Elizabeth Vacation Packages
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Your Elizabeth Vacation
The lively city of Elizabeth is calling. Delve into everything from its highlights to its hidden gems with a Elizabeth vacation package that's tailored to you. Rocky Waters Vineyard and Winery, Fergedaboudit Vineyard & Winery and Apple River Fort are just a few of the attractions you'll want to see during your trip to Elizabeth. Browse Expedia's extensive range of travel options and start planning your perfect vacation to Elizabeth now.
Top Elizabeth Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,359, price is now CA $957 per person
CA $957
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,683 reviews)
Place is in a great location but once you go past the lobby its very dated. Small rooms and had lots of trouble getting in touch with the front desk when we needed something.
Reviewed on May 7, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $1,447, price is now CA $962 per person
CA $962
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Having stayed in the lovely Swissotel Bosphorus/Istanbul, I was hesitant to compare Swissotel experience & hope Chicago would be as good. No. Not even close.
The elevated Swissotel brand is not represented here well in this building at all. The valet is $87! Self park is $70 and the self park area doesn’t even have an elevator up to the lobby, you have to walk through a dark, confusing, and claustrophobic garage to stairs then to elevator. Staff were tactful & kind, it’s just the building is old, needs renovation, & the room air is stuffy. A positive bright light was the stunning view from the gym and the lobby ambience & smell.
Reviewed on May 6, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,683, price is now CA $1,142 per person
CA $1,142
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
My stay was exceptional the staff were very polite and patient, they answered all my questions. I had a very nice view will definitely book again
Reviewed on May 6, 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was CA $1,626, price is now CA $1,148 per person
CA $1,148
per person
Jun 30 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,144 reviews)
Keep an eye that nothing is added from the minibar but great property and can't wait to stay again!
Reviewed on May 5, 2026
Elizabeth Hotel Deals
Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory
Elizabeth IL
The price is CA $1,360 per night from May 9 to May 10
CA $1,360
CA $2,699 total
May 9 - May 10
includes taxes & fees
9.8/10 Exceptional! (50 reviews)
The property was gorgeous. The houses still kept the farm house feel, while providing modern well kept amenities.
Reviewed on Dec 31, 2025
New luxury lodge, 10mile views, on ranch next to Galena Territory, pool, animals
Elizabeth IL
9.6/10 Exceptional! (11 reviews)
What an excellent Easter stay for my Siblings and kids. 17 total and plenty of space. Beautifully decorated and lots to do on the property. Gorgeous views (when it wasn't raining), kind of forget you're actually in Illinois. Ranch Joe was wonderful giving us the "lay of the land"!! Outstanding Lodge ...
Reviewed on Apr 5, 2026
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.
Elizabeth IL
The price is CA $4,772 per night from May 25 to May 26
CA $4,772
CA $9,073 total
May 25 - May 26
includes taxes & fees
10/10 Exceptional! (4 reviews)
Excellent Retreat Experience
This property offers the luxury of a resort with the down-home experience of a ranch. Peaceful, gorgeous views - especially at sunset from the "Quiet Rock" deck. Or the sunrise from the swing near the Main Lodge. Mark is a gracious host who shared his love of the property by introducing us to Waffles, ...
Reviewed on Oct 7, 2024
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.
Discover the most popular places to visit in Elizabeth
Massbach Ridge Winery
You can enjoy a tasting or tour at Massbach Ridge Winery during your travels to Elizabeth. Discover the countryside and spas in this family-friendly area.
What to do in Elizabeth
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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.
