Book Exclusive Skyland Vacation Packages

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Skyland flight + hotel packages

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

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was CA $849, price is now CA $702 per person
CA $702
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this historic hotel in Baltimore. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Oriole Park at Camden Yards and National Aquarium in Baltimore are located nearby.
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was CA $975, price is now CA $750 per person
CA $750
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Smithsonian Institution and National Mall are located nearby.
Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
Price was CA $938, price is now CA $725 per person
CA $725
per person
Aug 29 - Sep 2
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and Washington Monument are located nearby.
Hotel Hive

Hotel Hive

3.5 out of 5
Northwest
Price was CA $851, price is now CA $704 per person
CA $704
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
Stay at this hotel in Washington. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and Washington Monument are located nearby.
Hotel Rendale Washington DC

Hotel Rendale Washington DC

3.5 out of 5
Northwest
Price was CA $870, price is now CA $728 per person
CA $728
per person
Aug 29 - Sep 2
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
Stay at this hotel in Washington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and Washington Monument are located nearby.

Top Skyland hotels deals

Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
The price is CA $244 per night
CA $244
CA $292 total
Jul 27 - Jul 28
includes taxes & fees
Stay at this hotel in Luray. Enjoy free parking, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shenandoah National Park and Yogi Bear's Jellystone Park are located nearby.
Pet-friendly
Parking included
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 CA $149 per night
CA $149
CA $183 total
Jul 9 - Jul 10
includes taxes & fees
Book a stay at this spa hotel in Luray. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Luray Caverns and Yogi Bear's Jellystone Park are located nearby.
Pool
Hot tub
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive Luray VA
The price is CA $193 per night
CA $193
CA $225 total
Jul 27 - Jul 28
includes taxes & fees
Stay at this hotel in Luray. Enjoy free parking, breakfast (surcharge), and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Shenandoah National Park and Harry F. Byrd Sr. Visitor Center are located nearby.
Pet-friendly
Parking included
Quality Inn Luray

Quality Inn Luray

2.5 out of 5
410 W Main St Luray VA
Free cancellation
Reserve now, pay when you stay
The price is CA $91 per night
CA $91
CA $104 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this business-friendly hotel in Luray. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Luray Caverns and Yogi Bear's Jellystone Park are located nearby.
Pool
Parking included
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
The price is CA $204 per night
CA $204
CA $296 total
Aug 4 - Aug 5
includes taxes & fees
Stay at this cabin in Stanardsville. Enjoy free parking, patios, and climate control. Popular attractions Green Hills Golf Course and Greene County Library are located nearby.
Kitchen
Pet-friendly
Hillside

Hillside

2.5 out of 5
1460 US Highway 211 East Luray VA
Free cancellation
Reserve now, pay when you stay
The price is CA $155 per night
CA $155
CA $179 total
Jul 6 - Jul 7
includes taxes & fees
Stay at this motel in Luray. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Luray Caverns and Yogi Bear's Jellystone Park are located nearby.
Pet-friendly
Parking included
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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.

Skyland Vacations

Stumbling upon a new place is precisely what makes travel so exciting, But of course, it never hurts to understand a bit about the destination before you jet off. Read on and discover the essential facts about Skyland.

If you take a trip 20 miles (32 kilometers) south of Woodstock, or 25 miles (40 kilometers) northwest of Culpeper, you'll arrive in Skyland.

Places to visit in Skyland

Wine bottle labels usually only provide us with part of the story about the drop inside. Why not visit Wisteria Farm and Vineyard for the in-depth history of their blends? Need some more options? Sometimes reflective, sometimes forceful — there are few spectacles as impressive as a waterfall. Secure yourself a good vantage point and watch Rose River Falls splash, rush and swirl over the face of the cliff. And there's more. Long to wander where the WiFi is weak? Put away your phone, get off the grid and spend time hiking through Mother Nature at Mary's Rock Summit Trailhead.

Where do you fly into for Skyland?

Got your suitcase and passport? Great — hop on the plane to Washington Dulles International Airport (IAD). Once the wheels hit the tarmac, you'll be just 55 miles (89 kilometers) to the northeast from the heart of Skyland.

Frequently asked questions

How much are vacation packages to Skyland?
Your travel daydreams can come true in Skyland from just CA $702. 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 121 kilometers 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 88 kilometers northeast of inner Skyland. Charlottesville-Albemarle Airport (CHO) (48 kilometers away from central Skyland) and Shenandoah Valley Regional Airport (SHD) (56 kilometers away from central Skyland) are other choices.

Photos of local treasures

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A panoramic view of a valley with a clear sky.

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