Woodstock Holidays

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Your Woodstock Holiday

Prepare to experience Woodstock on your terms with a custom Woodstock holiday package! Uncovering the best parts of this interesting city is simple with a base in a neighbourhood such as Killingly, which is good for nature, among other things. Every trip to Woodstock needs a well-thought-out itinerary. Fill yours with famous sights like Taylor Brooke Winery, Little River Plaza Shopping Centre and Harrisville Golf Course. Don't delay visiting this destination any longer. The perfect Woodstock holiday is only a few clicks away with Expedia.

Woodstock Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Taylor Brooke Winery, Roseland Park Golf Course and Woodstock Golf Course

Top hotels in Woodstock

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock, CT
The price is £607 per night from 1 Sept to 2 Sept
£607
1 Sept - 2 Sept
includes taxes & fees
9.8/10 Exceptional! (69 reviews)
"We arrived early in the evening. The house was a bit further than we expected but that was based on our own analysis. We had received the code in a timely manner, got in easily and found the house to be in great shape."

Reviewed on 5 Aug 2025

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131), Sturbridge, MA
Fully refundableReserve now, pay when you stay
The price is £74 per night from 14 Aug to 15 Aug
£74
14 Aug - 15 Aug
includes taxes & fees
8.8/10 Excellent! (1,463 reviews)
"We loved our stay! We were traveling from Michigan to Maine and only had the opportunity to stay one night, but we had a wonderful meal at the tavern on site. The bakery options were loved by my children, and we all enjoyed walking the grounds. Would definitely return!"

Reviewed on 10 Aug 2025

Publick House Historic Inn and Country Motor Lodge
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is £99 per night from 13 Aug to 14 Aug
£99
13 Aug - 14 Aug
includes taxes & fees
9/10 Wonderful! (1,271 reviews)
"Great hotel with many amenities."

Reviewed on 11 Aug 2025

Wellsworth Hotel
See all 275 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Taylor Brooke Winery

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

Taylor Brooke Winery

Frequently asked questions

How much does a Woodstock travel package cost?
From as low as . Yes, you read that right. Our Woodstock packages are an easy way to make your budget stretch further. Bundle your flights, hotels and rental car and discover this lively destination.
If I'm not able to travel, can I cancel my Woodstock travel package?
We totally understand — life can throw you the odd curveball. If you've locked in a Woodstock travel package and need to change or cancel it, we can help. We recommend checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to cancel and rebook free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may impose a charge.
How do I get a cheap travel package to Woodstock?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got everything you need. Pick and choose the combination that best suits you and watch your savings grow. We know a travel package is never one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotel options globally, which lets you customize your Woodstock adventure.
Does Expedia offer Book Now, Pay Later Woodstock holidays?
Expedia has teamed up with online lender Klarna to make your next trip easier on your budget. Paying by instalment means you can spread the costs of your next adventure, leaving you with more cash to splash while you're away. Klarna has several payment plans to pick from, so you're sure to find one that suits your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you spot an amazing deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Woodstock?
A trip to Woodstock wouldn't be complete without paying a visit to Woodstock Golf Course, Roseland Park Golf Course and Harrisville Golf Course. Stay near these sights and make sightseeing a breeze.
What are the top hotels in Woodstock?
Get your holiday off to a great start by locking in a room at La Quinta Inn & Suites by Wyndham Norwich-Plainfield-Casino. It's one of most popular properties in Woodstock. Another comfortable option is Comfort Inn & Suites.
How far in advance should I book my Woodstock holiday?
It can be difficult to know when is the perfect time to book your trip to Woodstock. But generally the earlier you book, the lower the prices. In some cases, you can lock in your flights and hotels nearly 12 months before your departure date. If you're considering a last-minute getaway, no need to stress! There are fantastic deals advertised on Expedia every single day.
What does an Expedia Woodstock travel package include?
Hotels, flights and rental cars, or any combination of them — it's up to you! Whether you're exploring Woodstock with the family or travelling by yourself, there's a bundle to suit your budget and style. Once you've made your booking, why not add on one or two tours as well?
What should I know before booking a Woodstock travel package?
A package can be more affordable than separately booking all you need for your adventure. For example, bundle your flights, hotels and rental cars and save big. Whatever kind of holiday you're planning, there's bound to be a package that's right for you.
Can I choose my airline with a Woodstock Expedia travel package?
Expedia has access to more than 550 partner airlines globally, so you definitely can. Just select the carrier you want and craft your ideal Woodstock holiday.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.