Exclusive Woodstock Square Vacation Deals
Woodstock Square vacation package deals
Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
Price was CA $751, price is now CA $560 per person
CA $560
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour 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.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $945, price is now CA $618 per person
CA $618
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,463, price is now CA $978 per person
CA $978
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was CA $1,046, price is now CA $726 per person
CA $726
per person
Feb 12 - Feb 16
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, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The Emily Hotel
Downtown Chicago
Price was CA $1,263, price is now CA $927 per person
CA $927
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,009, price is now CA $750 per person
CA $750
per person
Feb 24 - Feb 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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.
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 $123 per night
CA $123
CA $137 total
Jan 11 - Jan 12
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.
Quality Inn & Suites Woodstock near Lake Geneva
1785 S Eastwood Dr Woodstock IL
Free cancellation
Reserve now, pay when you stay
The price is CA $96 per night
CA $96
CA $107 total
Jan 19 - Jan 20
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.
Breakfast included
Parking included
Hampton Inn McHenry
1555 South Route 31 McHenry IL
Free cancellation
Reserve now, pay when you stay
The price is CA $166 per night
CA $166
CA $184 total
Jan 7 - Jan 8
includes taxes & fees
Stay at this hotel in McHenry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions McHenry Shores Beach Park and Moraine Hills State Park are located nearby.
Pool
Breakfast included
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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.