A wooden bridge over a flowing river surrounded by lush greenery.
Photo by 🦋GoLdEn AnN🦋
Open Photo by 🦋GoLdEn AnN🦋

Skylands Region Vacations from $636

Book a Hotel + Flight or Car together to unlock savings

Your Skylands Region Vacation

With all the details organized before you leave home, our Skylands Region vacation packages let you focus on more important things, like having fun. Known for its festivals, culture and history, the only thing you'll need to do is kick back and enjoy every adventure that comes your way. Your trip to Skylands Region wouldn't be complete without experiencing some of its most well-known cities, starting with Newark. A couple of the most popular attractions here include Statue of Liberty and MetLife Stadium. Princeton is another favorite with Skylands Region travelers. Visitors to this city love Princeton University Stadium and CURE Insurance Arena. When it's time to stop daydreaming and start doing, Expedia will help turn your Skylands Region vacation into a reality.

The Latest Skylands Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 22 - Jan 24

    1 Hotel Brooklyn Bridge + Flight

    Brooklyn
    2 nights
    5.0 star property
    9.2/10 - Wonderful (1,003 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    $1,083
    $636
    per traveler
    found 1 day ago
    1 Hotel Brooklyn Bridge
  • Jan 7 - Jan 10

    Casa De Miliki + Flight

    South Philadelphia
    3 nights
    3.0 star property
    Roundtrip • San Juan (SJU) - Philadelphia (PHL)
    SJU - PHL • Nonstop PHL - SJU • 1 stop
    $5,299
    $2,487
    per traveler
    found 1 day ago
    Casa De Miliki
  • Jan 7 - Jan 10

    Cozy Home near City Center with Hot tub + Flight

    South Philadelphia
    3 nights
    3.0 star property
    10/10 - Exceptional (3 reviews)
    "This was the perfect place for my group and our needs. Enough beds with options; a dark, quiet room in the basement, a shared room with a two full beds, the top floor king size suite, even a pull out sofa! All useful accommodations for a party of 5 or more. To top it off, the roof top hot tub with a city skyline view was incredible! It was a great location too, in walking distance to our venue in South Philly. Everything worked out perfectly, and I'm grateful that this option was available...."
    Reviewed March 2, 2026
    Roundtrip • San Juan (SJU) - Philadelphia (PHL)
    SJU - PHL • Nonstop PHL - SJU • 1 stop
    $5,233
    $2,592
    per traveler
    found 1 day ago
    Cozy Home near City Center with Hot tub
  • Jan 7 - Jan 10

    Tudor Lux + Flight

    East Lansdowne
    3 nights
    4.0 star property
    Roundtrip • San Juan (SJU) - Philadelphia (PHL)
    SJU - PHL • Nonstop PHL - SJU • 1 stop
    $4,190
    $2,452
    per traveler
    found 1 day ago
    Tudor Lux
  • Jan 16 - Jan 22

    Loews Regency New York Hotel + Flight

    Manhattan
    6 nights
    5.0 star property
    9.2/10 - Wonderful (1,003 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    $2,547
    $1,504
    per traveler
    found 1 day ago
    Loews Regency New York Hotel

Discover the most popular places to visit in Skylands Region

Skylands Region Hotel Deals

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