Woodstock Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Erik Rowley

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 2.351.529 ₫ per night from 6 Jul to 7 Jul
2.351.529 ₫
2.609.703 ₫ total
6 Jul - 7 Jul
includes taxes & fees
7.8/10 Good! (889 reviews)
"Big room with plenty of space. Check in was easy and convenient. The shower did not have any water pressure and the only way to get enough water to take a shower was on hot otherwise it was a trickle."

Reviewed on 15 Jun 2025

AmericInn by Wyndham Woodstock IL
Quality Inn & Suites Woodstock near Lake Geneva
Quality Inn & Suites Woodstock near Lake Geneva
2.5 out of 5
1785 S Eastwood Dr, Woodstock, IL
Fully refundableReserve now, pay when you stay
The price is 1.865.753 ₫ per night from 29 Jun to 30 Jun
1.865.753 ₫
2.070.613 ₫ total
29 Jun - 30 Jun
includes taxes & fees
6/10 (227 reviews)
"Quiet; didn't enjoy the key cards would stop working."

Reviewed on 18 Jun 2025

Quality Inn & Suites Woodstock near Lake Geneva
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 2.691.493 ₫ per night from 29 Jun to 30 Jun
2.691.493 ₫
3.040.849 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"Overall the stay was good with very friendly staffand service..... our biggest issue would have been the breakfast... the biscuits could have been used for hockey pucks for the local kids hockey tournament and the gravy was tasteless...pretty sure the sausage patties were recycled into the following ..."

Reviewed on 21 Jun 2025

Hyatt Place Chicago/Hoffman Estates
See all 1,142 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.

Popular places to visit

McHenry County Fairgrounds

Enjoy an outing to McHenry County Fairgrounds during your stay in Woodstock. While you're in the area, stroll along the lakeside.

McHenry County Fairgrounds

McHenry County Courthouse

McHenry County Courthouse is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or attend a sporting event in this family-friendly area.

McHenry County Courthouse

Craig Woods Golf Club

Enjoy a round of golf in Woodstock at Craig Woods Golf Club. Amble around the area's lakeside or attend a sporting event.

Craig Woods Golf Club