Woodstock Holidays

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Top hotels in Woodstock

AmericInn by Wyndham Woodstock IL
AmericInn by Wyndham Woodstock IL
2.5 out of 5
990 Lake Avenue, Woodstock, IL
Fully refundableReserve now, pay when you stay
The price is S$134 per night from 6 Apr to 7 Apr
S$134
includes taxes & fees
6 Apr - 7 Apr
7.8/10 Good! (861 reviews)
"m"

Reviewed on 28 Mar, 2025

AmericInn by Wyndham Woodstock IL
Hyatt Place Chicago/Hoffman Estates
Hyatt Place Chicago/Hoffman Estates
3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
Fully refundableReserve now, pay when you stay
The price is S$126 per night from 18 Apr to 19 Apr
S$126
includes taxes & fees
18 Apr - 19 Apr
8.4/10 Very Good! (1,000 reviews)
"Loved it!"

Reviewed on 29 Mar, 2025

Hyatt Place Chicago/Hoffman Estates
Timber Ridge Lodge and Waterpark
Timber Ridge Lodge and Waterpark
3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is S$261 per night from 16 Apr to 17 Apr
S$261
includes taxes & fees
16 Apr - 17 Apr
8.6/10 Excellent! (2,751 reviews)
"The hotel was pretty nice , rooms were clean and big. Big enough for family with 2 small kids. The bed was comfortable but the pull out sofa was very uncomfortable. Kitchen and bathroom were good, whirlpool was a nice plus in the bathroom. Water park was clean, even during spring break it was not ..."

Reviewed on 31 Mar, 2025

Timber Ridge Lodge and Waterpark
See all 1,164 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 holiday package cost?
You’ll find cheap prices on Expedia for your Woodstock getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Woodstock costs.
What are the cheapest months to go to Woodstock?
If you’re hoping to snag a cheap Woodstock holiday package, consider planning a trip in February, March and April. You’ll typically find lower prices on flights and accommodation during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Woodstock?
When planning your Woodstock holiday, a handful of days will be enough to tour the top spots. Be sure to check out Old Courthouse Arts Centre — it’s one of the leading sights in this destination. If you’re looking for more adventure, think about basing yourself here and heading off on some tours from Woodstock.
Is it worth booking a holiday package to Woodstock?
Whether you’re looking to check out major attractions like Woodstock Opera House and Old Courthouse Arts Centre on your Woodstock holiday, or coming for its great golfing, festivals and history, there’s something for everyone here. With so many things to do, you’ll soon discover why so many visitors think Woodstock is a good holiday destination.
How to find the best Woodstock package deals?
Start your search for a Woodstock package deal by entering your preferred trip dates and destination under our “Packages” tab. Then add some filters, like “Property type” and “Guest rating,” to fine-tune the results to your exact style. You can also sort by “Package discount” and browse offers that come with huge savings. If you don’t find the ideal Woodstock package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Woodstock escape underway.
Is it cheaper to book a Woodstock holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You’ll typically land a better deal than booking each component individually. And you’ll still enjoy the flexibility to create a personalised Woodstock holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Woodstock?
Land fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Woodstock escape.
How to plan a trip to Woodstock?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Woodstock.
  2. Plan your budget wisely: In addition to the cost of your hotel, you should factor in other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Woodstock.
  3. Decide your trip length: Consider how long you want to spend discovering Woodstock. Plan your days so you can get to all the attractions and experiences you’re interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a personalised Woodstock holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.