Woodstock Holidays

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Photo by Erik Rowley
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Your Woodstock Holiday

There's plenty to like about Woodstock, from its rich history to its spectacular views and beyond. When you're ready to spend a bit of time in this fascinating city, our Woodstock holiday packages are calling your name. Like to explore your surroundings? McHenry County Courthouse, McHenry County College and Bull Valley Golf Club are among the top-rated places to visit during a trip to Woodstock. Whoever you're travelling with and whatever your bank balance, your dream Woodstock holiday is just a few clicks away with Expedia.

Woodstock Essential Information

Language
English
Currency
U.S dollars
Population
25,200
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Main Beach, Woodstock Opera House and McHenry Shores Beach Park

Our pick of the best Woodstock Hotel Deals

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 AU$145 per night from 6 Oct to 7 Oct
AU$145
per night
6 Oct - 7 Oct
7.8/10 Good! (803 reviews)
"Nice stay, I had a couple issues on extended stay and the staff responded well! Upgrades seem to be taking place with the new branding, hopefully it will continue to improve. Currently the best branded hotel in Woodstock."

Reviewed on 19 Sep. 2024

AmericInn by Wyndham Woodstock IL
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 AU$225 per night from 13 Oct to 14 Oct
AU$225
per night
13 Oct - 14 Oct
8.6/10 Excellent! (2,519 reviews)
"We enjoyed are family time and it wasn’t so pack either"

Reviewed on 25 Sep. 2024

Timber Ridge Lodge and Waterpark
Harbor Shores on Lake Geneva
Harbor Shores on Lake Geneva
3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is AU$209 per night from 6 Oct to 7 Oct
AU$209
per night
6 Oct - 7 Oct
9/10 Wonderful! (1,212 reviews)
"Clean, simple, great location"

Reviewed on 26 Sep. 2024

Harbor Shores on Lake Geneva
See all 1,157 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 Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Woodstock holiday package cost?
Perhaps less than you imagined — from just , in fact! By bundling hotels, flights and car rentals into your own tailor-made package, your trip to Woodstock is just clicks away.
How do I get a cheap travel package to Woodstock?
Combine your flight and hotel bookings, add extras such as tours, and save with a Woodstock holiday package. You won’t just enjoy big discounts on your escape — you’ll have loads of choice at your fingertips too. When you book with Expedia, you can select from more than 550 airlines and 1 000 000 properties worldwide. Your next epic adventure starts right here, right now!
Where should I stay in Woodstock?
Stay where the action happens. Many visitors like to book hotels around popular attractions, such as McHenry County Fairgrounds, Bull Valley Golf Club and Woodstock Opera House.
What are the top hotels in Woodstock?
If it’s your first visit to Woodstock, book a room at The Tailor House or Quality Inn & Suites Woodstock near Lake Geneva. Both offer comfy beds and are top options with many travellers.
How far in advance should I book my Woodstock holiday?
It can be tricky to know exactly when is the ideal time to book your trip to Woodstock. But typically the earlier you book, the cheaper the prices. Sometimes, you can secure your flights and hotels nearly a year before departure. If you’re eager to escape on a last-minute getaway, no need to stress! There are plenty of fantastic deals featured on Expedia every single day.
What does an Expedia Woodstock travel package include?
Packages include flights, rental cars and hotels, but you can mix and match them to create your ideal Woodstock trip. You can also add on a few tours and activities once you’ve made your booking. You’re in charge! When you combine your bookings with Expedia, you’ll get access to deals you won’t find elsewhere.
What should I know before booking a Woodstock travel package?
Tailor deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we’ve got everything you need to plan your getaway. You’ll save precious cash just for combining your bookings. Whether you’re going on a snow and ski adventure or sunning yourself on a warm beach, your dream holiday is just clicks away.
Can I choose my airline with a Woodstock Expedia holiday package?
Yes — that’s the beauty of an Expedia holiday package. You get to decide. We have more than 550 partner airlines all over the world, so you have options galore when putting together your Woodstock adventure.
If I'm not able to travel, can I cancel my Woodstock holiday package?
You can cancel your Woodstock booking if your travel plans have been upended. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Woodstock

Image for Woodstock Opera House

Woodstock Opera House

You can enjoy a show at Woodstock Opera House on your trip to Woodstock. While you're in the area, stroll along the lakeside.

Woodstock Opera House
Image for Woodstock Square

Woodstock Square

You can find out about the history of Woodstock when you stop by Woodstock Square. While you're in the area, stroll along the lakeside.

Woodstock Square
Image for Bull Valley Golf Club

Bull Valley Golf Club

Enjoy a round of golf in Woodstock at Bull Valley Golf Club. While you're in the area, stroll along the lakeside.

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