Skyland Holidays from £585

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Your Skyland Holiday

There's no better way to head off on a break than with one of our holiday 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 holiday is just clicks away. Search flights, hotels and more on Expedia for a trip that's tailored just for you.

Top Skyland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was £674, price is now £585 per person
£585
per person
19 Jan - 22 Jan
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
8.6/10 Excellent! (1,007 reviews)

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was £867, price is now £701 per person
£701
per person
19 Jan - 22 Jan
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)

The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Price was £1,276, price is now £1,057 per person
£1,057
per person
19 Jan - 22 Jan
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9.8/10 Exceptional! (1,001 reviews)
Already spoke to manager about shower grab bars- young designers aren't aware of everyone's needs. Loved the TV in bathroom. There was no daily freshening up service??? Great food! VERY friendly! When we return to DC we will come back!

Reviewed on 24 Oct 2026

Hilton Club The District Washington D.C.

Hilton Club The District Washington D.C.

3.5 out of 5
Downtown Washington D.C.
Price was £797, price is now £671 per person
£671
per person
19 Jan - 22 Jan
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (672 reviews)
Shared space with Embassy Suites. Lovely apartment type room and bedroom.

Reviewed on 30 Oct 2026

Courtyard by Marriott Washington, DC Dupont Circle

Courtyard by Marriott Washington, DC Dupont Circle

3.5 out of 5
Downtown Washington D.C.
Price was £698, price is now £608 per person
£608
per person
19 Jan - 22 Jan
found 1 day ago
Return direct flight included
London (LON) to Baltimore (BWI)
8.6/10 Excellent! (1,008 reviews)

Skyland Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
Luray Caverns, Thorton Gap Entrance Shenandoah and Dukes of Hazzard Museum

Top hotels in Skyland

Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
The price is £193 per night from 5 Nov to 6 Nov
£193
5 Nov - 6 Nov
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"The shower had rather low water pressure and it took a couple tries to get the space heater in the bathroom to work. Other than that, clean comfortable room."

Reviewed on 29 Oct 2026

Skyland
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive Luray VA
The price is £117 per night from 18 Nov to 19 Nov
£117
18 Nov - 19 Nov
includes taxes & fees
7.8/10 Good! (975 reviews)
"Great location in the Shenandoah National Park with all of the hiking and other activities it has to offer. The rooms were a bit dated, but met our needs. The food was OK and a bit pricey, but the views from the dining room made eating there a great experience."

Reviewed on 30 Oct 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
The price is £106 per night from 3 Nov to 4 Nov
£106
3 Nov - 4 Nov
includes taxes & fees
9/10 Wonderful! (1,016 reviews)
"Beautiful property in a cute town"

Reviewed on 30 Oct 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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

£45
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

£45
per adult
Wine Bootcamp - Led by our winemaker
See all activities in Skyland

Frequently asked questions

Why should I book my Skyland holiday with Expedia?
Choose Expedia to plan your next big break easily and all in one place. Our top tip for getting an unbeatable deal on a Skyland getaway? Bundle your accommodation, airfares and/or hire car into a package holiday. Then add some awesome tours and activities. Most bookings also have flexible cancellation policies, so there's no need to stress if you have to switch up your travel plans. Round-the-clock assistance with making tweaks to your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Skyland?
Skyland draws the crowds in April, July and August. If you're hoping for a more relaxed holiday, head there in February, November and December. With average daytime temperatures of 0ºC, January is the coolest month in Skyland. The warmest time of year is July, when you can experience averages of 24ºC during the day. Whatever the temperature, you'll discover plenty of things to keep you occupied here.
What is the top hotel for my holiday in Skyland?
Create unforgettable memories in Skyland by choosing Skyland as your home base and gateway to adventure and fun.
How do I get a cheap holiday to Skyland?
Bundle your hotels and flights with Expedia to save on your next big adventure. With over 400 air carriers and 321,000 hotels around the globe, your Skyland holiday can be tailored exactly to suit your budget. With all those extra pounds, why not throw in some interesting tours and experiences? It's an easy way to unlock even more savings. Your dream getaway to Skyland is much closer than you thought! Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Skyland holiday?
With popular attractions like Luray Caverns and Thorton Gap Entrance Shenandoah, a holiday in Skyland is filled with exciting things to see and do. Yogi Bears Jellystone Park and Stony Man are a couple of other sights worth discovering.
Do I need a visa for my Skyland holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and the purpose of your visit, whether it be for tourism or business, will determine if you need a visa for Skyland. Also make sure your passport is up to date and has at least six months validity remaining after your intended date of return. Do all your travel planning well ahead of time to avoid any last-minute surprises.
What should I wear on my Skyland holiday?
Think about the sorts of activities you have planned during your Skyland trip and create a travel wardrobe that you can easily mix and match. For fashion inspiration or information on any dress codes, look up style blogs or social media accounts. Pack your bags with confidence by looking up the forecast in Skyland. July brings the warmest temperatures, with daytime averages of 24ºC, while January days average 0ºC, making it the coolest time of the year.
What does an Expedia Skyland holiday include?
Hotels, hire cars and flights — you'll find them all here. With Expedia, you can create your Skyland package the way you want. All you have to do is figure out exactly what you need. Once you've made your booking, why not add fun things like activities and experiences? The more you bundle, the bigger your savings! Check if there are any available hotels in Skyland as they are the most popular property type here. You can also find other options on Expedia and tailor your own unique holiday experience.
Does Expedia offer Book Now, Pay Later Skyland holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book your dream getaway without hurting your hip pocket. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's convenient monthly instalment plans. If paying just a small amount each month works for you, choose this option during the checkout process.
  • No-deposit holidays: Hitting the "book now" button is easier with this payment plan. With no deposit required for your getaway, you can Book Now, Pay Later and start packing your suitcase.

Can I choose my airline with a Skyland Expedia holiday?
Yes, so take your pick! Expedia has access to more than 400 partner airlines around the world, so you can customise your Skyland holiday according to your travel needs.

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. Flight-inclusive packages are ATOL protected.