Skyland Vacations from $213

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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.
DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Save 100% on your flight
per person
Sep 12 - Sep 15
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,005 reviews)
I really enjoyed my stay. Staff was excellent. It was quite and very comfortable

Reviewed on Jul 27, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
per person
Sep 28 - Oct 4
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
8.2/10 Very Good! (1,001 reviews)
Beautiful facility inside Galludet University. Allowable price and free parking in the middle of Washington DC. Thoroughly enjoyed my stay. The room was large and had many amenities. My stay was quiet and peaceful. I will definitely be back!

Reviewed on Jul 21, 2025

Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (848 reviews)
Decent value for the price. Older building. Very noisy walking down the hall to our room. Breakfast was ok. Nothing special. Neighborhood sketchy. About what I expected from previous reviews.

Reviewed on Jul 27, 2025

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Save 100% on your flight
per person
Sep 28 - Oct 4
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,000 reviews)
I loved this property. It was conveniently located in downtown DC and close to many museums & restaurants. I will certainly return to this location.

Reviewed on Jul 20, 2025

Hotel Madera

Hotel Madera

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Sep 28 - Oct 4
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (1,006 reviews)
Good value for a boutique Hotel.

Reviewed on Jul 24, 2025

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Discover the most popular places to visit in Skyland

Luray Caverns

Luray Caverns

Enjoy the mountain views and explore Luray Caverns, a well-known green space in Luray. While you're in the area, wander around the natural setting.

Luray Caverns
Shenandoah National Park featuring mountains and a sunset as well as a couple

Stony Man

Reach the summit for spectacular views and watch the sun set. This is a great mountain for beginner or younger hikers.

Stony Man
Shenandoah National Park showing tranquil scenes, forest scenes and mountains

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

$60
per adult
Wine Bootcamp - Led by our winemaker
Discover the world of wine at Little Washington Winery! A relaxing drive just west of Warrenton. With our Foodie-U Wine School, you'll enjoy fun classes that add to your appreciation of food and wine.

Cheeseology Un-brie-lievable Wine Pairings and Cheesy Wisdom!

$60
per adult
Cheeseology Un-brie-lievable Wine Pairings and Cheesy Wisdom!
Indulge in Flavor: A delightful lunch plate featuring three scrumptious sliders including, a savory roast beef slider, chicken and salmon sliders, Then! A sweet finish with dessert and tasty truffles!

Learning Lunch of Wine and Food Pairing with Winemaker Donna

$60
per adult
Learning Lunch of Wine and Food Pairing with Winemaker Donna
See all activities in Skyland

Skyland Hotel Deals

Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
$163 nightly
The price is $187 total per night from Aug 10 to Aug 11
$187 total
Aug 10 - Aug 11
Total includes taxes and fees
8.4/10 Very Good! (1,015 reviews)
"The room was clean, updated and had nice amenities. Plenty of charging ports/outlets. The staff was friendly. Only minor complaint, could not see any view from balcony because trees had grown too high at our room."

Reviewed on Jul 27, 2025

Skyland
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive, Luray, VA
$121 nightly
The price is $133 total per night from Aug 19 to Aug 20
$133 total
Aug 19 - Aug 20
Total includes taxes and fees
7.6/10 Good! (698 reviews)
"Wonderful getaway! Nice porch with amazing view! Near hiking and shops. Restaurant is expensive for lackluster offerings"

Reviewed on Jul 23, 2025

Big Meadows Lodge
Days Inn by Wyndham New Market/I-81

Days Inn by Wyndham New Market/I-81

2 out of 5
9360 George Collin Pkwy, New Market, VA
Fully refundableReserve now, pay when you stay
$48 nightly
The price is $54 total per night from Aug 11 to Aug 12
$54 total
Aug 11 - Aug 12
Total includes taxes and fees
6/10 (1,005 reviews)
"Clean and neat. Comfortable bed."

Reviewed on Jul 20, 2025

Days Inn by Wyndham New Market/I-81
See all 884 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.

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 $213 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.