Woodstock Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    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

Find the Best Woodstock Vacation Packages

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 ₩106,852 per night from Nov 2 to Nov 3
₩106,852
₩114,202 total
Nov 2 - Nov 3
includes taxes & fees
9/10 Wonderful! (145 reviews)
"Clean, comfortable, and pet friendly. Quick to reply to any questions or needs."

Reviewed on Oct 30, 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 refundableReserve now, pay when you stay
The price is ₩68,673 per night from Nov 15 to Nov 16
₩68,673
₩82,321 total
Nov 15 - Nov 16
includes taxes & fees
OYO Hotel Pipestone MN, Canterbury Park
GrandStay Hotel & Suites

GrandStay Hotel & Suites

2.5 out of 5
915 Seventh Street SE Pipestone MN
9.2/10 Wonderful! (27 reviews)
Just a FUN trip!
"My sister and I enjoyed the Monument very much and we drove around the area to look at the wind turbines (lots of them). Had great food at Lange's and really good pizza!"

Reviewed on Oct 28, 2017

Get rates
GrandStay Hotel & Suites
See all 25 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.

Frequently asked questions

How much does a Woodstock vacation package cost?
You'll find cheap prices 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're likely to find lower rates and greater availability in January, February and March. Check out our cheap Woodstock vacation packages and you could land some great off-season deals.
How many days is enough for Woodstock?
The ideal duration of your Woodstock vacation depends on what you'd like to do. Generally, a few days to a week will give you time to tick off all the leading attractions and explore some hidden spots along the way.
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.
How to plan a trip to Woodstock?

  1. Choose your dates: What you want to do in Woodstock and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: In addition to the price of your stay, you'll need to consider other expenses. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that could arise during your trip to Woodstock.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you want to experience in Woodstock. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the ideal Woodstock vacation package for you.

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