Freeport Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.

Top Freeport Vacation Deals

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

Super 8 by Wyndham Cresco IA

2 out of 5
Price was CA $895, price is now CA $895 per person
CA $895
per person
Dec 2 - Dec 4
found 5 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Waterloo (ALO)
8.6/10 Excellent! (538 reviews)
The staff was wonderful. Very welcoming and helpful. We requested a first floor room and it was just what we wanted.

Reviewed on Oct 16, 2026

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Freeport Hotel Deals

Cozy fall getaway with hot tub, fire pit & family fun near Decorah- sleeps 12

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

Get rates
Cozy fall getaway with hot tub, fire pit & family fun near Decorah- sleeps 12
Super 8 by Wyndham Decorah

Super 8 by Wyndham Decorah

2 out of 5
1832 State Highway 9 Decorah IA
Fully refundableReserve now, pay when you stay
The price is CA $76 per night from Nov 4 to Nov 5
CA $76
CA $85 total
Nov 4 - Nov 5
includes taxes & 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

Super 8 by Wyndham Decorah
Hotel Winneshiek

Hotel Winneshiek

3.5 out of 5
104 East Water Street Decorah IA
The price is CA $195 per night from Nov 1 to Nov 2
CA $195
CA $218 total
Nov 1 - Nov 2
includes taxes & fees
Hotel Winneshiek
See all 101 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Freeport vacation package cost?
You can grab a vacation package to this popular destination from CA $895 on Expedia. However, how much your vacation to Freeport costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Freeport?
If you're looking to snag a cheap Freeport vacation package, consider planning a trip in January, February and November. You're likely to find better rates on flights and accommodations during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Freeport?
Generally, a handful of days is enough to explore the top attractions during your Freeport vacation. However, if you want to have time to rest or go on day tours, think about extending your itinerary.
How to find the best Freeport package deals?
Begin your search for a Freeport package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Freeport package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Freeport adventure underway.
Is it cheaper to book a Freeport vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Freeport vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Freeport?
If you have your Freeport vacation dates locked in, book as early as you can to score some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Freeport?

  1. Choose when to travel: Check your calendar and get your bags packed. Your favourite season and the type of activities available will also help you decide when to visit Freeport.
  2. Calculate your budget: Make sure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to Freeport.
  3. Work out your trip length: Consider how much time you want to spend discovering Freeport. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Freeport vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.