Woodstock Vacations

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to NT$5,755 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Woodstock Hotel Deals

Sleep Woodstock Motel
Sleep Woodstock Motel
2 out of 5
4324 West Woodstock Road, Woodstock, VT
The price is NT$2,871 per night from May 22 to May 23
NT$2,871
per night
May 22 - May 23
9.6/10 Exceptional! (349 reviews)
"This was one of the cleanest room I have ever been in. Everything was spotless and very well appointed. Great room."

Reviewed on 2024/4/22

Sleep Woodstock Motel
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is NT$10,611 per night from May 28 to May 29
NT$10,611
per night
May 28 - May 29
9.2/10 Wonderful! (441 reviews)
"All staff were friendly and helpful. The room was spacious and comfortable. We took advantage of the spa on premises, and though everything was pricier than were used to paying, the spa and 3 night stay - very enjoyable."

Reviewed on 2024/5/3

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 NT$4,363 per night from May 27 to May 28
NT$4,363
per night
May 27 - May 28
8.6/10 Excellent! (549 reviews)
"Updated, clean, nice outdoor area, walk to town"

Reviewed on 2024/5/19

The Shire Woodstock
See all 2,487 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.

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

4.5/5(13 reviews)

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

4.5/5(5 reviews)

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

Other vacations you might like

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