Freeport Holidays
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Top hotels in Freeport
City Express By Marriott Freeport
1060 Riverside Dr Freeport IL
Fully refundableReserve now, pay when you stay
S$139
19 Aug - 20 Aug
includes taxes & fees
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
S$156
18 Aug - 19 Aug
includes taxes & fees
9/10 Wonderful! (926 reviews)
"The breakfast was the highlight. Waffle bar, cereal, oatmeal, muffins, fruit, eggs, bacon or sausage, biscuits/gravy, and bagels."
Reviewed on 8 Aug, 2026
Super 8 by Wyndham Freeport
1551 Sleezer Home Rd Freeport IL
Fully refundableReserve now, pay when you stay
S$126
15 Aug - 16 Aug
includes taxes & fees
7/10 Good! (382 reviews)
"Very average. Make sure not to stay in a room near the stairwells."
Reviewed on 31 Jul, 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 Freeport attractions
Little Cubs Field
8.4/10 (23 reviews)
This miniature marvel recreates Wrigley Field at one-third scale, complete with authentic ivy from the original ballpark. Experience baseball nostalgia by watching youth games or playing on the diamond yourself.
Stephenson County Historical Museum
8.8/10 (6 reviews)
Step inside the 1857 Taylor Mansion, the crown jewel of the Stephenson County Historical Museum. Explore period rooms, the Museum of Local Industry, and the arboretum featuring Illinois' champion Yellow Birch tree.
Winneshiek Playhouse
10.0/10 (2 reviews)
You can enjoy a show at Winneshiek Playhouse on your trip to Freeport. Stroll along the riverfront or discover the area's sunrises.
Silver Creek Museum
8.0/10 (3 reviews)
You can spend an afternoon studying the exhibits at Silver Creek Museum during your trip to Freeport. Wander the riverfront or discover the area's sunrises.
Freeport Art Museum
8.8/10 (8 reviews)
This intimate museum houses treasures from five continents, spanning ancient to contemporary art in a historic 1911 building. Explore diverse cultural galleries or visit during the annual Regional Juried Show in May.
Oscar Taylor Home
8.8/10 (3 reviews)
This 1857 Italianate mansion showcases local history and its role in the Underground Railway. Wander through period rooms and the elegant Boxwood Knot Garden for a glimpse into 19th-century abolitionist life.
Park Hills Golf Course
9.0/10 (11 reviews)
This classic Illinois golf destination offers two distinct 18-hole experiences amid rolling terrain. Enjoy the traditional East Course or the more challenging West Course, both with immaculate fairways and fast greens.
Jane Addams Recreation Trail
9.6/10 (7 reviews)
This scenic 17-mile trail honours Nobel Peace Prize winner Jane Addams while winding through wetlands, woods, and prairies. Cyclists and hikers cross 22 bridges, including a charming covered bridge in Orangeville.
Frequently asked questions
How much does a Freeport holiday package cost?
You'll find cheap prices on Expedia for your Freeport escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Freeport costs.
What are the cheapest months to go to Freeport?
January, February and April are the best times to look for cheap Freeport holiday packages. Opting to travel in less busy periods means you'll typically find reduced prices on flights and hotels.
How many days is enough for Freeport?
With a well-organised itinerary, you can easily visit the top Freeport attractions in a few days. But if you prefer to venture off the beaten track or go on day tours, consider booking your Freeport holiday for longer.
Is it worth booking a holiday package to Freeport?
Known for its golfing and home to popular attractions like Oscar Taylor Home, a Freeport holiday is sure to impress. Another top sight to check out? Don't miss Freeport Art Museum.
How to find the best Freeport package deals?
Begin your search for a Freeport package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Freeport package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Freeport getaway off to a flying start.
Is it cheaper to book a Freeport holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still get the flexibility to create a customised Freeport holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Freeport?
If you're considering an impromptu Freeport trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Freeport?
- Choose when to go: Check your calendar and get your bags packed. Your favourite time of year and the activities available will also help you decide when to escape to Freeport.
- Plan your budget wisely: On top of the cost of your accommodation, you should factor in other expenses. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may come up during your trip to Freeport.
- Work out your trip length: Consider how much time you want to spend exploring Freeport. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Combine your accommodation and airfare: Once you've nailed down your dates and duration, lock in the right Freeport holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
