Stephenson County Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Stephenson County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,523, price is now CA $1,051 per person
CA $1,051
per person
Sep 2 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,136 reviews)
Mediocre all around and for the price point not worth it. Great location. But nothing else compelling. Food was only ok. Service was only ok. Nothing memorable. Will seek somewhere else next time.

Reviewed on Jul 8, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $7,380, price is now CA $4,994 per person
CA $4,994
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Front desk staff was super helpful and enthusiastic. Smooth check-in, and checkout.

Reviewed on Jul 8, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,290, price is now CA $1,614 per person
CA $1,614
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Wonderful amenities, clean and great location. The only thing I did not care for was checking myself in. Front staff welcome you but you have to complete your own check in. After a long day if travel the last thing a person wants to do is complete forms. Lowers the Luxury feel of the property when the front desk does not do what an average Holiday Inn does.

Reviewed on Jul 6, 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 $3,176, price is now CA $2,335 per person
CA $2,335
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
View was beautiful, accommodations were excellent.

Reviewed on Jul 8, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was CA $2,776, price is now CA $2,140 per person
CA $2,140
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (3,764 reviews)
This hotel was located perfectly to see downtown Chicago. The rooms were beautiful and the staff was wonderful. We had booked some mobility scooters to get around downtown. We had no issues getting them up to our rooms.

Reviewed on Jul 9, 2026

Stephenson County Hotel Deals

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

2.5 out of 5
1710 South Dirck Drive Freeport IL
Fully refundable
The price is CA $179 per night from Jul 16 to Jul 17
CA $179
CA $199 total
Jul 16 - Jul 17
includes taxes & fees
9/10 Wonderful! (911 reviews)
"Clean updated room. The staff was kind and helpful. The workout room was sufficient for my needs. Overall, very good room for the price with extremely easy check in and check out."

Reviewed on Jul 6, 2026

Country Inn & Suites by Radisson, Freeport, IL
Super 8 by Wyndham Freeport

Super 8 by Wyndham Freeport

2 out of 5
1551 Sleezer Home Rd Freeport IL
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Jul 12 to Jul 13
CA $126
CA $140 total
Jul 12 - Jul 13
includes taxes & fees
7/10 Good! (374 reviews)
"My stay was good. My only request is updating lamps or an outlet to allow for charging with USB ports. I haven’t stayed any place in awhile that didn’t have this in rooms."

Reviewed on Jul 3, 2026

Super 8 by Wyndham Freeport
Hampton Inn Freeport

Hampton Inn Freeport

2.5 out of 5
109 S Galena Ave Freeport IL
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Jul 16 to Jul 17
CA $162
CA $179 total
Jul 16 - Jul 17
includes taxes & fees
8.8/10 Excellent! (480 reviews)
"The parking was challenging considering there are two areas. The one in the back is downhill and the one across the street you need to go to the corner of the street. The room was not ready at check in time. Ice machine on our floor was out of service. A nice room, comfortable. Breakfast was good ..."

Reviewed on Jul 7, 2026

Hampton Inn Freeport
See all 270 properties in Stephenson County
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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Frequently asked questions

How much does a Stephenson County vacation package cost?
Perhaps much less than you think — from a low CA $1,051, as a matter of fact! By bundling hotels, flights and car rentals into a custom-built vacation package, your Stephenson County escape is just clicks away.
How do I get a cheap travel package to Stephenson County?
Browse and lock in everything in the one place with our Stephenson County vacation packages. We have incredible bargains on flights, hotels, tours and more that'll keep your credit card happy and your adventurous spirit alive. And, with more than 550 partner airlines and 1,000,000 hotels around the world to choose from, you'll have the flexibility to mix and match as you please.
How far in advance should I book my Stephenson County vacation?
It depends on the airline, but you can generally look up international fares on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky customers occasionally score a cheaper seat just weeks prior to their intended journey.
What does an Expedia Stephenson County travel package include?
Flights, hotels and car rentals — we connect you to the very best bargains. All you'll have to do is decide on your ideal combination. After you've made your booking, you can add on the exciting stuff like activities and tours. Our travel packages make it easy to put together an exciting Stephenson County escape.
What should I know before booking a Stephenson County travel package?
Whether it's relaxation or adventure you're seeking, a Stephenson County vacation package lets you organize your escape your way. Plus, you'll get access to great discounts just for combining your accommodations with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Stephenson County Expedia vacation package?
Yes, you're in charge. We offer more than 550 airlines worldwide, so you can design your Stephenson County vacation according to your needs and budget.
If I'm not able to travel, can I cancel my Stephenson County vacation package?
Don't worry if you're rethinking your Stephenson County vacation package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We know your circumstances can change suddenly, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Stay near popular Stephenson County attractions

Lake Le Aqua Na State Park

10.0/10 (1 review)
You can take time to visit Lake Le Aqua Na State Park during your travels to Lena. Discover the countryside and sunrises in this family-friendly area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.