Skyland Vacations from $594

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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.
Hilton Washington DC Capitol Hill

Hilton Washington DC Capitol Hill

4 out of 5
Northwest
Save 100% on your flight
Price was $976, price is now $594 per person
$594
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (1,002 reviews)
No problems, good service

Reviewed on Feb 2, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Save 100% on your flight
Price was $1,377, price is now $754 per person
$754
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,005 reviews)
Everything was excellent!

Reviewed on Jan 25, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,311, price is now $757 per person
$757
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (1,084 reviews)
Room, amenities, and restaurant was great. Service impeccable. Great location.

Reviewed on Feb 4, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,223, price is now $719 per person
$719
per person
Apr 7 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.6/10 Excellent! (1,008 reviews)
Clean room, staff very polite and gentle

Reviewed on Jan 19, 2026

Hotel AKA Washington Circle

Hotel AKA Washington Circle

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,054, price is now $637 per person
$637
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (1,205 reviews)
Amazing service!! Friendly staff and beautiful room and hotel

Reviewed on Jan 31, 2026

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Discover the most popular places to visit in Skyland

This picture is actually the ceiling and it;s reflection in a very shallow pool. A little touristy, but still a great cavern to explore.

Luray Caverns

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

Luray Caverns
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
Eight foot tall hedges creating a pathway of puzzlement, misting fog, and endless confusion! Travel past fountains, through hidden tunnels, and over a lookout tower. ​ Navigate your way through twists and turns while searching for hidden goals on a mission to discover the secret of the maze. Unravel the mystery of the largest hedge maze in the Mid-Atlantic states - a one acre ornamental garden at Luray Caverns. It is a fun filled activity for people of all age groups. The Garden of Maze is right next to the Luray Caverns. So if you plan a trip to see Luray Caverns, you can visit the maze too. Just let loose, get lost and be found at the maze ;) Tip: The view from the lookout tower is beautiful like this one. Just sit back, take in the beauty and relax here. Also, its fun to see people getting lost in the maze ;P

The Garden Maze at Luray Caverns

Explore the great outdoors at The Garden Maze at Luray Caverns and enjoy the mountain views during your trip to Luray. While you're in the area, wander around the natural setting.

The Garden Maze at Luray Caverns

What to do in Skyland

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
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
See all activities in Skyland

Skyland Hotel Deals

Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
8.6/10 Excellent! (1,000 reviews)
We enjoyed our stay in this beautiful location. The current administration should invest funds in the National Parks, rather than divesting from them, and rather than spending untold, mismanaged, hundreds of millions on ballrooms and personal jets. This historied encampment deserves to be kept up ...

Reviewed on Dec 1, 2025

Get rates
Skyland
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

2 out of 5
2010 Madison Rd Stanardsville VA
$149 nightly
The price is $169 total per night from Feb 8 to Feb 9
$169 total
Feb 8 - Feb 9
Total with taxes and fees
9.4/10 Exceptional! (64 reviews)
This was a beautiful cabin. I wasn't exactly sure what to expect but it was everything and more. We had brought a lot of supplies but it turns out we didnt really need much considering they provided all basic necessities. Showers had hot water. Everything was very clean. Easy check in and out. Very ...

Reviewed on Jan 16, 2026

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
$100 nightly
The price is $115 total per night from Feb 15 to Feb 16
$115 total
Feb 15 - Feb 16
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Nice hotel

Reviewed on Jan 27, 2026

Mimslyn Inn Historic Hotels Of America
See all 917 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 $594 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

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