
Williamsburg Green Vacation Packages
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Your Williamsburg Green Vacation
When you choose a Williamsburg Green vacation package, it's all about letting go and enjoying your adventure to the fullest. Discover the sights and sounds of this vibrant city knowing that all the travel planning has been taken care of before you go. You'll want to take in the sights during your trip to Williamsburg Green. Drop by big-name attractions such as Grand Victoria Casino, Hemmens Cultural Center and Elgin Sports Complex. Stop dreaming and start traveling. Explore the many options on Expedia today and put your Williamsburg Green vacation plans into motion!
Top Williamsburg Green Vacation Deals
Price found within the past 48 hours. Click for updated prices.

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was CA $854, price is now CA $550 per person
CA $550
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Perfect place in the Loop.
Customer service was perfect on all fronts.
Reviewed on Sep 9, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,784, price is now CA $1,121 per person
CA $1,121
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
We picked the Trump Hotel-Chicago to celebrate our 35th Wedding Anniversary mainly for the location and the amenities. The hotel EXCEEDED our expectations in every way. (1) The staff is so warm, kind, compassionate and extremely professional in such a friendly down-to-earth way. (2) The property itself is immaculate. (3) The amenities: Terrace 16- the view will take your breath away! The food/cocktails were fabulous as was the service. (3) Pablo - Director of Rooms, Curtis -Concierge were off the charts fabulous. I wish I could remember all the staff names that went out of their way to make our weekend so special. I cannot wait to stay here again. As another reviewer said: put any political opinions aside and treat yourself to a stay here. YOU WILL LOVE IT. (There is no political aura here...only a fantastic team that wants you to enjoy your stay and they go out of their way to make sure you do).
Reviewed on Sep 8, 2025

Level Chicago - River North
Downtown Chicago
Price was CA $1,759, price is now CA $1,142 per person
CA $1,142
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (679 reviews)
Rooms could be updated. Staff was under trained. Amenities very nice, used family room daily with our toddler. Pool deck very modern and new
Reviewed on Sep 8, 2025

The Langham, Chicago
Downtown Chicago
Price was CA $2,069, price is now CA $1,368 per person
CA $1,368
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug 12, 2025
Williamsburg Green Hotel Deals

Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is CA $77 per night from Sep 22 to Sep 23
CA $77
CA $89 total
Sep 22 - Sep 23
includes taxes & fees

Hyatt Regency Schaumburg Chicago
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Sep 10 to Sep 11
CA $233
CA $268 total
Sep 10 - Sep 11
includes taxes & fees

The Westin Chicago Northwest
400 Park Blvd, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Sep 28 to Sep 29
CA $175
CA $195 total
Sep 28 - Sep 29
includes taxes & fees
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.