Freeport Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Freeport Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Stay Pittsburgh
Downtown Pittsburgh
CA $1,397
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pittsburgh (PIT)
8/10 Very good! (313 reviews)
Some confusion on my end with paying the deposit, as I thought I was paying for my room a second time, but the host was quick to clear it up. Another pleasant stay at this clean and quiet property.
Reviewed on Aug 9, 2026
Ready to book your vacation to Freeport?
Freeport Hotel Deals
Comfort Inn & Suites Pittsburgh Fox Chapel
180 Gamma Drive Pittsburgh PA
Fully refundable
CA $116
CA $132 total
Aug 30 - Aug 31
includes taxes & fees
5.8/10 (1,004 reviews)
"I loved the suite, it was well supplied with everything I needed but staff was sort of rude and didn't respond at all when I need immediat maintained service to the room"
Reviewed on Aug 9, 2026
Comfort Inn Conference Center Pittsburgh Penn Hills
699 Rodi Road Pittsburgh PA
Fully refundable
CA $101
CA $116 total
Aug 31 - Sep 1
includes taxes & fees
6.6/10 (1,020 reviews)
"The hotel hasn’t been updated or taken care of in a long time. I was told as soon as I checked in since I was staying for several days my room keys would not work the whole time by the staff. Then everytime we wanted to watch tv we have to unplug it and plug it back in so it would work and the phone ..."
Reviewed on Aug 9, 2026
Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG
3936 Monroeville Boulevard Monroeville PA
Fully refundable
CA $170
CA $194 total
Aug 30 - Aug 31
includes taxes & 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.
Frequently asked questions
How much does a Freeport vacation package cost?
Offering great value package deals from CA $1,004 on Expedia, you'll be thrilled with how little a vacation to Freeport costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Freeport?
You can generally find lower rates and greater availability in January, February and March. Check out our cheap Freeport vacation packages and you could score some great off-season deals.
How many days is enough for Freeport?
Typically, a handful of days is enough to go to the major sights during your Freeport vacation. But if you want to have more time to chill out or take day tours, think about extending your trip.
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 a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal 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 underway.
Is it cheaper to book a Freeport vacation as a package?
You can enjoy significant savings on your next Freeport escape by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Freeport?
If you're planning an impromptu Freeport getaway, browse our last-minute deals that can be booked up to a 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.
How to plan a trip to Freeport?
- Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Freeport.
- Budget wisely: As well as the price of your hotel, you should factor in other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Freeport.
- Decide your trip length: Think about how long you'd like to spend exploring Freeport. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
- Combine your accommodations and airfare: After you've settled on your travel dates and duration, book the ideal Freeport vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
