Skyland Holidays

Photo by Erica R Hopper

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Skyland

Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
The price is S$240 per night from 2 Sept to 3 Sept
S$240
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
"The views, the location!"

Reviewed on 5 Aug, 2025

Skyland
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive, Luray, VA
The price is S$180 per night from 2 Sept to 3 Sept
S$180
2 Sept - 3 Sept
includes taxes & fees
7.6/10 Good! (707 reviews)
"Very convenient place to stay. Not the most updated but clean and quiet. Food was good and again, convenient. Friendly staff and lovely views. Close to the ranger station and easy to go see the stars over Big Meadows at night."

Reviewed on 5 Aug, 2025

Big Meadows Lodge
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St, Luray, VA
The price is S$167 per night from 24 Aug to 25 Aug
S$167
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"This is a lovely property"

Reviewed on 6 Aug, 2025

Mimslyn Inn Historic Hotels Of America
See all 881 properties in Skyland
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.

Popular places to visit

Shenandoah National Park featuring mountains, forests and tranquil scenes

Mary's Rock Summit Trailhead

Hike along rugged terrain and amid areas of verdant forest to reach one of the tallest peaks of Shenandoah National Park.

Mary's Rock Summit Trailhead

What to do in Skyland

You'll gain a solid knowledge of wine basics, pairing concepts, and tasting techniques, enabling you to explore and savor wines with a newfound expertise. Cheers to a voyage of flavor and discovery!

Wine Bootcamp - Led by our winemaker

S$77
per adult
Wine Bootcamp - Led by our winemaker
See all activities in Skyland

Frequently asked questions

How much does a Skyland holiday package cost?
You'll find cheap prices on Expedia for your Skyland getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your holiday to Skyland costs.
What are the cheapest months to go to Skyland?
To pick up cheap Skyland holiday packages, plan your getaway outside of peak times such as school holidays. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Skyland?
With a well-planned itinerary, you can easily tick off the main Skyland attractions in a handful of days. But if you want to venture off the beaten track or go on day trips, think about booking your Skyland holiday for longer.
How to find the best Skyland package deals?
Landing a cheap Skyland package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Skyland package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Skyland holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking accommodation and flights individually. Better still, you can personalise your Skyland escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Skyland?
If you have your Skyland holiday dates confirmed, book as soon as you can to grab some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Skyland?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Skyland.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to experiences and flights. Your hotel will likely be the biggest expense during your trip to Skyland.
  3. Work out your trip length: Think about how long you'd like to spend exploring Skyland. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Skyland holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.