Book Exclusive Woodstock Vacation Packages

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Woodstock flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Kimpton Banneker Hotel by IHG

Kimpton Banneker Hotel by IHG

4.5 out of 5
Downtown Washington D.C.
Price was CA $1,188, price is now CA $801 per person
CA $801
per person
Jun 12 - Jun 15
found 11 hours ago
Roundtrip flight included
Calgary (YYC) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions White House and Smithsonian Institution are located nearby.
Beacon Hotel & Corporate Quarters

Beacon Hotel & Corporate Quarters

3.5 out of 5
Downtown Washington D.C.
Price was CA $1,917, price is now CA $1,194 per person
CA $1,194
per person
Jul 3 - Jul 6
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and Capital One Arena are located nearby.
The Westin DC Downtown

The Westin DC Downtown

4 out of 5
Downtown Washington D.C.
Price was CA $1,368, price is now CA $906 per person
CA $906
per person
Jun 12 - Jun 15
found 11 hours ago
Roundtrip flight included
Calgary (YYC) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy 5 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Capital One Arena and Smithsonian Institution are located nearby.
Eaton DC

Eaton DC

4.5 out of 5
Downtown Washington D.C.
Price was CA $1,165, price is now CA $826 per person
CA $826
per person
Jun 12 - Jun 15
found 11 hours ago
Roundtrip flight included
Calgary (YYC) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, a full-service spa, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Capital One Arena and White House are located nearby.
Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
Price was CA $1,727, price is now CA $1,288 per person
CA $1,288
per person
Jun 12 - Jun 15
found 11 hours ago
Roundtrip flight included
Calgary (YYC) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Smithsonian Institution and National Mall are located nearby.

Top Woodstock hotels deals

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 out of 5
1130 Motel Dr Woodstock VA
Free cancellation
The price is CA $147 per night
CA $147
CA $165 total
Apr 26 - Apr 27
includes taxes & fees
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shenandoah County Fairgrounds and W.O. Riley Park are located nearby.
Pool
Breakfast included
Hampton Inn & Suites Woodstock, VA

Hampton Inn & Suites Woodstock, VA

2.5 out of 5
1150 Motel Dr Woodstock VA
Free cancellation
Reserve now, pay when you stay
The price is CA $144 per night
CA $144
CA $162 total
May 17 - May 18
includes taxes & fees
Stay at this hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shenandoah County Fairgrounds and W.O. Riley Park are located nearby.
Pool
Breakfast included
Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr Woodstock VA
Free cancellation
The price is CA $141 per night
CA $141
CA $159 total
Apr 27 - Apr 28
includes taxes & fees
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Shenandoah County Fairgrounds and W.O. Riley Park are located nearby.
Breakfast included
Pet-friendly
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 $117 per night
CA $117
CA $144 total
May 10 - May 11
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 Warehouse Art Gallery are located nearby.
Pool
Hot tub
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr Strasburg VA
Free cancellation
Reserve now, pay when you stay
The price is CA $110 per night
CA $110
CA $123 total
May 3 - May 4
includes taxes & fees
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hupp's Hill Civil War Park and Strasburg Museum are located nearby.
Breakfast included
Pet-friendly
Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Rileyville VA
Get rates
Book a stay at this family-friendly cabin in Rileyville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chalybeate Spring and Fort Valley Public Library are located nearby.
Hot tub
Kitchen
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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.

Popular places to visit

Shenandoah County Fairgrounds

Take the family on an outing to Shenandoah County Fairgrounds during your trip to Woodstock. While you're here, you can savor the top-notch restaurants.

Shenandoah County Fairgrounds

Woodstock Museum

You can spend time studying the exhibits at Woodstock Museum during your travels in Woodstock. While you're here, you can savor the top-notch restaurants.

Woodstock Museum

Woodstock Recreational Area

Explore the great outdoors at Woodstock Recreational Area, a lovely green space in Woodstock. While in this family-friendly area, you can savor the top-notch restaurants.

Woodstock Recreational Area

Woodstock Vacations

Got your tickets booked and your bags packed and ready to go? Read on for a few basic Woodstock tips before you set your foot out the door.

This town can be found 11 miles (18 kilometers) southwest of Strasburg. It is also 18 miles (29 kilometers) west of Front Royal.

Ready to meet the locals? 5,000 people call this part of Virginia home.

Places to visit in Woodstock

It's often been said that knowledge is power. With that in mind, you're sure to feel a bit more powerful after a day at Woodstock Museum. Need more options? Whether you prefer your wine to be fruity or dry, you're sure to find one that tickles your taste buds at Shenandoah Vineyards. But that's not all. What on Earth makes gorging on snacks just prior to getting aboard a head-spinning carnival ride seem like a bright idea? Try not to lose your lunch at Shenandoah County Fairgrounds!

Where do you fly into for Woodstock?

Get ready for some unique experiences in Woodstock. Once you've walked out of Washington Dulles International Airport (IAD), the middle of town will be just 60 miles (97 kilometers) to the west.

Frequently asked questions

How much are vacation packages to Woodstock?
With vacation packages being sold from as little as CA $801, you won't need to blow out the credit card for your getaway to Woodstock. Travelocity is here to help. Bundle up experiences, flights and hotels into a convenient package and score serious discounts. The more you book, the more you save.
How long should my Woodstock vacation be?
The majority of travelers book a hotel for 2 nights in Woodstock. But that doesn't necessarily mean you have to follow suit. How long you spend here depends on what you hope to do during your vacation. If you want to see every corner of this amazing destination, stay another couple of nights (or even an extra week!).
Where can I get the best vacation package deals for Woodstock?
It's hard to look past Travelocity when it comes to putting together your Woodstock package deal. There are as many as 400 airlines and 1,000,000 properties around the world to select from. Lock in your trip now and get ready to tick another exciting place off your must-see list.
Why should I purchase my Woodstock vacation package via Travelocity?
We've got 24/7 support, high-quality service and a Price Match Guarantee. Travel is all about the journey — and we have amazing destinations for you to journey to in all four corners of the globe. Explore with us and your wallet will thank you for it.
Will I save money on my Woodstock car rental if I combine it with hotels and flights?
With a Woodstock vacation package, you can bundle your hotel, car and flight bookings and save a nice amount. If you're eager to see the best of this exciting destination, why not make tracks to White House? This must-see attraction is 129 kilometers from Woodstock. With your own set of wheels, you'll be there belong long.
Which airport is best for Woodstock?
Many travelers choose to fly into Washington Dulles Intl. Airport (IAD), 88 kilometers east of downtown Woodstock. Others prefer Charlottesville-Albemarle Airport (CHO) (80 kilometers away from central Woodstock) or Shenandoah Valley Regional Airport (SHD) (80 kilometers away from central Woodstock).
What is there to do in Woodstock?
While veering off the tourist trail is rewarding, you really shouldn't miss the big sights that make a place famous. Shenandoah County Fairgrounds and Woodstock Museum are a couple of them in Woodstock.
Where should I stay when visiting Woodstock?
The Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel is the first choice of many travelers. Book now before it's too late.

Photos of local treasures

Browse Woodstock vacation photos for more inspiration

Signal Knob overlook on Skyline Drive in the Shenandoah National Park, Virginia
Signal Knob overlook on Skyline Drive
View from Skyline drive near Turk mountain overlook in the Shenandoah NP, Virginia