Freeport Vacations from $277

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The Latest Freeport vacation packages

Price found within the past 48 hours. Click for updated prices.
The Aurora Inn

The Aurora Inn

3 out of 5
Price was $338, price is now $277 per person
$277
per person
Jun 3 - Jun 5
found 8 hours ago
Roundtrip flight included
New York (NYC) to Akron (CAK)
9/10 Wonderful! (622 reviews)
I had a great stay at this hotel, but what really stood out was the exceptional service from Dayton. She went above and beyond to make sure everything was taken care of and made us feel genuinely welcomed. It’s rare to come across someone who puts that much care and effort into guest experience. Dayton truly made a difference in our stay, and I hope her hard work is recognized!

Reviewed on Apr 6, 2026

DoubleTree by Hilton Akron Fairlawn

DoubleTree by Hilton Akron Fairlawn

3 out of 5
Save 100% on your flight
Price was $572, price is now $399 per person
$399
per person
Jun 3 - Jun 5
found 8 hours ago
Roundtrip flight included
New York (NYC) to Akron (CAK)
8.6/10 Excellent! (796 reviews)
Nice but very dated. Water marks on ceiling. Wallpaper peeling and holes in the walls where old sprinklers myst have been. Maid changed out towels and the new ones were not all clean but covered in hair.

Reviewed on Apr 14, 2026

Hampton Inn Medina

Hampton Inn Medina

2.5 out of 5
Price was $971, price is now $732 per person
$732
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Akron (CAK)
8.8/10 Excellent! (1,003 reviews)
The quality of a Hampton Inn is very consistent. I always know I will have a very good sleep! The hotel is walking distance to a couple places to eat

Reviewed on Apr 16, 2026

Comfort Inn & Suites Streetsboro - Kent

Comfort Inn & Suites Streetsboro - Kent

2.5 out of 5
Price was $349, price is now $291 per person
$291
per person
Jul 6 - Jul 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Akron (CAK)
8/10 Very Good! (656 reviews)
Everything was great. The breakfast was fresh and the staff was helpful

Reviewed on Apr 12, 2026

Comfort Inn & Suites Cuyahoga Falls - Akron

Comfort Inn & Suites Cuyahoga Falls - Akron

3 out of 5
Price was $810, price is now $679 per person
$679
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Akron (CAK)
8.8/10 Excellent! (1,004 reviews)
Room was clean.. breakfast wasn’t the best

Reviewed on Apr 15, 2026

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Freeport Hotel Deals

Beautiful Private Lakefront Cottage with Hot tub

Beautiful Private Lakefront Cottage with Hot tub

Freeport OH
10/10 Exceptional! (93 reviews)
Absolutely perfect!

Reviewed on Apr 2, 2026

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Beautiful Private Lakefront Cottage with Hot tub
Red Hill Farm's Newly Renovated "Bunkhouse" with Hot tub and Gameroom

Red Hill Farm's Newly Renovated "Bunkhouse" with Hot tub and Gameroom

Freeport OH
10/10 Exceptional! (45 reviews)
We had everything we needed and more. They went above and beyond for their guests. We will definitely be back. It was quiet and relaxing and beautifully decorated. Very cozy and homey.

Reviewed on Apr 2, 2026

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Red Hill Farm's Newly Renovated "Bunkhouse" with Hot tub and Gameroom
Piedmont lake hunting and fishing cabin

Piedmont lake hunting and fishing cabin

Freeport OH
$88 nightly
The price is $88 total per night from Apr 19 to Apr 20
$88 total
Apr 19 - Apr 20
Total with taxes and fees
Piedmont lake hunting and fishing cabin
See all 243 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
370

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Frequently asked questions

How much does a Freeport vacation package cost?
You can snap up a vacation package to this top destination from $277 on Expedia. However, how much your vacation to Freeport costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Freeport?
You can usually find lower prices and better availability in January, April and November. Browse our cheap Freeport vacation packages and you could land some great off-season deals.
How many days is enough for Freeport?
With a well-organized itinerary, you can easily hit the top Freeport sights in a handful of days. But if you prefer to venture off the beaten track or go on day tours, think about booking your Freeport vacation for longer.
How to find the best Freeport package deals?
Start your search for a Freeport package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Freeport package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Freeport escape off to a flying start.
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 hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still get the flexibility to create a customized Freeport vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Freeport?
If you've got your Freeport vacation dates finalized, book early to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Freeport vacation packages?
Jet off on your perfect trip to Freeport with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next paycheck — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.