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

Skylands Region Vacations from $393

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.
  • Feb 5 - Feb 8

    New Season Royals + Flight

    Chester
    3 nights
    2.0 star property
    9.2/10 - Wonderful (159 reviews)
    Roundtrip • San Juan (SJU) - Philadelphia (PHL)
    SJU - PHL • Nonstop PHL - SJU • Nonstop
    Save 100% on your flight
    $619
    $393
    per traveler
    found 11 hours ago
    New Season Royals
  • Jan 7 - Jan 10

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,001 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    $1,448
    $731
    per traveler
    found 1 day ago
    JW Marriott Essex House New York
  • Jan 15 - Jan 20

    The St. Regis New York + Flight

    Manhattan
    5 nights
    5.0 star property
    9.2/10 - Wonderful (295 reviews)
    "The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
    Reviewed November 6, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    Save 100% on your flight
    $3,565
    $2,117
    per traveler
    found 2 days ago
    The St. Regis New York
  • Jan 16 - Jan 19

    Margaritaville Resort Times Square + Flight

    Manhattan
    3 nights
    4.0 star property
    9.0/10 - Wonderful (4,134 reviews)
    "Great location and check in was simple. Walkable to lots and Times Square. Restaurants and bars are great but cannot charge to your room so that was a pain if you want to do that. Check out was the only issue. Check out was at 12 and we decided to get breakfast first. Got back to room aroud 11:40 and room key no longer worked. They shut it off. Had to go do lobby and wait in line to get it turned back on which was a bit stressful. Others had the same thing happen to them so I would watch out for..."
    Reviewed November 13, 2026
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop EWR - ATL • Nonstop
    $715
    $453
    per traveler
    found 1 day ago
    Margaritaville Resort Times Square
  • Jan 28 - Jan 31

    33 Hotel, New York City, Seaport + Flight

    Manhattan
    3 nights
    5.0 star property
    9.0/10 - Wonderful (1,001 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - LGA • Nonstop LGA - ATL • Nonstop
    $634
    $404
    per traveler
    found 1 day ago
    33 Hotel, New York City, Seaport

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.