Woodstock Valley Vacation Packages

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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

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 CA $122 per night from Jul 20 to Jul 21
CA $122
CA $137 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (1,457 reviews)
"Large room, nice view of the woods from the balcony. Balcony and stairs need some cleaning. Complementary pastries and coffee from the Bake Shoppe were excellent."

Reviewed on Jul. 18, 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 CA $147 per night from Jul 20 to Jul 21
CA $147
CA $164 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (1,240 reviews)
"This property was huge but everything was in great condition. The staff was friendly and helpful"

Reviewed on Jul. 16, 2025

Wellsworth Hotel
Inn on Storrs

Inn on Storrs

3.5 out of 5
123 Storrs Road, Willimantic, CT
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jul 27 to Jul 28
CA $168
CA $194 total
Jul 27 - Jul 28
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Very clean and friendly staff! Highly recommended"

Reviewed on Jul. 10, 2025

Inn on Storrs
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 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 factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Woodstock Valley?
You can generally find lower rates and better availability in January, February and March. Browse our cheap Woodstock Valley vacation packages and you could land some excellent off-season deals.
How many days is enough for Woodstock Valley?
Generally, a handful of days is enough to see the major attractions during your Woodstock Valley vacation. However, if you prefer to have more time to relax or go on day tours, think about extending your itinerary.
How to find the best Woodstock Valley package deals?
Landing a cheap Woodstock Valley package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Woodstock Valley package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Woodstock Valley vacation as a package?
You can enjoy significant savings on your Woodstock Valley escape by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Woodstock Valley?
If you're planning an impromptu Woodstock Valley trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Woodstock Valley?

  1. Pick your travel dates: The things you'd like to do in Woodstock Valley and your preferred season can help you decide when to travel.
  2. Budget wisely: In addition to the price of your hotel, you'll need to consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that could arise during your trip to Woodstock Valley.
  3. Determine how many days away: Start by making a list of all the activities and sights you want to get to in Woodstock Valley. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Woodstock Valley vacation package.

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