Woodstock Holidays

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to NZ$545 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

Our pick of the best 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 NZ$225 per night from 21 Apr to 22 Apr
NZ$225
per night
21 Apr - 22 Apr
9/10 Wonderful! (1,003 reviews)
"This was a nice hotel. We will be back again!"

Reviewed on 14 Apr. 2024

Wellsworth Hotel
Secluded 2-acre Lake Front Home! Special off-season rates!
Secluded 2-acre Lake Front Home! Special off-season rates!
Woodstock
The price is NZ$1,080 per night from 19 Apr to 20 Apr
NZ$1,080
per night
19 Apr - 20 Apr
9.8/10 Exceptional! (48 reviews)
Beautiful property!
"Only a short stay for a local family wedding, but the house was perfect for our group of 7. Very comfortable, kitchen is huge and great for gathering around with some snacks and a few beverages while looking out on the stunning view down the hill to the pond. Would love to come back and spend more ..."

Reviewed on 17 Apr. 2024

Secluded 2-acre Lake Front Home! Special off-season rates!
Famous Waterfront Inn with Jacuzzis, Stunning amenities and unmatched comforts!!
Famous Waterfront Inn with Jacuzzis, Stunning amenities and unmatched comforts!!
Woodstock
7.4/10 Good! (15 reviews)
Brimfield Antique Show
"Beautiful property, convenient, clean and very spacious and comfortable! Would definitely recommend and stay again! Thank you!"

Reviewed on 12 Apr. 2024

Get rates
Famous Waterfront Inn with Jacuzzis, Stunning amenities and unmatched comforts!!
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 holiday 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 holiday package makes it a cinch to organise 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 holiday?
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. Holidaying 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 holiday is just a few clicks away.
Can I choose my airline with a Woodstock Expedia holiday 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 holiday 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 savour the top-notch restaurants.

Taylor Brooke Winery
Image for Roseland Cottage

Roseland Cottage

You can learn about the history of Woodstock when you stop by Roseland Cottage. Visit 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 find the perfect gifts to bring home at Little River Plaza Shopping Center during your visit to South Woodstock. While in this family-friendly area, you can savour the top-notch restaurants.

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