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.
The Maverick by Kasa
East Liberty
CA $1,455
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
9/10 Wonderful! (1,002 reviews)
Very unique stay with the lower bed ,fun decor & beautiful extra large windows
Very clean & comfortable good natural smell. Look forward to staying again.
Reviewed on Sep 24, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
CA $1,700
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,639 reviews)
Checking in took over 2 hours because rooms were ready.
Reviewed on Sep 24, 2026
Etage Executive Living
Downtown Pittsburgh
CA $2,019
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,895 reviews)
Super location! Great amenities, especially the athletic club. Friendly, helpful staff. Would definitely stay again.
Reviewed on Sep 24, 2026
Omni William Penn Hotel
Downtown Pittsburgh
CA $1,743
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
9.2/10 Wonderful! (2,047 reviews)
I was put in a room adjacent to the elevator bank, which there ARE APPROX 12 ELEVATORS, they travel continuous and sounded like a truck all night, great hotel , horrible room, got zero response when i complained to be moved
Reviewed on Sep 24, 2026
Traveler's Rest Hotel
South Side Flats
CA $1,588
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
9.6/10 Exceptional! (118 reviews)
Very clean, owners were very nice and friendly, great place to stay, especially if you are going to watch the Steelers!
Reviewed on Sep 18, 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 $117
CA $134 total
Oct 15 - Oct 16
includes taxes & fees
5.8/10 (1,012 reviews)
"It was a very quiet and nice hotel. Staff was kind and helpful."
Reviewed on Sep 22, 2026
Comfort Inn Conference Center Pittsburgh Penn Hills
699 Rodi Road Pittsburgh PA
Fully refundable
CA $100
CA $114 total
Oct 15 - Oct 16
includes taxes & fees
6.6/10 (1,000 reviews)
"Clean room."
Reviewed on Sep 22, 2026
Hampton Inn Pittsburgh/Monroeville
3000 Mosside Blvd Monroeville PA
Fully refundableReserve now, pay when you stay
CA $184
CA $209 total
Oct 14 - Oct 15
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 $1,455 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.
