Woodstock Valley Vacations

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Your Woodstock Valley Vacation

Take the stress out of organizing your next amazing adventure with a Woodstock Valley vacation package. Whether you're lured here by its art, food, architecture or other highlights, there's an inexhaustible array of experiences to be had. Up for a bit of sightseeing? A trip to Woodstock Valley wouldn't be complete without visiting Bigelow Hollow State Park, Taylor Brooke Winery and other popular attractions. A couple of quick clicks is all it takes to build a customized Woodstock Valley vacation on Expedia.

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Woodstock Valley Hotel Deals

Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $120 total per night from Dec 2 to Dec 3
$120 total
Dec 2 - Dec 3
Total with taxes and fees
9/10 Wonderful! (1,345 reviews)
Breakfast was ok for the price. Wish they had better quality items. Service was very good

Reviewed on Nov 23, 2025

Wellsworth Hotel
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
$80 nightly
The price is $90 total per night from Nov 30 to Dec 1
$90 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (1,564 reviews)
Everything was great! People were awesome!

Reviewed on Nov 26, 2025

Publick House Historic Inn and Country Motor Lodge
Hampton Inn Auburn

Hampton Inn Auburn

2.5 out of 5
736 Southbridge St Auburn MA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $102 total per night from Dec 20 to Dec 21
$102 total
Dec 20 - Dec 21
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Easy check in and out. Good location.

Reviewed on Nov 24, 2025

Hampton Inn Auburn
See all 223 properties in Woodstock Valley
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.

Find the Best Woodstock Valley Vacation Packages

Woodstock Valley Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Top Sights
Taylor Brooke Winery, Bigelow Hollow State Park and Staffordville Beach

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Frequently asked questions

How much does a Woodstock Valley vacation package cost?
You can grab a vacation package to this top destination on Expedia. But how much your vacation to Woodstock Valley costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Woodstock Valley?
If you'd like to book a cheap Woodstock Valley vacation package, consider planning a trip in December, January and February. You'll typically find lower prices on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Woodstock Valley?
The ideal length for your Woodstock Valley vacation depends on what you'd like to see. Generally, a handful of days to a week will give you time to tick off all the main attractions and discover some hidden gems along the way.
How to find the best Woodstock Valley package deals?
Use Expedia's filters to find some of the best Woodstock Valley package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Woodstock Valley package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Woodstock Valley vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can customize your Woodstock Valley trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Woodstock Valley?
If you've got your Woodstock Valley travel dates confirmed, book early to grab some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Woodstock Valley vacation packages?
Secure your dream trip to Woodstock Valley with help from Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait for your next paycheck — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.