Skyland Vacation Packages 2026 from $310

Skyland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Kellogg Conference Hotel at Gallaudet University

Northeast

$310

per person

Dec 9 - Dec 12

found 22 hours ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

The Waypoint

West Rehoboth

Save 100% on your flight

$356

per person

Nov 26 - Dec 1

found 7 hours ago

Roundtrip flight included

Chicago (ORD) to Baltimore (BWI)

A bar/lounge and a virtual front desk are featured at this hotel, along with free self parking. Luggage storage is also provided.

Kent Island Resort

$620

per person

Dec 2 - Dec 7

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Baltimore (BWI)

An outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace are also on offer.

Sheraton Baltimore North Hotel

$462

per person

Dec 23 - Dec 27

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like a free area shuttle.

Omni Shoreham Hotel Washington DC

Northwest

Save 100% on your flight

$409

per person

Dec 9 - Dec 12

found 22 hours ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and conveniences like a 24-hour front desk and concierge services.

Top Skyland hotels deals

Skyland

Skyline Dr Mile 41.7 & 42.5 Luray VA

$233 nightly

$267 total

Nov 4 - Nov 5

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Free self parking and a terrace are also offered on site.

Pet friendly

Parking included

Big Meadows Lodge

Mile 51.2 Skyline Drive Luray VA

$138 nightly

$153 total

Nov 18 - Nov 19

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A fireplace in the lobby and wedding services are also provided.

Pet friendly

Parking included

Mimslyn Inn Historic Hotels Of America

401 W Main St Luray VA

$156 nightly

$180 total

Nov 5 - Nov 6

Total with taxes and fees

A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

Pool

Hot Tub

Quality Inn Luray

410 W Main St Luray VA

Free Cancellation

Reserve now, pay when you stay

$64 nightly

$74 total

Nov 16 - Nov 17

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Parking included

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

2010 Madison Rd Stanardsville VA

$201 nightly

$228 total

Nov 25 - Nov 26

Total with taxes and fees

This cabin includes express check-out and a virtual front desk. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.

Kitchen

Pet friendly

Hillside

1460 US Highway 211 East Luray VA

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$142 total

Nov 1 - Nov 2

Total with taxes and fees

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A picnic area and express check-out are also provided.

Pool

Pet friendly

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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.

Frequently asked questions

How much are vacation packages to Skyland?

Your travel daydreams can come true in Skyland from just $310. Package deals include flights and hotels, so organizing your itinerary will be nice and easy. All you'll have to focus on is having an incredible time.

How long should my Skyland vacation be?

Most visitors vacation in Skyland for about 2 nights. That being said, travel is all about uncovering hidden gems and making memories — why not stay a couple of more nights to do just that?

Where can I get the best vacation package deals for Skyland?

With around 400 airline partners and 1,000,000 hotels around the world, it's hard to top Travelocity. Take advantage of our comprehensive range and score an incredible Skyland package deal. Isn't it amazing when planning a trip is that easy?

Why should I book my Skyland vacation package via Travelocity?

Savings, support and a stress-free booking are just the beginning. Enjoy a fulfilling travel experience knowing you can rely on round-the-clock support. With the Travelocity Price Match Guarantee, you can rest easy knowing you'll always get the best deal available.

Can I save money on my Skyland car rental if I bundle it with my hotel or flight?

Combining your hotel, car and flight into a Skyland vacation package is an excellent way to land the best deal. Plus, having your own set of wheels gives you absolute freedom to find your way to all those amazing sights you're itching to see. Sitting 75 mi away from Skyland, White House is one attraction that should be on your agenda. Load up the car and make a day trip of it.

Which airport is best for Skyland?

It's very likely you'll be arriving at Washington Dulles Intl. Airport (IAD), which is 55 mi northeast of inner Skyland. Charlottesville-Albemarle Airport (CHO) (30 mi away from central Skyland) and Shenandoah Valley Regional Airport (SHD) (35 mi away from central Skyland) are other choices.