Woodstock Vacation Packages

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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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
The price is CA $113 per night from Nov 9 to Nov 10
CA $113
CA $121 total
Nov 9 - Nov 10
includes taxes & fees
The Trail Inn - Slayton, MN - HWY 59
Huge Breathtaking Cabin on Shetek/Swim-Grill-Games

Huge Breathtaking Cabin on Shetek/Swim-Grill-Games

Slayton MN
9.6/10 Exceptional! (19 reviews)
"Clean rooms, updated interior and decent amenities. Beds were quite comfy too. Great for a relaxing weekend"

Reviewed on Sep 13, 2026

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

OYO Hotel Pipestone MN, Canterbury Park

2.5 out of 5
605 8th Ave SE Pipestone MN
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Nov 9 to Nov 10
CA $86
CA $103 total
Nov 9 - Nov 10
includes taxes & fees
4.2/10 (202 reviews)
"Room was clean and warm Staff was welcoming and gracious. Acknowledging I was a returning Guest. I felt appreciated"

Reviewed on Nov 3, 2026

OYO Hotel Pipestone MN, Canterbury Park
See all 26 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.
All Inclusive Vacations
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Frequently asked questions

How much does a Woodstock vacation package cost?
You can grab a vacation package to this destination on Expedia. But how much your vacation to Woodstock costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Woodstock?
If you're hoping to score a cheap Woodstock vacation package, consider visiting in January, February and March. You'll typically find lower prices on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Woodstock?
With a well-organized itinerary, you can easily hit the top Woodstock sights in a few days. But if you want to discover hidden gems or go on day tours, think about booking your Woodstock vacation for longer.
How to find the best Woodstock package deals?
Begin your search for a Woodstock package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Woodstock package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Woodstock escape off to a flying start.
Is it cheaper to book a Woodstock vacation as a package?
You can enjoy significant savings on your next Woodstock getaway by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Woodstock?
Secure incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Woodstock trip.
How to plan a trip to Woodstock?

  1. Choose your travel dates: The things you'd like to do in Woodstock and your favourite season will help you decide when to get away.
  2. Set your budget: Consider expenses like flights, food and transportation when working out how much to save for your trip to Woodstock. Then, select a hotel that suits your budget, whether that's an economical option or a deluxe retreat.
  3. Decide how long to go for: Now that you know more about Woodstock, you can work out the right length of your vacation. Put together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Woodstock vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.