
Book Exclusive Woodstock Vacation Packages

Woodstock flight + hotel packages
Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
Price was CA $1,669, price is now CA $1,199 per person
CA $1,199
per person
Sep 7 - Sep 11
found 2 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown Chicago
Price was CA $1,660, price is now CA $1,205 per person
CA $1,205
per person
Sep 7 - Sep 11
found 2 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.

Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,880, price is now CA $2,094 per person
CA $2,094
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
Price was CA $1,862, price is now CA $1,376 per person
CA $1,376
per person
Sep 7 - Sep 11
found 2 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Omni Chicago Hotel
Downtown Chicago
Price was CA $2,299, price is now CA $1,723 per person
CA $1,723
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Top Woodstock hotels deals

AmericInn by Wyndham Woodstock IL
990 Lake Avenue Woodstock IL
Free cancellation
Reserve now, pay when you stay
The price is CA $128 per night
CA $128
CA $142 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this ski hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions McHenry County Fairgrounds and Woodstock Opera House are located nearby.

Quality Inn & Suites Woodstock near Lake Geneva
1785 S Eastwood Dr Woodstock IL
Free cancellation
The price is CA $110 per night
CA $110
CA $122 total
Jul 22 - Jul 23
includes taxes & fees
Book a stay at this business-friendly hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions McHenry County Fairgrounds and Bull Valley Golf Club are located nearby.

Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
Free cancellation
Reserve now, pay when you stay
The price is CA $216 per night
CA $216
CA $276 total
Jul 6 - Jul 7
includes taxes & fees
Book a stay at this beach resort in Fontana. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lake Como and Fontana Beach are located nearby.

Harbor Shores on Lake Geneva
300 Wrigley Dr Lake Geneva WI
Free cancellation
Reserve now, pay when you stay
The price is CA $254 per night
CA $254
CA $320 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions The Mountain Top at Grand Geneva Resort and Lake Como are located nearby.

Lake Lawn Resort
2400 E Geneva St Delavan WI
Free cancellation
Reserve now, pay when you stay
The price is CA $167 per night
CA $167
CA $233 total
Jul 6 - Jul 7
includes taxes & fees
Book a stay at this beach resort in Delavan. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lake Como and Lake Lawn Resort Marina are located nearby.

The Cove Of Lake Geneva
111 Center St Lake Geneva WI
Free cancellation
Reserve now, pay when you stay
The price is CA $216 per night
CA $216
CA $280 total
Jul 6 - Jul 7
includes taxes & fees
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy an outdoor pool, 2 hot tubs, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions The Mountain Top at Grand Geneva Resort and Lake Como are located nearby.
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.
Stay near popular Woodstock attractions
Woodstock Vacations
All set to make some new memories? Ensure you don't miss out on any excitement in Woodstock by brushing up on some details about it before you hurry off.
Woodstock is 55 miles (89 kilometers) to the northwest of Chicago, a notable city.
You can forget about the big-name sights — it's the locals that really make a place tick. In this part of Illinois, you'll find 25,000 of them.
Places to visit in Woodstock
Theater can challenge our world views and asks us to aspire to bigger and better things. Get tickets to a production at Woodstock Opera House and open your mind to some new ideas. Seeking some more options? If only these walls could talk! Imagine the power grabs and heated conversations that have occurred at McHenry County Courthouse. Check for tours for an up-close-and-personal look at this significant building. But that's not all. It doesn't matter whether you're aiming for a hole-in-one or simply in the mood to practice your swing, you'll have a blast at Bull Valley Golf Club.Where do you fly into for Woodstock?
Bags all packed? Fantastic — hop on the flight to Greater Rockford Airport (RFD). Once the wheels hit the runway, you'll be only 35 miles (56 kilometers) to the west from the heart of Woodstock.Frequently asked questions
Photos of local treasures
Browse Woodstock vacation photos for more inspiration





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