Woodstock Vacations from $484
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The Latest Woodstock vacation packages
Price found within the past 48 hours. Click for updated prices.
Bilmar Inn & Suites Dell Rapids Near Sioux Falls
$484
per person
Oct 28 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Sioux Falls (FSD)
7/10 Good! (333 reviews)
Rooms clean. Lobby a little messy. Cold cereal for breakfast. Needs more attention to details throughout.
Reviewed on Sep 21, 2026
Hotel On Phillips
Downtown Sioux Falls
$531
per person
Oct 29 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Sioux Falls (FSD)
9.6/10 Exceptional! (1,564 reviews)
This is a great hotel with one of the best bars in town. The only negative is that it’s closed on Sundays and there is limited parking.
Reviewed on Sep 27, 2026
Days Inn by Wyndham Sioux Falls Airport
North Sioux Falls
$559
per person
Nov 4 - Nov 9
found 22 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Sioux Falls (FSD)
7.2/10 Good! (1,066 reviews)
Stay was quiet, but the room smelled kinda funny. Breakfast was pretty slim pickings and the staff wasn't super attentive to the breakfast area.
Reviewed on Sep 26, 2026
Woodstock Hotel Deals
The Trail Inn - Slayton, MN - HWY 59
2436 U.S. 59 Slayton MN
Fully refundableReserve now, pay when you stay
$89 nightly
$95 total
Sep 28 - Sep 29
Total with taxes and fees
9/10 Wonderful! (140 reviews)
"The room and facilities were clean. It would have been nice to have a hair dryer. Great location."
Reviewed on Sep 23, 2026
OYO Hotel Pipestone MN, Canterbury Park
605 8th Ave SE Pipestone MN
Fully refundableReserve now, pay when you stay
$53 nightly
$58 total
Sep 28 - Sep 29
Total with taxes and fees
Huge Breathtaking Cabin on Shetek/Swim-Grill-Games
Slayton MN
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 Vacation Packages
Woodstock Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Winnewissa Falls, Pipestone Country Club and Pipestone National Monument |
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Frequently asked questions
How much does a Woodstock vacation package cost?
You'll find cheap prices from $484 on Expedia for your Woodstock break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Woodstock costs.
What are the cheapest months to go to Woodstock?
You can generally find lower prices and greater availability in December, January and February. Explore our cheap Woodstock vacation packages and you could land some excellent off-season deals.
How many days is enough for Woodstock?
With a well-organized travel plan, you can easily hit the most popular Woodstock sights in a few days. But if you want to discover hidden gems or take day trips, think about booking your Woodstock vacation for longer.
How to find the best Woodstock package deals?
Use Expedia's handy filters to help you find some of the best Woodstock package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Woodstock package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Woodstock vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Woodstock vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Woodstock?
Score incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Woodstock getaway.
Does Expedia offer Book Now, Pay Later Woodstock vacation packages?
Jet off on your dream escape to Woodstock with help from our Book Now, Pay Later vacations. There's no need to save up or hold off until your next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily budget for your trip and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.