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 AED 976 per night from Apr 1 to Apr 2
AED 976
AED 1,236 total
includes taxes & fees
1 Apr - 2 Apr
9.4/10 Exceptional! (146 reviews)
"The young woman at the front desk upgraded my stay. She was engaging and pleasant, and added to the enjoyment of my stay. Will certainly recommend the Woodstock Way and will definitely return."

Reviewed on 21 March 2025

Woodstock Way Hotel
Twin Gables of Woodstock
Twin Gables of Woodstock
3 out of 5
73 Tinker St, Woodstock, NY
The price is AED 547 per night from Apr 1 to Apr 2
AED 547
AED 613 total
includes taxes & fees
1 Apr - 2 Apr
9.6/10 Exceptional! (144 reviews)
"Lovely stay."

Reviewed on 23 March 2025

Twin Gables of Woodstock
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
The price is AED 661 per night from Apr 6 to Apr 7
AED 661
AED 1,051 total
includes taxes & fees
6 Apr - 7 Apr
9/10 Wonderful! (35 reviews)
Teahouse Cottage
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"

Reviewed on 30 September 2024

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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.

Discover the most popular places to visit in Woodstock