Skyland Vacations from $189
Book a Hotel + Flight or Car together to unlock savings
Your Skyland Vacation
There's no better way to head off on a break than with one of our vacation packages to Skyland. The outdoorsy activities and spectacular views are just two of the countless reasons to stay in this fascinating city. If taking in sights is on the to-do list during your trip to Skyland, stop by well-known attractions like Yogi Bears Jellystone Park, Thorton Gap Entrance Shenandoah and Rose River Falls. Your dream Skyland vacation is just clicks away. Search flights, hotels and more on Expedia for a trip that's tailored just for you.
The Latest Skyland vacation packages
Price found within the past 48 hours. Click for updated prices.
The Mayflower Hotel, Autograph Collection
Downtown Washington D.C.
$263
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,006 reviews)
Great Location. Old and Historic, but antiquated air conditioning; restaurant staff and offerings are quite limited.
Reviewed on Sep 18, 2026
What to do in Skyland
Learning Lunch of Wine and Food Pairing with Winemaker Donna
$60
per adult
Skyland Hotel Deals
Skyland
Skyline Dr Mile 41.7 & 42.5 Luray VA
$172 nightly
$198 total
Sep 27 - Sep 28
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Location was good. Room was clean, dated but clean. Poor access to room(Stairs). Advertised as having great views, but trees were grown up which blocked our view from our balcony. We stayed in the premium room."
Reviewed on Sep 17, 2026
Big Meadows Lodge
Mile 51.2 Skyline Drive Luray VA
$217 nightly
$241 total
Sep 29 - Sep 30
Total with taxes and fees
7.8/10 Good! (928 reviews)
"It is a great place with lots of great trails and the lodge is pretty with a coffee shop that opens at 7am and closes at 3 but there’s plenty of other places to eat, drink, sit, relax and take in the sights. Highly recommend!"
Reviewed on Sep 18, 2026
Quality Inn Luray
410 W Main St Luray VA
Fully refundableReserve now, pay when you stay
$68 nightly
$78 total
Sep 27 - Sep 28
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
"The hot water for the shower was immediate which I appreciated. It was very quiet and I was able to park outside of my room."
Reviewed on Sep 17, 2026
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.
Find the Best Skyland Vacation Packages
Skyland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 45ºF |
Max Temp Summer | 85ºF |
Top Sights | Luray Caverns, Thorton Gap Entrance Shenandoah and Dukes of Hazzard Museum |
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Frequently asked questions
How much does a Skyland vacation package cost?
You'll find cheap prices from $189 on Expedia for your Skyland getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Skyland costs.
What are the cheapest months to go to Skyland?
February, November and December are great times to look for cheap Skyland vacation packages. Choosing to travel in quieter months means you'll typically find lower prices on accommodations and flights.
How many days is enough for Skyland?
The ideal duration of your Skyland vacation depends on what you'd like to do and see. Typically, a few days to a week will give you enough time to visit all the leading attractions and discover some hidden treasures along the way.
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," "Traveler 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 traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Skyland vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights individually. Better still, you can personalize 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 vacation package to Skyland?
If you have your Skyland vacation 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.
Does Expedia offer Book Now, Pay Later Skyland vacation packages?
Set off on your perfect trip to Skyland with our Book Now, Pay Later vacations. No need to save up or hold off until payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snap up bargains while they last.
Explore a world of travel with Expedia
- Hotels with an Outdoor Pool in Luray
- Hotels near Wisteria Farm and Vineyard
- Fredericksburg Hotels
- Stanley Hotels
- Hotels near Rose River Falls
- Pet-Friendly Hotels in Luray
- Rv Parks in Skyland
- Luray Hotels
- Lodges in Skyland
- Villas in Skyland
- Hotels near Yogi Bear's Jellystone Park
- Culpeper Hotels
- Chalets in Skyland
- Big Meadows Hotels
- Front Royal Hotels
- Cabin Rentals in Shenandoah Valley
- Hotels near Washington Dulles Intl.
- Ski Hotels in Syria
- Hotels near Luray Caverns
- Luxury Hotels in Luray
- Cabin Rentals in Big Meadows
- Hotels near Thorton Gap Entrance Shenandoah
- Charlottesville Hotels
- Resorts in Big Meadows
- Hotels near Stony Man
- Sperryville Hotels
- Hotels near Mary's Rock Summit Trailhead
- Resorts in Syria
- B&B in Luray
- Skyland Hotels
- Marriott Hotels & Resorts in Luray
- Hotels near Shenandoah National Park
- Syria Hotels
- Harrisonburg Hotels
- Cabin Rentals in Skyland
- Aparthotels in Skyland
- Hotel Wedding Venues Hotels in Skyland
- Hotels near Dark Hollow Falls
- Cabin Rentals in Stanley
- Apartments in Skyland
- Hotels with an Indoor Pool in Luray
- Hotels near Old Rag Mountain
- 5 Star Hotels in Syria
- Cabin Rentals in Luray
- Resorts in Skyland
- Flights to Luray
- Flights from New York (NYC) to Charlottesville (CHO)
- Flights from Charlottesville-Albemarle
- Flights from Los Angeles (LAX) to Washington (IAD)
- Flights from Washington Dulles Intl.
- Flights to Syria
- Flights from Syria
- Flights to Washington Dulles Intl.
- Flights to Charlottesville
- Flights to Skyland
- Flights from San Francisco (SFO) to Washington (IAD)
- Massanutten Water Park
- Shenandoah National Park
- Shenandoah Valley Flea Market
- Harry F. Byrd Sr. Visitor Center
- Warehouse Art Gallery
- Car and Carriage Caravan Museum
- Visit Stanley
- Visit Luray
- Dark Hollow Falls
- Visit Big Meadows
- Rapidan Camp
- Rose River Falls
- Stony Man
- Dukes of Hazzard Museum
- Mary's Rock Summit Trailhead
- Massanutten Storybook Trail
- The Garden Maze at Luray Caverns
- Bearfence Mountain
- Little Washington Winery
- Big Meadows Vacations
- Visit Syria
- Stanley Vacations
- Syria Vacations
- Sharp Rock Vineyards
- Banco Vacations
- Yogi Bear's Jellystone Park
- Jordan Hollow Stables
- Luray Vacations
- Boston Vacations
- Shenandoah Vacations
- Shenandoah Caverns
- Copper Fox Distillery
- Visit Skyland
- Luray Caverns
- Elkwallow Picnic Area
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.