Freeport Vacation Packages

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  • Better together

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

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Freeport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was CA $977, price is now CA $849 per person
CA $849
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pittsburgh (PIT)
6.6/10 (1,006 reviews)

Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
Price was CA $1,699, price is now CA $1,430 per person
CA $1,430
per person
Dec 21 - Dec 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,793 reviews)
Good place to stay before our early morning flight.

Reviewed on Nov 8, 2026

My Place Hotel - Pittsburgh North/Monaca, PA

My Place Hotel - Pittsburgh North/Monaca, PA

2.5 out of 5
Price was CA $1,297, price is now CA $1,129 per person
CA $1,129
per person
Dec 21 - Dec 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.2/10 Very good! (444 reviews)
Clean room

Reviewed on Oct 29, 2026

Crowne Plaza Suites Pittsburgh South by IHG

Crowne Plaza Suites Pittsburgh South by IHG

3.5 out of 5
Price was CA $1,377, price is now CA $1,211 per person
CA $1,211
per person
Dec 21 - Dec 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,011 reviews)

Holiday Inn Express Hotel & Suites Pittsburgh Airport by IHG

Holiday Inn Express Hotel & Suites Pittsburgh Airport by IHG

2.5 out of 5
Price was CA $1,329, price is now CA $1,179 per person
CA $1,179
per person
Dec 21 - Dec 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.4/10 Very good! (1,000 reviews)
Clean, yes, not a bad bed, goose pillows, not a tight room, nice clear crystal shower. Issues with TV, have to restart it to get all the channels and choose, old furniture, amenities, elevator. At the bathroom I killed 2 red wasps that came out of the bulb at the roof. Very convenient if you’re going to take an early flight.

Reviewed on Nov 6, 2026

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Freeport Hotel Deals

Comfort Inn & Suites Pittsburgh Fox Chapel

Comfort Inn & Suites Pittsburgh Fox Chapel

2.5 out of 5
180 Gamma Drive Pittsburgh PA
Fully refundable
The price is CA $118 per night from Nov 29 to Nov 30
CA $118
CA $134 total
Nov 29 - Nov 30
includes taxes & fees
Comfort Inn & Suites Pittsburgh Fox Chapel
Comfort Inn Conference Center Pittsburgh Penn Hills

Comfort Inn Conference Center Pittsburgh Penn Hills

2.5 out of 5
699 Rodi Road Pittsburgh PA
Fully refundable
The price is CA $101 per night from Nov 29 to Nov 30
CA $101
CA $115 total
Nov 29 - Nov 30
includes taxes & fees
Comfort Inn Conference Center Pittsburgh Penn Hills
Rodeway Inn & Suites Monroeville - Pittsburgh

Rodeway Inn & Suites Monroeville - Pittsburgh

2 out of 5
2727 Mosside Blvd Monroeville PA
Fully refundable
The price is CA $76 per night from Nov 15 to Nov 16
CA $76
CA $87 total
Nov 15 - Nov 16
includes taxes & fees
Rodeway Inn & Suites Monroeville - Pittsburgh
See all 280 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?
Offering great value package deals from CA $849 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.