Skyland Vacations from $285

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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 $407, price is now $285 per person
$285
per person
May 14 - May 18
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,248 reviews)
Very nice. And only 56 dollars before fees

Reviewed on Mar 13, 2026

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
Price was $839, price is now $498 per person
$498
per person
May 15 - May 18
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.2/10 Very Good! (1,001 reviews)
This hotel was clean and comfortable! A very nice affordable option.

Reviewed on Mar 11, 2026

Placemakr Buzzard Point

Placemakr Buzzard Point

4 out of 5
Southwest
Save 100% on your flight
Price was $1,139, price is now $775 per person
$775
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (157 reviews)
I loved my stay there. The staff was so nice and helpful. I would definitely stay again.

Reviewed on Mar 5, 2026

Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $556, price is now $385 per person
$385
per person
May 14 - May 18
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (2,660 reviews)
My stay was good. The room was fine, clean and comfortable, though a bit old, worn, and dingy. It was convenient to have a cafe and restaurant/bar on site that served satisfactory food. The treadmills were out of order, which put a damper on my routine, but luckily the weather was nice enough to run along the waterfront. The staff were friendly and helpful, though harried by the number of guests staying that weekend. I would stay here again.

Reviewed on Mar 11, 2026

Hyatt Place Baltimore Inner Harbor

Hyatt Place Baltimore Inner Harbor

3.5 out of 5
Harbor East
Save 100% on your flight
Price was $721, price is now $512 per person
$512
per person
May 14 - May 18
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (2,459 reviews)
Room was clean. Breakfast was good. Staff were helpful and friendly yet kept things moving along. Was staying overnight to catch a cruise the next day and the drive to the port was as easy as could be. Highly recommend

Reviewed on Mar 14, 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 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
View of the Shenandoah Valley and Blue Ridge Mountains at sunrise, from the Massanutten Storybook Trail in Luray, Virginia

Massanutten Storybook Trail

You can take time to visit Massanutten Storybook Trail during your travels to Luray. Discover the area's mountain views and shops.

Massanutten Storybook Trail

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
$193 nightly
The price is $222 total per night from Apr 7 to Apr 8
$222 total
Apr 7 - Apr 8
Total with taxes and fees
8.8/10 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

Skyland
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
$91 nightly
The price is $105 total per night from Mar 25 to Mar 26
$105 total
Mar 25 - Mar 26
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
This historic Inn is beautiful. I will stay here again. Unfortunately the restaurant and speakeasy weren’t open.

Reviewed on Mar 12, 2026

Mimslyn Inn Historic Hotels Of America
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 Mar 23 to Mar 24
$169 total
Mar 23 - Mar 24
Total with taxes and fees
9.6/10 Exceptional! (78 reviews)
Peaceful, quite, would book again

Reviewed on Mar 12, 2026

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
See all 907 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 $285 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.