Skyland Vacations from $226

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Photo by Erica R Hopper

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 Hotel Baltimore - BWI Airport

DoubleTree Hotel Baltimore - BWI Airport

4 out of 5
Save 100% on your flight
Price was $399, price is now $226 per person
$226
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,294 reviews)
Front desk help was great! Very nice hotel and room.

Reviewed on Oct 28, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $742, price is now $440 per person
$440
per person
Dec 5 - Dec 10
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.6/10 Exceptional! (65 reviews)
Hotel in very nice and super clean, you just can't expect to sleep there. Noisiest hotel on the planet! Wanted to love it , but the clubs and bars in the area attract a drunken crowd of disgusting and inappropriately loud partyiers. It is so loud, the room vibration is in synch with the rooftop club, and the pilice and drunks out front will keep you up past 2am closing. Never, ever, again! 2 stays, both the same!

Reviewed on Oct 27, 2025

Washington Hilton

Washington Hilton

4 out of 5
Northwest
Save 100% on your flight
Price was $489, price is now $298 per person
$298
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (1,018 reviews)
Staff was nice but the hotel rooms need a serious remodel, also what is up with this destination fee that forces me to spend my money at the hotel restaurant each day.

Reviewed on Oct 30, 2025

Hala tysons

Hala tysons

4 out of 5
Save 100% on your flight
Price was $823, price is now $502 per person
$502
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
No reviews
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Price was $580, price is now $355 per person
$355
per person
Dec 19 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,022 reviews)
The property was beautiful conveniently located The service was excellent Room was clean large and view of the wharf was nice Wound recommend!!!

Reviewed on Oct 27, 2025

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Discover the most popular places to visit in Skyland

Luray Caverns

Luray Caverns

4.5/5(266 reviews)

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

4.5/5(10 reviews)

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

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
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
$195 nightly
The price is $224 total per night from Nov 26 to Nov 27
$224 total
Nov 26 - Nov 27
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
Didn’t eat breakfast

Reviewed on Oct 24, 2025

Skyland
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
$50 nightly
The price is $56 total per night from Dec 1 to Dec 2
$56 total
Dec 1 - Dec 2
Total with taxes and fees
5.8/10 (1,011 reviews)
The fridge was loud and the floor wasn't cleaned.

Reviewed on Oct 23, 2025

Days Inn by Wyndham New Market/I-81
Quality Inn

Quality Inn

2.5 out of 5
410 W Main St, Luray, VA
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $74 total per night from Nov 23 to Nov 24
$74 total
Nov 23 - Nov 24
Total with taxes and fees
7.2/10 Good! (1,005 reviews)
Property is very old and needs attention.

Reviewed on Oct 21, 2025

Quality Inn
See all 892 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 $226 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.

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