Woodstock Vacations from $354

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Your Woodstock Vacation

Our Woodstock vacation packages allow you to create your own adventure. Tailor your getaway to your style and interests and make every moment count in this wonderful city. Fill up your itinerary with visits to Shenandoah County Fairgrounds, Woodstock Museum and Shenandoah Vineyards, some of the top attractions you shouldn't miss during a trip to Woodstock. Stop daydreaming and start adventuring. Browse the many options on Expedia today and finally put your Woodstock vacation plans into gear!

The Latest Woodstock Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Hotel at the University of Maryland

The Hotel at the University of Maryland

4 out of 5
per person
Aug 15 - Aug 18
Roundtrip flight included
Boston (BOS) to Washington (DCA)
9/10 Wonderful! (1,158 reviews)
System crashed had to attempt to check in three different times. Was finally able to check in around 8 PM. Also had couple lightbulbs that were out in my room. But overall, the state was very nice and the Staff was very friendly.

Reviewed on May 20, 2024

The Graham Georgetown

The Graham Georgetown

4 out of 5
Georgetown
Save 100% on your flight
per person
Jul 31 - Aug 4
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8.8/10 Excellent! (1,326 reviews)
The staff was very friendly.

Reviewed on May 20, 2024

Global Luxury Suites at Capitol Hill

Global Luxury Suites at Capitol Hill

4 out of 5
Northeast
Save 100% on your flight
per person
Jul 31 - Aug 4
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8/10 Very Good! (237 reviews)
Overall, a very nice place. The full kitchen and washer/dryer gave us several options and convenience. Very clean rooms with quaint and comfortable accomidations. Things that could be improved: -PARKING - The pay-only parking should have been clearly conveyed in the online materials, but it is not. -LOCK SYSTEM - The "Latch" app was cluttered with doors that are simply not used during a stay. Which leads to surfing through 33 named doors, trying to find the one correct code. Very frustrating! Perhaps having a way to identify favorites, so only 3 or 4 options present themselves when you open the app.

Reviewed on May 19, 2024

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
Fells Point
Save 100% on your flight
per person
Jul 18 - Jul 21
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (903 reviews)
Perfect in every way!

Reviewed on May 21, 2024

Beacon Hotel & Corporate Quarters

Beacon Hotel & Corporate Quarters

3.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Jun 22 - Jun 29
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
7.6/10 Good! (1,020 reviews)
It was a very nice hotel in an older building.

Reviewed on Apr 23, 2024

Woodstock Essential Information

Language
English
Currency
U.S dollars
Population
5,200
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Shenandoah River State Park, Shenandoah Vineyards and Cave Ridge Vineyard

Woodstock Hotel Deals

Comfort Inn Woodstock Shenandoah
Comfort Inn Woodstock Shenandoah
2.5 out of 5
1011 Motel Dr, Woodstock, VA
Fully refundableReserve now, pay when you stay
The price is $107 per night from May 28 to May 29
$107
$118 total
includes taxes & fees
May 28 - May 29
8.6/10 Excellent! (808 reviews)
Trip home
"Check-in was a bit slow but the reptesentative was new and i had a small dog with me. She did a great job. Bed very comfy. Room and bathroom were clean. There was a dog relief area with disposal bags which was much appreciated. Breakfast was great. I would definately stay here again."

Reviewed on May 14, 2024

Comfort Inn Woodstock Shenandoah
Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel
Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel
2.5 out of 5
1130 Motel Dr, Woodstock, VA
Fully refundable
The price is $117 per night from Jun 2 to Jun 3
$117
$129 total
includes taxes & fees
Jun 2 - Jun 3
8.8/10 Excellent! (1,001 reviews)
"Stayed for one night passing through on our way back Massachusetts. Room was clean beds comfortable and great breakfast."

Reviewed on May 14, 2024

Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel
Hampton Inn & Suites Woodstock, VA
Hampton Inn & Suites Woodstock, VA
2.5 out of 5
1150 Motel Dr, Woodstock, VA
Fully refundableReserve now, pay when you stay
The price is $130 per night from May 28 to May 29
$130
$143 total
includes taxes & fees
May 28 - May 29
8.8/10 Excellent! (1,001 reviews)
"The bed was a rock!! It is as like sleeping in a board!. And the blankets are like paper towels. Everything else was great!"

Reviewed on May 18, 2024

Hampton Inn & Suites Woodstock, VA
See all 1,016 properties in Woodstock
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.

Explore other types of vacation packages

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Frequently asked questions

How much does a Woodstock vacation package cost?
Our Woodstock vacation packages, which begin from just $354, are an ideal way to save money. All you have to do is choose your preferred hotels, flights and rental car to create your dream escape.
How do I get a cheap travel package to Woodstock?
Combining your flight and hotel with Expedia won’t just save valuable time — it’ll save you a tidy sum too. A Woodstock vacation package makes it a cinch to organize your dream adventure. With more than 550 airlines all over the world to select from, finding flights that fit your busy schedule won’t be a hassle. On top of that, we have over 1,000,000 properties globally to choose from. Now that’s what you call choice. Whatever your budget, Expedia can show you the world.
Where should I stay in Woodstock?
With lots to discover in Woodstock, it’s a good idea to lock in a hotel near its attractions. Shenandoah County Fairgrounds, Woodstock Museum and Seven Bends State Park are some fascinating ones to add to your to-do list.
What are the top hotels in Woodstock?
Get your vacation off to an excellent start by reserving a room at Comfort Inn Woodstock Shenandoah. It’s one of most sought-after properties in Woodstock. Another cozy option is Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel.
How far in advance should I book my Woodstock vacation?
Travelers are normally able to compare international fares on Expedia up to a year in advance of departure. Booking late? With a little bit of luck, it’s still possible to score a cheaper ticket just weeks before your journey.
What does an Expedia Woodstock travel package include?
You can select from a combination of flights, hotels and rental cars. Once you’ve made your booking, you can add some experiences and activities. Want to pick your airfare class? That’s also easy to do. The choice is yours when it comes to putting together your perfect Woodstock escape.
What should I know before booking a Woodstock travel package?
A package can be cheaper than separately booking everything you need for your trip. For example, bundle your hotels, flights and rental cars and save a tidy sum. Whatever your vacation goals are, there’s sure to be a package that suits your budget.
Can I choose my airline with a Woodstock Expedia vacation package?
With a vacation package, you’re the boss. Whether you’d like to fly to Woodstock in first class or coach, simply pick from the available airline options. Expedia has access to more than 550 airline partners all over the world.
If I'm not able to travel, can I cancel my Woodstock vacation package?
Whether it’s your hotel or flight, yes, you can cancel or amend it. Locked in your Woodstock vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For older bookings, you may incur a fee from your hotel, airline or car rental company. For more details, visit our Customer Service Portal. We’re here to help you every step of the way.

Discover the most popular places to visit in Woodstock

Image for Shenandoah County Fairgrounds

Shenandoah County Fairgrounds

4.5/5(23 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.

Shenandoah County Fairgrounds
Image for Woodstock Museum

Woodstock Museum

5/5(1 review)

You can enjoy some culture when you stop by Woodstock Museum in Woodstock. While you're here, you can savor the top-notch restaurants.

Woodstock Museum
Image for Woodstock Tower Observation Site

Woodstock Tower Observation Site

You can find out about the history of Woodstock with a visit to Woodstock Tower Observation Site. While in this vibrant area, you can savor the top-notch restaurants.

Woodstock Tower Observation Site

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.