Exclusive Woodstock Square Vacation Deals
Woodstock Square vacation package deals
Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
Downtown Chicago
Price was CA $653, price is now CA $466 per person
CA $466
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Park Hyatt Chicago
Downtown Chicago
Price was CA $2,903, price is now CA $1,811 per person
CA $1,811
per person
Dec 27 - Jan 2
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Waldorf Astoria Chicago
Downtown Chicago
Price was CA $3,374, price is now CA $2,148 per person
CA $2,148
per person
Dec 27 - Jan 2
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Blackstone, Autograph Collection
Downtown Chicago
Price was CA $856, price is now CA $548 per person
CA $548
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy a 24-hour fitness center, parking (surcharge), and onsite spa services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $3,176, price is now CA $2,161 per person
CA $2,161
per person
Dec 27 - Jan 2
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The Peninsula Chicago
Downtown Chicago
Price was CA $3,153, price is now CA $2,280 per person
CA $2,280
per person
Dec 27 - Jan 2
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Frequently asked questions
Top Woodstock Square hotel deals
AmericInn by Wyndham Woodstock IL
990 Lake Avenue Woodstock IL
Free cancellation
Reserve now, pay when you stay
The price is CA $114 per night
CA $114
CA $126 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this ski hotel in Woodstock. Enjoy free breakfast, free parking, and a casino. Our guests praise the clean rooms in our reviews. Popular attractions McHenry County Fairgrounds and Woodstock Opera House are located nearby.
Baymont by Wyndham Harvard
1701 S Division St, Harvard, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $77 per night
CA $77
CA $86 total
Nov 24 - Nov 25
includes taxes & fees
Book a stay at this business-friendly hotel in Harvard. Enjoy free breakfast, free WiFi, and free parking.
Pool
Breakfast included
Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
Free cancellation
Reserve now, pay when you stay
The price is CA $127 per night
CA $127
CA $175 total
Nov 16 - Nov 17
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 Big Foot Golf Range and Yerkes Observatory are located nearby.
Pool
Hot tub
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View all propertiesLowest 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.