Woodstock Vacations from $477

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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

Bilmar Inn & Suites Dell Rapids Near Sioux Falls

2 out of 5
Price was $552, price is now $477 per person
$477
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Sioux Falls (FSD)
7/10 Good! (330 reviews)
Good stay

Reviewed on Jul 5, 2026

Historic Twin Tudors Inn

Historic Twin Tudors Inn

3 out of 5
Price was $1,157, price is now $897 per person
$897
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sioux Falls (FSD)
8.8/10 Excellent! (3 reviews)
We were upgraded to staying at the Victorian Inn- i would highly recommended. The house is charming and located in the historic downtown of Sioux Falls.

Reviewed on Jun 16, 2025

AmericInn by Wyndham Spencer

AmericInn by Wyndham Spencer

3 out of 5
Price was $1,121, price is now $925 per person
$925
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Sioux Falls (FSD)
7.8/10 Good! (430 reviews)
Nice place, staff very friendly, nice clean rooms

Reviewed on Jul 29, 2026

AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

3 out of 5
Price was $1,084, price is now $897 per person
$897
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Sioux Falls (FSD)
9/10 Wonderful! (631 reviews)
We thought it was very nice and clean. Beds were very comfortable. The location to everything was great. Everything was very nice. We would definitely stay there again.

Reviewed on Jul 30, 2026

La Quinta Inn & Suites by Wyndham Sioux Falls

La Quinta Inn & Suites by Wyndham Sioux Falls

3 out of 5
Mall District
Price was $612, price is now $544 per person
$544
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Sioux Falls (FSD)
9.2/10 Wonderful! (1,509 reviews)

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Woodstock Hotel Deals

The Trail Inn - Slayton, MN - HWY 59

The Trail Inn - Slayton, MN - HWY 59

2 out of 5
2436 U.S. 59 Slayton MN
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $95 total per night from Aug 2 to Aug 3
$95 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (130 reviews)
"The beds were horrible! Any movement and the bed creaked loudly. It was so hard I woke up with a very sore back. Room 125"

Reviewed on Jul 27, 2026

The Trail Inn - Slayton, MN - HWY 59
OYO Hotel Pipestone MN, Canterbury Park

OYO Hotel Pipestone MN, Canterbury Park

2.5 out of 5
605 8th Ave SE Pipestone MN
Fully refundable
$53 nightly
The price is $58 total per night from Aug 3 to Aug 4
$58 total
Aug 3 - Aug 4
Total with taxes and fees
4.2/10 (187 reviews)
"I can’t believe this was even on the Expedia site. When I arrived I almost didn’t even go in but I did and was met with a state condemnation l letter from the state on the counter saying nobody could be left on premises after the 9th of July so the counter person said we could stay I laughed and ..."

Reviewed on Jul 12, 2026

OYO Hotel Pipestone MN, Canterbury Park
Huge Breathtaking Cabin on Shetek/Swim-Grill-Games

Huge Breathtaking Cabin on Shetek/Swim-Grill-Games

Slayton MN
9.6/10 Exceptional! (14 reviews)
"We were impressed by how clean the property was. Our only real complaint was the water pressure in the back bathroom. It was very low & made showering difficult. Overall, we’d be happy to return to this property."

Reviewed on May 20, 2026

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Huge Breathtaking Cabin on Shetek/Swim-Grill-Games
See all 24 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.

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 $477 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.