Skyland Vacations from $313

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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.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was $531, price is now $313 per person
$313
per person
Dec 16 - Dec 21
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,002 reviews)

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Price was $611, price is now $382 per person
$382
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,201 reviews)
Arlo was amazing! Staff was so welcoming and helpful!! I would stay here again for sure!!

Reviewed on Nov 3, 2026

Hotel Madera

Hotel Madera

4 out of 5
Downtown Washington D.C.
Price was $604, price is now $396 per person
$396
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,008 reviews)
Nice

Reviewed on Nov 2, 2026

The River Inn

The River Inn

4 out of 5
Northwest
Price was $610, price is now $401 per person
$401
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,195 reviews)
Amazing place, we felt like home

Reviewed on Nov 3, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was $666, price is now $445 per person
$445
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)
Just enough

Reviewed on Nov 2, 2026

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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
$221 nightly
The price is $254 total per night from Nov 4 to Nov 5
$254 total
Nov 4 - Nov 5
Total with taxes and fees
8.8/10 Excellent! (1,003 reviews)
"Located within the National Park this is a beautiful and peaceful place to stay. Many of the guests were hikers and nature lovers...friendly and relaxed. Food in the onsite restaurant was excellent with vegetarian choices. Be prepared for little or no internet. Internet in the lodge and nearby was ..."

Reviewed on Nov 2, 2026

Skyland
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive Luray VA
$141 nightly
The price is $156 total per night from Nov 17 to Nov 18
$156 total
Nov 17 - Nov 18
Total with taxes and fees
7.8/10 Good! (978 reviews)
"A beautiful setting for a memorable weekend viewing Fall colors. Bathroom small but great hot water for bath! Enjoyed the knotty pine ambiance and in-room coffee Keurig . Lovely gift shop and short walk to beautiful Mountain Views. Friday evening entertainment in the Tap room and cozy fire in the ..."

Reviewed on Nov 3, 2026

Big Meadows Lodge
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
$146 nightly
The price is $168 total per night from Dec 1 to Dec 2
$168 total
Dec 1 - Dec 2
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
"The bathroom in our room was poorly maintained and run down, could have done a better job with cleaning it. For the price Mimslyn charges per night , next day breakfast should have been included or subsidized at least. Disappointed for what I paid."

Reviewed on Nov 2, 2026

Mimslyn Inn Historic Hotels Of America
See all 958 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

What are the top things to do in Skyland?
Skyland is an outdoor and nature destination, perfect for a Skyland vacation focused on scenic beauty and adventure:

Browse and book things to do in Skyland on Expedia.
How can I save money on a Skyland vacation package?
When you bundle, you can save up to 30%*. To save money on a Skyland package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Do you need to rent a car in Skyland, or is public transport enough?
Skyland is an outdoor and nature destination with attractions spread out, making a rental car the most flexible option for your Skyland vacation package. Having a car allows you to easily reach popular sites like Luray Caverns, about 11 miles away, or the various trailheads within Shenandoah National Park, such as the Thorton Gap Entrance Shenandoah about 7 miles from central Skyland. For arrivals, you can fly into Washington Dulles International Airport (IAD) or Ronald Reagan Washington National Airport (DCA), though you will need to arrange ground transportation from there. A car provides the freedom to explore the scenic views and family-friendly attractions at your own pace.
Can I change or cancel my Skyland vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Skyland vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Skyland vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Skyland vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Skyland?
To find last-minute vacation packages to Skyland, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Skyland vacation packages?
Free cancellation on a Skyland vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Skyland vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Skyland getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Skyland vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.