Stephenson County Vacations & Trips from $604
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top destinations in Stephenson County
Freeport
The Latest Stephenson County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
$741
per person
Oct 29 - Nov 2
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (527 reviews)
The location is perfect and the building is quite nice. The rooms are also comfortable. This is not a hotel, but rather occupies several floors in a large apartment building. We had a couple issues with our room (malfunctioning, smoke alarm and empty body wash) and neither were dealt with despite a asking multiple times.
Reviewed on Sep 27, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
$1,124
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
The Trump hotel is right in the middle of downtown, but it's on the quieter side of the river from the other hotels. It offers direct access to the river where you can join the architecture river tour and is overall quieter than the hotels on the other side of the river. The self parking is a bit of a tricky drive up very narrow and curving ramps. If you drive a Suburban or a Cybertruck, you might have difficulty.
Reviewed on Sep 29, 2026
The Neighborhood Hotel - Lincoln Park
Lincoln Park
$849
per person
Nov 8 - Nov 15
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
9.2/10 Wonderful! (114 reviews)
Stellar location. The communication was a little lacking and slow to respond. Adorable and comfortable stay for a girls trip.
Reviewed on Sep 24, 2026
Find the Best Stephenson County Vacation Packages
Stephenson County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Stephenson County Hotel Deals
City Express By Marriott Freeport
1060 Riverside Dr Freeport IL
Fully refundableReserve now, pay when you stay
$107 nightly
$119 total
Oct 14 - Oct 15
Total with taxes and fees
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
$115 nightly
$127 total
Oct 18 - Oct 19
Total with taxes and fees
Super 8 by Wyndham Freeport
1551 Sleezer Home Rd Freeport IL
Fully refundableReserve now, pay when you stay
$94 nightly
$104 total
Sep 30 - Oct 1
Total with taxes and fees
7/10 Good! (395 reviews)
"Pool was empty and nonfunctional….overcharged for the lack of amenities and poor breakfast"
Reviewed on Sep 25, 2026
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.
Stay near popular Stephenson County attractions
Krape Park
9.6/10 (45 reviews)
Explore the great outdoors at Krape Park, a lovely green space in Freeport. Discover the area's sunrises and countryside.
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.
SplashLand Family Water Park
7.0/10 (2 reviews)
Bring the family to SplashLand Family Water Park and enjoy the excitement of this theme park in Lena. Wander the forest or discover the area's countryside.
Stephenson County Historical Museum
8.8/10 (6 reviews)
You can spend an afternoon browsing the exhibits at Stephenson County Historical Museum during your travels in Freeport. Wander the riverfront and forest while you're in the area.
Park Hills Golf Course
9.0/10 (11 reviews)
Enjoy a round of golf in Freeport at Park Hills Golf Course. Discover the area's sunrises and countryside.
Stagecoach Golf Course
Enjoy a round of golf in Lena at Stagecoach Golf Course. Wander the forest or discover the countryside in this family-friendly area.
Winneshiek Playhouse
10.0/10 (2 reviews)
You can make plans for a show at Winneshiek Playhouse on your trip to Freeport. Stroll along the riverfront or discover the area's sunrises.
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Stephenson County
- Vacations and getaways similar to Stephenson County
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
