Freeport Vacations from $663
Book a Hotel + Flight or Car together to unlock savings
Your Freeport Vacation
Memorable adventures await when you lock in a Freeport vacation package. Whether you're a history buff, foodie or just a traveler who loves discovering new places, there's something for everyone in this vibrant city. Any trip to Freeport needs a well-designed itinerary. Fill yours with leading attractions like Toppling Goliath Brewing Co., Luther College and Agora. Expedia is here to help you escape the everyday. Tailor your vacation to Freeport to match your travel style, whatever that may look like.
The Latest Freeport vacation packages
Price found within the past 48 hours. Click for updated prices.
The Black Hawk Hotel
$786
per person
Dec 26 - Dec 30
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Waterloo (ALO)
9.2/10 Wonderful! (932 reviews)
I had called a couple weeks before our arrival to get an early check-in. I was told the earliest we could check-in without having to pay a fee was 2:00. When we arrived we were told that there were no early check ins for today. I explained and the lady working was awesome! I’m sorry I don’t recall her name. But she was able to change things around and get us the early check in. The hotel is old but so amazing! Reminded us of Harry Potter. It takes you back in time when life was SO much easier. Loved the cocktail bar at the restaurant that served any kind of special cocktail you’d like. An added bonus is you get 2, $10.00 drink vouchers. The breakfast was super. Homemade cinnamon rolls and scones from a local bakery.
Hotel located close to great places to eat and a neat brewery on the corner across the street. We would definitely stay here again .
Reviewed on Oct 25, 2026
Best Western Plus Waterloo & Cedar Falls
$703
per person
Dec 26 - Dec 30
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Waterloo (ALO)
8.6/10 Excellent! (601 reviews)
To our surprise parking was across the street, and we had to pay. The hotel was very strange but clean rooms and comfy beds.
Reviewed on Oct 23, 2026
Executive Residency By Best Western Waterloo & Cedar Falls
$703
per person
Dec 26 - Dec 30
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Waterloo (ALO)
8.8/10 Excellent! (65 reviews)
Jennifer and Wendy at the front desk were so helpful and friendly. The rooms were clean and comfortable and the breakfast was also delicious!
Reviewed on Oct 20, 2026
Freeport Hotel Deals
Cozy fall getaway with hot tub, fire pit & family fun near Decorah- sleeps 12
Decorah IA
9.6/10 Exceptional! (5 reviews)
"Kate's property is very well maintained with ample space and very nice amenities and rooms. Check in process could not have been easier. This was a perfect property for our family! We're a competitive group so we very much enjoyed the garage basketball game and the basement ping pong table. The nice ..."
Reviewed on Sep 21, 2026
Super 8 by Wyndham Decorah
1832 State Highway 9 Decorah IA
Fully refundableReserve now, pay when you stay
$54 nightly
$61 total
Nov 4 - Nov 5
Total with taxes and fees
7.4/10 Good! (1,007 reviews)
"Bed was comfy, air conditioning was quiet, lots of pillows, so overall a nice stay"
Reviewed on Oct 25, 2026
Hotel Winneshiek
104 East Water Street Decorah IA
Fully refundableReserve now, pay when you stay
$139 nightly
$156 total
Nov 1 - Nov 2
Total with taxes and fees
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 |
Top Sights | Toppling Goliath Brewing Co., Luther College and Dunnings Spring Park |
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Frequently asked questions
How much does a Freeport vacation package cost?
You can snap up a vacation package to this popular destination from $663 on Expedia. However, how much your vacation to Freeport costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Freeport?
You can usually find reduced prices and better availability in November, December and January. Browse our cheap Freeport vacation packages and you could score some great off-season discounts.
How many days is enough for Freeport?
Usually, a handful of days is enough to go to the main attractions during your Freeport vacation. But if you prefer to have time to chill out or take day tours, consider extending your trip.
How to find the best Freeport package deals?
Use Expedia's filter tool to help you find some great Freeport package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Freeport package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Freeport vacation as a package?
You can enjoy significant savings on your next Freeport getaway by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Freeport?
If you're planning a spontaneous Freeport vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Freeport vacation packages?
Your Freeport getaway is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to give you a little more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.