Woodstock Vacations from $555

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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 $612, price is now $555 per person
$555
per person
Apr 30 - May 3
found 1 hour ago
Roundtrip non-stop flight included
Seattle (SEA) to Sioux Falls (FSD)
7/10 Good! (310 reviews)
Clean and friendly also just off interstate

Reviewed on Dec 1, 2025

Historic Twin Tudors Inn

Historic Twin Tudors Inn

3 out of 5
Price was $1,117, price is now $873 per person
$873
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) 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

Gateway Park Hotel and Suites

Gateway Park Hotel and Suites

2.5 out of 5
Price was $861, price is now $758 per person
$758
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Sioux Falls (FSD)
9.2/10 Wonderful! (1,006 reviews)
Clean room and friendly staff

Reviewed on Mar 15, 2026

Mint House at Japanese Gardens

Mint House at Japanese Gardens

2 out of 5
Price was $1,348, price is now $1,202 per person
$1,202
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Sioux Falls (FSD)
No reviews
Hotel On Phillips

Hotel On Phillips

2.5 out of 5
Downtown Sioux Falls
Price was $993, price is now $888 per person
$888
per person
Apr 29 - May 2
found 1 hour ago
Roundtrip non-stop flight included
Seattle (SEA) to Sioux Falls (FSD)
9.6/10 Exceptional! (1,363 reviews)
Everything is always great at this hotel!

Reviewed on Mar 13, 2026

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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 Mar 19 to Mar 20
$95 total
Mar 19 - Mar 20
Total with taxes and fees
9/10 Wonderful! (112 reviews)
Clean room

Reviewed on Feb 17, 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
$77 nightly
The price is $83 total per night from Mar 19 to Mar 20
$83 total
Mar 19 - Mar 20
Total with taxes and fees
4.2/10 (168 reviews)
There was no one at this hotel. Not one car, not even staff! I called the number on the counter and was told the jet was in the drawer behind the desk. The plastic key didn’t work but there was a master key so when my room was cold , it was -2 outside and the heater didn’t work I searched for a warm ...

Reviewed on Mar 17, 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! (13 reviews)
House was clean, very well equipped and as advertised. Communication was swift and clear.

Reviewed on Mar 17, 2026

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Huge Breathtaking Cabin on Shetek/Swim-Grill-Games
See all 20 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 $555 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.