Woodstock Vacation Packages

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Your Woodstock Vacation

Book a Woodstock vacation package and get ready for a thrilling adventure. Known for its artistic creativity and lively atmosphere, there's plenty to keep you on the move in this city. A trip to Woodstock is a superb opportunity to sightsee. Check out renowned attractions like Saskadena Six Ski Area, Billings Farm and Museum and Sugarbush Farm. Stop dreaming and start adventuring. Explore the multitude of options on Expedia today and finally put your Woodstock vacation plans in motion!

Woodstock Hotel Deals

Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is CA $573 per night from Jun. 17 to Jun. 18
CA $573
CA $685 total
includes taxes & fees
Jun 17 - Jun 18
9.2/10 Wonderful! (445 reviews)
"Beautiful hotel and great location!"

Reviewed on Jun. 3, 2024

Woodstock Inn & Resort
The Shire Woodstock
The Shire Woodstock
3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
The price is CA $241 per night from Jun. 17 to Jun. 18
CA $241
CA $281 total
includes taxes & fees
Jun 17 - Jun 18
8.6/10 Excellent! (554 reviews)
"I loved everything about the Hotel. However, my room was not cleaned during my stay, even after I requested it. This lack of service was very frustrating, especially for a high-end hotel."

Reviewed on May 31, 2024

The Shire Woodstock
Sleep Woodstock Motel
Sleep Woodstock Motel
2 out of 5
4324 West Woodstock Road, Woodstock, VT
The price is CA $204 per night from Jun. 6 to Jun. 7
CA $204
CA $224 total
includes taxes & fees
Jun 6 - Jun 7
9.6/10 Exceptional! (351 reviews)
"This is a very nice hotel, very clean, close to Woodstock town very good value."

Reviewed on May 27, 2024

Sleep Woodstock Motel
See all 2,490 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.

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Frequently asked questions

How much does a Woodstock vacation package cost?
Much less than you might think — from a low , in fact! By combining flights, hotels and car rentals into a custom-built vacation package, your trip to Woodstock is just clicks away.
How do I get a cheap travel package to Woodstock?
Browse and book everything in the one place with our Woodstock vacation packages. You’ll find deals on flights, hotels and more that’ll keep your credit card happy and adventurous side satisfied. And, with more than 550 partner airlines and 1,000,000 properties all over the world to choose from, you’ll have the flexibility to mix and match as you like.
Where should I stay in Woodstock?
Stay where the action is. Many travelers favor hotels around top sights, like Billings Farm and Museum, Saskadena Six Ski Area and Marsh-Billings-Rockefeller National Historical Park.
What are the top hotels in Woodstock?
Get your trip off to a flying start by booking a stay at The Blue Horse Inn. It’s one of most popular properties in Woodstock. Another option is Historic Ski Lodge On 112 - Acre Vineyard.
How far in advance should I book my Woodstock vacation?
Reserving your spot early with Expedia means one less thing to worry about. Many air carriers advertise tickets up to 12 months in advance. This is usually the cheapest time to book. If circumstances have left you booking late, great deals to Woodstock occasionally appear just a few weeks before departure.
What does an Expedia Woodstock travel package include?
From hotels and flights to car rentals, Expedia can help you craft a Woodstock package that’s ideal for you. Vacationing for a few weeks? Look into a hotel, flight and rental car bundle. If you’re taking a quick break, an airfare and hotel deal may suit you better. Experiences can also be added after you’ve booked. Our travel packages make it a breeze to plan and save.
What should I know before booking a Woodstock travel package?
When you book your hotels, flights and car rentals together, you’ll land incredible discounts. Whether you’re organizing a wilderness getaway in a cabin or want to stay in a cozy apartment in the city, Expedia will help make it happen.
Can I choose my airline with a Woodstock Expedia vacation package?
Yes, you can. Expedia has access to more than 550 partner airlines all over the world, so go with the carrier that best fits your budget and traveling style.
If I'm not able to travel, can I cancel my Woodstock vacation package?
Yes you can, and we’ll help you every step of the way. You may be able to change or cancel your Woodstock vacation package at no cost within 24 hours of booking. However, you may incur a fee from your airline, hotel or car rental company if your booking is older than that. If life throws you a curveball, take a look at our Customer Service Portal for more information.

Discover the most popular places to visit in Woodstock

Image for Billings Farm and Museum

Billings Farm and Museum

5/5(1 review)

Rich with history, Billings Farm and Museum is a cultural attraction worth visiting in Woodstock. Wander the riverfront in this quaint area.

Billings Farm and Museum
Image for Marsh-Billings-Rockefeller National Historical Park

Marsh-Billings-Rockefeller National Historical Park

Explore the lovely green spaces of Marsh-Billings-Rockefeller National Historical Park and enjoy the ski slopes in Woodstock. Stroll along the riverfront or discover the mountain views in this quaint area.

Marsh-Billings-Rockefeller National Historical Park
Image for Woodstock Town Hall Theatre

Woodstock Town Hall Theatre

Get tickets for a show at Woodstock Town Hall Theatre, a theater with a story to tell in Woodstock. Wander the riverfront in this quaint area.

Woodstock Town Hall Theatre

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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.