Woodstock Vacation Packages

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Your Woodstock Vacation

Our Woodstock vacation packages let you customize your own adventure. Tailor your getaway to suit your needs and interests and make the most of your time in this fabulous city. A trip to Woodstock is an ideal opportunity to see the sights. Be sure to look around well-known attractions like Shenandoah Vineyards, Shenandoah County Fairgrounds and Woodstock Museum. Stop dreaming and start doing. Browse the wide range of options on Expedia today and put your Woodstock vacation plans in motion!

Top Woodstock Vacation Deals

Price found within the past 48 hours. Click for updated prices.
InterContinental Washington D.C. - The Wharf, an IHG Hotel

InterContinental Washington D.C. - The Wharf, an IHG Hotel

5 out of 5
Southwest
Save 100% on your flight
per person
Dec. 15 - Dec. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
9.2/10 Wonderful! (1,001 reviews)
The property was nice but be careful when booking with Expedia. I always use Expedia but this time the experience was not good. I booked a Riverview room and paid extra money because I wanted the view and when I checked into the hotel they stated the listing was incorrect on Expedia's website and this happens all the time. I was very upset because I spent a lot of money with hopes of having the room I paid for. The room we were assigned to was nice and spacious but did not have heat so we had to be moved to another room the next day.

Reviewed on Oct. 22, 2024

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Dec. 15 - Dec. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.8/10 Excellent! (1,007 reviews)
Convenient location. Room dark and expressive machine not working

Reviewed on Nov. 3, 2024

The Graham Georgetown

The Graham Georgetown

4 out of 5
Northwest
Save 100% on your flight
per person
Dec. 15 - Dec. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.8/10 Excellent! (1,483 reviews)
Air conditioning was broken and hotel was very noisy

Reviewed on Nov. 2, 2024

Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
Save 100% on your flight
per person
Dec. 15 - Dec. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.8/10 Excellent! (2,205 reviews)
Terrific staff. I needed an early check in and they made that seamless. Thanks for a great stay. We will absolutely be back!!!

Reviewed on Nov. 5, 2024

Eaton DC

Eaton DC

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Dec. 15 - Dec. 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
9.2/10 Wonderful! (1,090 reviews)
Hotel has such a cool vibe. Friendly staff, clean, less than a 15 minute walk to the White House. Would definitely stay here again!

Reviewed on Nov. 4, 2024

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Woodstock Hotel Deals

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 CA $152 per night from Nov. 17 to Nov. 18
CA $152
CA $171 total
includes taxes & fees
Nov 17 - Nov 18
9/10 Wonderful! (1,005 reviews)
Convenient and comfortable
"Love the location and friendly staff. Good breakfast. Bathroom could use a little touch up."

Reviewed on Nov. 2, 2024

Holiday Inn Express Woodstock-Shenandoah Valley, an IHG Hotel
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 CA $131 per night from Dec. 1 to Dec. 2
CA $131
CA $147 total
includes taxes & fees
Dec 1 - Dec 2
8.6/10 Excellent! (898 reviews)
"Great hotel for great price. Breakfast was good too."

Reviewed on Nov. 3, 2024

Comfort Inn Woodstock Shenandoah
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 CA $153 per night from Nov. 27 to Nov. 28
CA $153
CA $172 total
includes taxes & fees
Nov 27 - Nov 28
8.8/10 Excellent! (1,011 reviews)
"Great two night stay at the Hampton. Staff was great, hotel was clean and quiet and offered nice breakfast options in the Morning. Real convenient to Skyline Drive and local restaurants and wineries. Will def stay here again."

Reviewed on Oct. 29, 2024

Hampton Inn & Suites Woodstock, VA
See all 1,017 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Woodstock vacation package cost?
Our Woodstock vacation packages, which begin from just CA $1,024, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.