Freeport Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Freeport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was CA $1,127, price is now CA $931 per person
CA $931
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8.2/10 Very good! (3,662 reviews)
The stay overall was fine, but my main issue was with the cleanliness of the room. When we walked in there was dried fruit (I hope) on the floor, the night stand/alarm clock were dusty, and it had a musty smell. We had a junior suite. The bathroom was extremely small, and the door to it didn’t shut or lock. Parking is also a pain. Pay $32/day to park yourself around the corner or $44 for the valet. You can’t beat the location though, and my kids loved the pool which had a nice view. The gym was also very nice. I would consider staying here again but it wouldn’t be at the top of my list.

Reviewed on Jul 31, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was CA $1,590, price is now CA $1,051 per person
CA $1,051
per person
Sep 10 - Sep 14
found 21 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8/10 Very good! (310 reviews)
Great job

Reviewed on Jul 26, 2026

Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

3 out of 5
Bloomfield
Price was CA $1,940, price is now CA $1,542 per person
CA $1,542
per person
Oct 9 - Oct 12
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
9/10 Wonderful! (1,005 reviews)
The staff was extremely friendly, helpful, and polite. The room was lovely — I especially liked the kitchenette and the fact that it had both a living room and a bedroom without feeling overcrowded. The bathroom was spacious, and I loved the shower. Everything was clean and well maintained. When I needed a new iron and extra towels the next day, they were brought to my room right away. I was very satisfied with my stay and will definitely return. I’ll also be recommending this hotel to my friends and family.

Reviewed on Jul 30, 2026

Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was CA $1,122, price is now CA $989 per person
CA $989
per person
Oct 9 - Oct 12
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
6.6/10 (1,005 reviews)

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $1,127, price is now CA $1,011 per person
CA $1,011
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,583 reviews)

Ready to book your vacation to Freeport?

 

Choose your dates

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 $120 per night from Aug 30 to Aug 31
CA $120
CA $137 total
Aug 30 - Aug 31
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 $102 per night from Aug 30 to Aug 31
CA $102
CA $116 total
Aug 30 - Aug 31
includes taxes & fees
6.6/10 (1,001 reviews)
"We've stayed here in the past (3 or 4 other times) and had no problems. Place was clean and the staff was friendly. Nothing fancy but did the job. It seems no work has been done to maintain the property over the years. Cracks in the sinks, drains that don't work, no painting to freshen things, etc. ..."

Reviewed on Jul 30, 2026

Comfort Inn Conference Center Pittsburgh Penn Hills
Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG

Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG

2.5 out of 5
3936 Monroeville Boulevard Monroeville PA
Fully refundable
The price is CA $161 per night from Aug 30 to Aug 31
CA $161
CA $184 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"We happened to take 2 rooms ,one of which was awesomely maintained and was so pleasant however the other room n 5 th floor was not clean and had dirt in while entered the rest room nd hair hair all over the bath tub and the bedroom floor were not cleaned it had crumbs from previous stay i guess , ..."

Reviewed on Jul 26, 2026

Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG
See all 294 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 $931 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.