Highlands.
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Rockford Park

Rockford Park is just one of the places to see in Wilmington, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Things to do

The Curse of Lilith

The Curse of Lilith

CA $49
per adult
The Curse of Lilith
The Krazy Kat Speakeasy

The Krazy Kat Speakeasy

CA $49
per adult
The Krazy Kat Speakeasy
The Heist

The Heist

CA $49
per adult
The Heist
See all activities in Wilmington
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.