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

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,737, price is now CA $1,169 per person
CA $1,169
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
The good: Staff was great Location Comfortable bed The bad: Extra daily charge that you are told about as you check in. I'm sure it's in the fine print but I saw nothing special that extra cost (6 nights it added up) got the guests and I think that's a real insult when we already paying a lot of $$. Water pressure and heat of water terrible. TV didn't work very well Not much in room - small, no fridge, no microwave I'd stay again in a pinch but will avoid - especially because of the inexplicable daily fee.

Reviewed on Jul 11, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,824, price is now CA $1,274 per person
CA $1,274
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Location

Reviewed on Jul 10, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,861, price is now CA $1,332 per person
CA $1,332
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Perfect location Perfect view excellent staff fun time had by wife for her birthday great little getaway thanks

Reviewed on Jul 11, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,693, price is now CA $1,216 per person
CA $1,216
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Amazing and beautiful hotel with caring and helpful staff!

Reviewed on Jul 8, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $3,029, price is now CA $2,213 per person
CA $2,213
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
We traveled with four kids. There was a noticeable lack of other children around. However the property was prepared to have them around. There was an entire play room with brand new puzzles and gently used toys to play with. The pool was usually fairly empty so my kids had fun there. The basketball court was generally empty as well. We got a lot of use out of all three spaces. The staff was friendly and helpful. And the coffee shop downstairs was a frequent stop as well.

Reviewed on Jul 9, 2026

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Elizabeth Hotel Deals

🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath

🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath

Elizabeth IL
Get rates
🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath
Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory

Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory

Elizabeth IL
The price is CA $1,805 per night from Jul 15 to Jul 16
CA $1,805
CA $3,212 total
Jul 15 - Jul 16
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

Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory
New luxury lodge, 10mile views, on ranch next to Galena Territory, pool, animals

New luxury lodge, 10mile views, on ranch next to Galena Territory, pool, animals

Elizabeth IL
The price is CA $1,799 per night from Jul 15 to Jul 16
CA $1,799
CA $3,377 total
Jul 15 - Jul 16
includes taxes & fees
9.6/10 Exceptional! (12 reviews)
"We stayed at the ranch for my husband and I’s elopement weekend. It was the perfect space for 14 adults and one toddler - the ‘apartment’ downstairs was perfect as a separate space for the little one. The space is gorgeous, we had catering one night and a private chef for the wedding and the kitchen ..."

Reviewed on May 18, 2026

New luxury lodge, 10mile views, on ranch next to Galena Territory, pool, animals
See all 735 properties in Elizabeth
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Stay near popular Elizabeth attractions

Massbach Ridge Winery

9.0/10 (4 reviews)
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.
See properties

What to do in Elizabeth

Downtown Galena Food and Drink Tour

Downtown Galena Food and Drink Tour

CA $123
per adult
100% of travellers recommend
Downtown Galena Food and Drink Tour
See all activities in Elizabeth

Frequently asked questions

How much does an Elizabeth vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,169 on Expedia. However, how much your vacation to Elizabeth costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Elizabeth?
To pick up cheap Elizabeth vacation packages, plan your trip outside of busy periods like public holidays and major events. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Elizabeth?
The ideal length of your Elizabeth vacation depends on what you'd like to do. Generally, a few days to a week will give you time to tick off all the main attractions and explore some hidden spots along the way.
How to find the best Elizabeth package deals?
Use Expedia's filter tool to find some fabulous Elizabeth package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Elizabeth package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book an Elizabeth vacation as a package?
You can enjoy significant savings on your Elizabeth break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Elizabeth?
Score incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Elizabeth escape.
How to plan a trip to Elizabeth?

  1. Choose when to go: Check your diary and pack your bags. Your preferred season and the type of activities available will also help you decide when to escape to Elizabeth.
  2. Set your budget: Factor in expenses like transportation, flights and meals when calculating how much to save for your trip to Elizabeth. Then, choose a property that matches your budget, whether that's a wallet-friendly stay or a high-end retreat.
  3. Decide how long to go away for: Now that you know more about Elizabeth, you can figure out the perfect length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Elizabeth vacation package.

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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.