
Exclusive Woodstock Square Vacation Deals

Woodstock Square vacation package deals
Price found within the past 48 hours. Click for updated prices.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $664, price is now CA $497 per person
CA $497
per person
Jan 29 - Feb 1
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.

The Westin Michigan Avenue Chicago
Downtown Chicago
Price was CA $2,353, price is now CA $1,284 per person
CA $1,284
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, 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.

Level Chicago – Old Town
Downtown Chicago
Price was CA $854, price is now CA $605 per person
CA $605
per person
Jan 29 - Feb 1
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this 4-star 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.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $925, price is now CA $675 per person
CA $675
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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 and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Hilton Orrington / Evanston
Downtown Evanston
Price was CA $702, price is now CA $521 per person
CA $521
per person
Jan 29 - Feb 1
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Evanston. 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 Clark Street Beach and Halim Time & Glass Museum are located nearby.

Park Hyatt Chicago
Downtown Chicago
Price was CA $973, price is now CA $733 per person
CA $733
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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.
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 $113 per night
CA $113
CA $126 total
Dec 15 - Dec 16
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

Baymont by Wyndham Harvard
1701 S Division St, Harvard, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $78 per night
CA $78
CA $86 total
Nov 20 - Nov 21
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 $154 per night
CA $154
CA $205 total
Dec 15 - Dec 16
includes taxes & fees
Stay at this 3.5-star 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.