Woodstock Vacations from NT$91,166

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The Latest Woodstock Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Downtown Chicago
per person
Jun 30 - Jul 6
Roundtrip flight included
Taipei (TPE) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Excellent location!

Reviewed on 2024/5/15

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Jun 30 - Jul 6
Roundtrip flight included
Taipei (TPE) to Chicago (ORD)
9.2/10 Wonderful! (1,190 reviews)
The best hotel hands down!

Reviewed on 2024/5/13

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Jun 30 - Jul 6
Roundtrip flight included
Taipei (TPE) to Chicago (ORD)
9.4/10 Exceptional! (687 reviews)
Enjoyed our stay at the Pendry. It is in a great location and very walkable. Housekeeping was great. Enjoyed the restaurant and bar and the staff was very friendly.

Reviewed on 2024/5/15

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
Jun 30 - Jul 6
Roundtrip flight included
Taipei (TPE) to Chicago (ORD)
9.2/10 Wonderful! (3,511 reviews)
Location was fantastic and the property is beautiful!

Reviewed on 2024/5/15

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
Jun 30 - Jul 6
Roundtrip flight included
Taipei (TPE) to Chicago (ORD)
8/10 Very Good! (1,023 reviews)
The bathroom could have been cleaner, the air conditioning barely worked which made the room incredibly hot. The lobby is nice enough, and the staff is super friendly. The location is wonderful.

Reviewed on 2024/5/11

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 NT$2,888 per night from May 23 to May 24
NT$2,888
per night
May 23 - May 24
8/10 Very Good! (751 reviews)
Consistently satisfactory
"Loved the new blackout shades. Excellent customer service."

Reviewed on 2024/5/14

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 NT$4,152 per night from May 21 to May 22
NT$4,152
per night
May 21 - May 22
8.4/10 Very Good! (2,285 reviews)
"The resort staff and hospitality was great"

Reviewed on 2024/5/11

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 NT$4,077 per night from May 19 to May 20
NT$4,077
per night
May 19 - May 20
8.2/10 Very Good! (1,001 reviews)
"Very beautiful resort! Definitely will be coming back for a whole weekend stay as it was just overnight for Mother’s Day and of course, we had the kids so we weren’t able to fully enjoy some of the adult amenities."

Reviewed on 2024/5/13

Abbey Resort and Avani Spa
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 vacation package cost?
Perhaps less than you imagined — from just NT$91,166, 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 vacation 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 travelers.
How far in advance should I book my Woodstock vacation?
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 vacation is just clicks away.
Can I choose my airline with a Woodstock Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation 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 vacation 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

4.5/5(6 reviews)

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

Woodstock Opera House
Image for Woodstock Square

Woodstock Square

4/5(19 reviews)

You can find out about the history of Woodstock with a trip to 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

Other vacations you might like

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