Exclusive Woodstock Square Vacation Deals
Woodstock Square vacation package deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,332, price is now CA $899 per person
CA $899
per person
Mar 14 - Mar 18
found 7 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) 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.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,091, price is now CA $1,373 per person
CA $1,373
per person
Mar 14 - Mar 18
found 7 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) 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.
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,543, price is now CA $1,035 per person
CA $1,035
per person
Mar 14 - Mar 18
found 7 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) 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.
Pendry Chicago
Downtown Chicago
Price was CA $1,329, price is now CA $925 per person
CA $925
per person
Mar 14 - Mar 18
found 7 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, 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 Peninsula Chicago
Downtown Chicago
Price was CA $2,278, price is now CA $1,603 per person
CA $1,603
per person
Mar 14 - Mar 18
found 7 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) 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.
Level Chicago - River North
Downtown Chicago
Price was CA $1,466, price is now CA $1,048 per person
CA $1,048
per person
Mar 14 - Mar 18
found 7 hours ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff 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 $124 per night
CA $124
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.
Pool
Breakfast included
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.