Woodstock Vacations

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Find the Best Woodstock Vacation Packages

Woodstock Hotel Deals

Woodstock Way Hotel
Woodstock Way Hotel
4 out of 5
10 Waterfall Way, Woodstock, NY
The price is SAR 934 per night from Mar 10 to Mar 11
SAR 934
SAR 1,192 total
includes taxes & fees
10 Mar - 11 Mar
9.4/10 Exceptional! (142 reviews)
"Really cute tucked away area and also incredibly close to the town of Woodstock with all of its shops and restaurants so you don't need to drive once you're here. I loved the simple design of the rooms as well as their pet friendly options and small coffee shop that has a full coffee bar and snacks ..."

Reviewed on 26 January 2025

Woodstock Way Hotel
Twin Gables of Woodstock
Twin Gables of Woodstock
2.5 out of 5
73 Tinker St, Woodstock, NY
The price is SAR 559 per night from Mar 10 to Mar 11
SAR 559
SAR 626 total
includes taxes & fees
10 Mar - 11 Mar
9.6/10 Exceptional! (141 reviews)
"Great room in a charming property"

Reviewed on 10 February 2025

Twin Gables of Woodstock
Streamside Cottage Half Mile to Town of Woodstock
Streamside Cottage Half Mile to Town of Woodstock
Woodstock
9.8/10 Exceptional! (198 reviews)
Cottage with great view!
"We totally enjoyed our stay at the cottage! Exactly as advertised, except the views of the river from the home are are even better than pictured. We would definitely recommend!"

Reviewed on 14 February 2025

Get rates
Streamside Cottage Half Mile to Town of Woodstock
See all 2,318 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?
You can snap up a vacation package to this destination on Expedia. But how much your vacation to Woodstock costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Woodstock?
January, May and November are the best times to search for cheap Woodstock vacation packages. Choosing to travel in less busy periods means you can usually find better prices on accommodations and flights.
How to find the best Woodstock package deals?
Bagging a cheap Woodstock package deal is a breeze with Expedia. Once you’ve entered your destination and preferred dates under our “Packages” tab, set your budget range, add some filters and browse what’s available. You can customize your search by “Property class,” “Number of bedrooms,” “Traveler experience” and more. Sort the results by “Price: low to high” to view the most pocket-friendly Woodstock package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Woodstock vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You’ll usually score a better deal than booking each component individually. And you’ll still enjoy the freedom to create a customized Woodstock vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Woodstock?
If you have your Woodstock vacation dates confirmed, book early to grab some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Woodstock?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the activities available will also help you decide when to vacation in Woodstock.
  2. Set your budget: Consider expenses like flights, transportation and food when calculating how much to put aside for your trip to Woodstock. Then, select a property that suits your budget, whether that’s a low-cost option or a more luxurious getaway.
  3. Decide how long to go away for: Now that you know more about Woodstock, you can work out the right length of your break. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: Once you’ve nailed down your trip dates and duration, lock in the perfect Woodstock vacation package for you.