Woodstock Holidays

Photo by Erik Rowley
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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 2 Jun to 3 Jun
S$134
per night
2 Jun - 3 Jun
8/10 Very Good! (751 reviews)
Consistently satisfactory
"Loved the new blackout shades. Excellent customer service."

Reviewed on 14 May,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 S$260 per night from 22 May to 23 May
S$260
per night
22 May - 23 May
8.4/10 Very Good! (2,289 reviews)
"Good water park, great for the kids"

Reviewed on 19 May,2024

Timber Ridge Lodge and Waterpark
Abbey Resort and Avani Spa
Abbey Resort and Avani Spa
3.5 out of 5
269 Fontana Boulevard, Fontana, WI
Fully refundableReserve now, pay when you stay
The price is S$232 per night from 23 May to 24 May
S$232
per night
23 May - 24 May
8.2/10 Very Good! (1,008 reviews)
"The view and grounds are impeccable. All the staff that we encountered were friendly & helpful. We ate at Waterfront, used the pool & hot tub and enjoyed walking the property. The bed was amazing! The property has an east coast feel that I absolutely love! Highly recommend!"

Reviewed on 19 May,2024

Abbey Resort and Avani Spa
See all 1,137 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?
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.

Popular places to visit

Image for Woodstock Opera House

Woodstock Opera House

5/5(2 reviews)

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

5/5(2 reviews)

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 McHenry County Fairgrounds

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