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

Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is NT$3,851 per night from May 8 to May 9
NT$3,851
per night
May 8 - May 9
9/10 Wonderful! (1,002 reviews)
"Literally a historical site. On the national registry and everything. Right across from the police station, so probably no safer area in town."

Reviewed on 2024/4/27

Wellsworth Hotel
Sturbridge Host Hotel & Conference Center
Sturbridge Host Hotel & Conference Center
3 out of 5
366 Main St, Sturbridge, MA
Fully refundableReserve now, pay when you stay
The price is NT$4,120 per night from May 12 to May 13
NT$4,120
per night
May 12 - May 13
6.4/10 (966 reviews)
"The web page said there was a restaurant on the property. When we arrived, we were told there was not and the web had not been updated. That was important for us. we would have gone to another hotel if we had known. Also, housekeeping only cleans the room every three days while you stay there. They ..."

Reviewed on 2024/4/27

Sturbridge Host Hotel & Conference Center
Inn on Storrs (formerly Best Western Storrs)
Inn on Storrs (formerly Best Western Storrs)
3.5 out of 5
123 Storrs Road, Willimantic, CT
Fully refundableReserve now, pay when you stay
The price is NT$4,652 per night from May 13 to May 14
NT$4,652
per night
May 13 - May 14
7.8/10 Good! (997 reviews)
"Good location close to our children’s college and nice facility"

Reviewed on 2024/5/4

Inn on Storrs (formerly Best Western Storrs)
See all 248 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?
Explore the best of Woodstock from as little as . We offer a great selection of hotels, flights and rental cars to suit your budget. Land even more discounts when you add a couple of tours or activities to your package.
How do I get a cheap travel package to Woodstock?
Booking a flight and hotel together with Expedia won’t just save valuable time — it’ll save you dollars too. A Woodstock vacation package makes it a cinch to organize your dream adventure. With more than 550 airlines across the world to pick from, finding convenient flights that suit your busy schedule won’t be a challenge. In addition to that, we have over 1,000,000 hotel options globally to select from. Now that’s what you call choice. Whatever your budget, Expedia brings the world within your reach.
Where should I stay in Woodstock?
With lots to discover in Woodstock, it’s a good idea to book a hotel near its attractions. Taylor Brooke Winery, Roseland Park Golf Course and Woodstock Golf Course are some good ones to add to your itinerary.
How far in advance should I book my Woodstock vacation?
Reserving your spot early with Expedia means one less thing to have to worry about. Most air carriers display prices up to 12 months prior to take off. This is usually the cheapest time to book. If circumstances have left you booking late, discount prices to Woodstock sometimes emerge a few weeks before departure.
What does an Expedia Woodstock travel package include?
From flights and hotels to rental cars, Expedia can help you create a Woodstock package that’s ideal for you. Vacationing for a while? Consider a flight, hotel and rental car bundle. If your break is short, a hotel and airfare deal could be more your style. Activities can also be added once you’ve made your booking. Our packages make it easy to plan and save.
What should I know before booking a Woodstock travel package?
Tailor deals to match your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You’ll save big bucks just by bundling your bookings. Whether you’re embarking on a winter adventure or getting some sun on a warm beach, your ideal vacation is just a few clicks away.
Can I choose my airline with a Woodstock Expedia vacation package?
Most definitely. Expedia has more than 550 airline partners to select from around the globe. With so many choices, finding the right carrier to get you to Woodstock shouldn’t be hard.
If I'm not able to travel, can I cancel my Woodstock vacation package?
Yes, it’s possible to cancel your Woodstock booking if your plans have changed. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

Discover the most popular places to visit in Woodstock

Image for Taylor Brooke Winery

Taylor Brooke Winery

You can enjoy a tasting or tour at Taylor Brooke Winery during your travels to Woodstock. While in this family-friendly area, you can savor the top-notch restaurants.

Taylor Brooke Winery
Image for Roseland Cottage

Roseland Cottage

You can learn about the history of Woodstock with a stop at Roseland Cottage. Check out the lively bars or top-notch restaurants in this family-friendly area.

Roseland Cottage
Image for Little River Plaza Shopping Center

Little River Plaza Shopping Center

You can browse for the perfect souvenirs at Little River Plaza Shopping Center during your visit to South Woodstock. While in this family-friendly area, you can savor the top-notch restaurants.

Little River Plaza Shopping Center

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.