Skyland Vacations from $277

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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.
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Save 100% on your flight
Price was $422, price is now $277 per person
$277
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,200 reviews)
everything about this stay worked out very well. it was in a good location to get to a few different restaurants and it was really close to the train station. the only issue for some could be the bathroom setup. it just doesn't offer much space so that may get inconvenient. otherwise, i look forward to staying there again. the food in the attached irish pub was also good. and i like that they had an umbrella in the room because the weather shifted during my stay and we almost got a rain storm.

Reviewed on Jun 19, 2026

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Save 100% on your flight
Price was $747, price is now $497 per person
$497
per person
Sep 11 - Sep 15
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9/10 Wonderful! (1,866 reviews)
Maryland Inn is an absolutely fantastic location, but that’s about the only positive I have for it. There’s quite a stench to the place from the time you walk in the front door. We had room 1301. It looks very nice in pictures, but it has the same odor as in the hallways, and the floor was insane with crazy sink holes. Not good for older people who have to get up for the bathroom during the night. My husband and I both had to find our balance a couple of times. It’s really crazy, and they should be ashamed not to fix the floor.

Reviewed on Jun 19, 2026

Hotel Rendale Washington DC

Hotel Rendale Washington DC

3.5 out of 5
Northwest
Save 100% on your flight
Price was $467, price is now $312 per person
$312
per person
Sep 10 - Sep 13
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
7.8/10 Good! (1,459 reviews)
Overalls good experience. Basic Coffee ☕️ maker would make our stay little more comfortable.

Reviewed on Jun 8, 2026

Convention Center PH Free indoor parking

Convention Center PH Free indoor parking

4 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $641, price is now $444 per person
$444
per person
Jul 25 - Jul 31
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
6/10 (1 review)
The River Inn

The River Inn

4 out of 5
Northwest
Save 100% on your flight
Price was $455, price is now $317 per person
$317
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,979 reviews)
Wonderful experience! The location is perfect for visiting GWU, monuments & museums. Everyone we encounter at the hotel was extremely nice, professional & accommodating. We will definitely be back.

Reviewed on Jun 18, 2026

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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
Mary's Rock Summit Trailhead

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
Stony Man

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

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
$182 nightly
The price is $209 total per night from Jul 12 to Jul 13
$209 total
Jul 12 - Jul 13
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"Beautiful location, Great food and service at the restaurant, Great staff. Loved the stay."

Reviewed on Jun 18, 2026

Skyland
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
$137 nightly
The price is $158 total per night from Jun 22 to Jun 23
$158 total
Jun 22 - Jun 23
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
"We stayed in June from Tuesday to Saturday. While overall our stay was okay, there were some issues. At check-in we were told we had to pay a $44 historic preservation fee, which was not previously disclosed. The room was large, but there were some issues. First, the room did not have an in-room ..."

Reviewed on Jun 19, 2026

Mimslyn Inn Historic Hotels Of America
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive Luray VA
$126 nightly
The price is $139 total per night from Jun 28 to Jun 29
$139 total
Jun 28 - Jun 29
Total with taxes and fees
7.8/10 Good! (848 reviews)
"Rustic. Clean. Food very good."

Reviewed on Jun 19, 2026

Big Meadows Lodge
See all 898 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 $277 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.