Freeport Vacations from $303

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Your Freeport Vacation

Cuisine, art, entertainment and more … There's so much to experience with a Freeport vacation package. And with the ability to easily customize your city adventure, it's guaranteed to be one that's difficult to forget. Fill your free time with visits to Krape Park, Winneshiek Playhouse and Silver Creek Museum, some of the attractions you simply have to see during a trip to Freeport. Expedia is here to help you escape your routine. Tailor your vacation to Freeport to suit your travel style, whatever that may look like.

The Latest Freeport vacation packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Rochelle

Super 8 by Wyndham Rochelle

2 out of 5
per person
Sep 19 - Sep 24
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Rockford (RFD)
8.2/10 Very Good! (884 reviews)
There was no shower curtain. Otherwise clean and quiet. Good for the price.

Reviewed on Jul 13, 2025

Super 8 by Wyndham Rockford I-90/Casino District

Super 8 by Wyndham Rockford I-90/Casino District

2.5 out of 5
per person
Sep 19 - Sep 24
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Rockford (RFD)
6/10 (45 reviews)
We liked the stay at the property and we'll stay again.

Reviewed on Mar 8, 2025

Days Inn by Wyndham Rockford I-90 Casino District

Days Inn by Wyndham Rockford I-90 Casino District

2.5 out of 5
per person
Sep 19 - Sep 24
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Rockford (RFD)
7.2/10 Good! (1,004 reviews)
Good hotel for a quick stay. Good value and located next to Hard Rock casino.

Reviewed on Jul 3, 2025

Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

2.5 out of 5
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Rockford (RFD)
8/10 Very Good! (658 reviews)
The facility is dated and shows wearcand tear.

Reviewed on Jul 8, 2025

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Rockford (RFD)
9/10 Wonderful! (1,202 reviews)
The carpet on the 4th floor is beyond dirty. Please replace it!! Not the person who checked us in but I called at 5:45pm to inform the hotel we were running late and the woman I spoke with was very rude. She needs some customer service training

Reviewed on Jul 13, 2025

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Discover the most popular places to visit in Freeport

Quite a nice little park called Krape Park.

Krape Park

Explore the great outdoors at Krape Park, a lovely green space in Freeport. Discover the area's sunrises and countryside.

Krape Park

Freeport Art Museum

You can spend an afternoon exploring the galleries in Freeport Art Museum during your travels in Freeport. Stroll along the riverfront or discover the area's sunrises.

Freeport Art Museum

Famous Fossil Winery

You can enjoy a tasting or tour at Famous Fossil Winery during your travels to Freeport. Discover the area's countryside and sunrises.

Famous Fossil Winery

Freeport 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
$77 nightly
The price is $85 total per night from Aug 3 to Aug 4
$85 total
Aug 3 - Aug 4
Total includes taxes and fees
6.8/10 (324 reviews)
Perfect for a Small Town Visit
"Safe, clean, wonderful staff, friendly people. Nice location. Walked to dinner :) Quiet."

Reviewed on Jun 29, 2025

Super 8 by Wyndham Freeport
Baymont by Wyndham Freeport
Baymont by Wyndham Freeport
2.5 out of 5
1060 Riverside Dr, Freeport, IL
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $102 total per night from Aug 3 to Aug 4
$102 total
Aug 3 - Aug 4
Total includes taxes and fees
8/10 Very Good! (658 reviews)
"Ok"

Reviewed on Jul 6, 2025

Baymont 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
$123 nightly
The price is $137 total per night from Jul 31 to Aug 1
$137 total
Jul 31 - Aug 1
Total includes taxes and fees
8.8/10 Excellent! (793 reviews)
"Very cozy and kind. They are in the middle of a remodel, but they still make it a nice experience for their guests."

Reviewed on Jul 12, 2025

Country Inn & Suites by Radisson, Freeport, IL
See all 61 properties in Freeport
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.

Find the Best Freeport Vacation Packages

Freeport Essential Information

Language
English
Currency
U.S dollars
Population
24,500
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Freeport Art Museum, Famous Fossil Winery and Silver Creek Museum

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Frequently asked questions

How much does a Freeport vacation package cost?
You'll find cheap prices from $303 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 vacation to Freeport costs.
What are the cheapest months to go to Freeport?
You can typically find reduced prices and better availability in August, September and December. Browse our cheap Freeport vacation packages and you could score some great off-season deals.
How many days is enough for Freeport?
The ideal duration of your Freeport vacation depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to visit all the top attractions and discover some hidden spots along the way.
Is it worth booking a vacation package to Freeport?
Known for its golfing and home to leading attractions like Krape Park, a Freeport vacation is bound to impress. Another highlight to check out? Don't miss Little Cubs Field.
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 vacation as a package?
Expedia vacation 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 customized Freeport vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Freeport vacation packages?
If you're like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Freeport break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.