Book Exclusive Woodstock Vacation Packages

Choose one or more items to build your trip:

Woodstock flight + hotel packages

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 CA $1,370, price is now CA $1,023 per person
CA $1,023
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and Washington Monument are located nearby.
Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

5 out of 5
Northwest
Price was CA $2,028, price is now CA $1,442 per person
CA $1,442
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and Lincoln Memorial are located nearby.
Willard InterContinental Washington by IHG

Willard InterContinental Washington by IHG

5 out of 5
Downtown Washington D.C.
Price was CA $2,846, price is now CA $2,063 per person
CA $2,063
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions White House and National Mall are located nearby.
The Darcy Hotel

The Darcy Hotel

4.5 out of 5
Downtown Washington D.C.
Price was CA $2,139, price is now CA $1,590 per person
CA $1,590
per person
Oct 16 - Oct 23
found 3 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, 2 restaurants, and breakfast (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 Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Price was CA $4,035, price is now CA $3,033 per person
CA $3,033
per person
Oct 16 - Oct 23
found 3 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions White House and Capital One Arena 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 $155 per night
CA $155
CA $174 total
Aug 31 - Sep 1
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.
Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr Woodstock VA
Free cancellation
Reserve now, pay when you stay
The price is CA $131 per night
CA $131
CA $147 total
Aug 30 - Aug 31
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.
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 $146 per night
CA $146
CA $164 total
Sep 7 - Sep 8
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.
Rivah Retreat -River Front- Fishing -Hot tub

Rivah Retreat -River Front- Fishing -Hot tub

Woodstock VA
The price is CA $213 per night
CA $213
CA $408 total
Sep 3 - Sep 4
includes taxes & fees
Stay at this cabin in Woodstock. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Woodstock Tower Observation Site and Shenandoah County Courthouse are located nearby.
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 $214 per night
CA $214
CA $264 total
Sep 17 - Sep 18
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.
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
Sep 7 - Sep 8
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 Stony Man are located nearby.
Don't see what you're looking for?
See all available properties in Woodstock
View all properties
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.

Stay near popular Woodstock attractions

Shenandoah County Fairgrounds

9.0/10 (48 reviews)
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.
See properties

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 $1,023, 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

A panoramic view of a lush green valley with rolling hills and a stone wall in the foreground.
A mountainous landscape with dense forests and a stone wall in the foreground.
A mountainous landscape with lush greenery and a clear blue sky.