Stephenson County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Stephenson County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
per person
Sep 21 - Sep 27
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)
Clean and quiet. Great location and close to ORD

Reviewed on Aug. 6, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Loved the attention to details that made the experience exceptional.

Reviewed on Aug. 6, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Everything is nice specially stuff hosptality

Reviewed on Aug. 8, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
Moments after arriving the hotel room, I took a shower and when I got out, there was a cockroach on my floor near the bed.

Reviewed on Aug. 7, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
Breakfast was the best I have ever had at a hotel!!

Reviewed on Aug. 7, 2025

Stephenson County Hotel Deals

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 $109 per night from Sep 1 to Sep 2
CA $109
CA $120 total
Sep 1 - Sep 2
includes taxes & fees
6.8/10 (332 reviews)
"Friendly staff, clean room , loved the shower . It was the perfect budget place to sleep for 2 nights and move on with our trip"

Reviewed on Jul. 29, 2025

Super 8 by Wyndham Freeport
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 $155 per night from Sep 7 to Sep 8
CA $155
CA $172 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (799 reviews)
"Nice place"

Reviewed on Aug. 4, 2025

Country Inn & Suites by Radisson, Freeport, IL
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 $151 per night from Aug 17 to Aug 18
CA $151
CA $167 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (439 reviews)
"Good"

Reviewed on Aug. 3, 2025

Hampton Inn Freeport
See all 241 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Stephenson County vacation package cost?
Perhaps much less than you think — from a low CA $708, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.