Title: Mountain Vacations in South Side 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6343589/4aa9fc8d-6a54-47bc-ab37-20ca38b4643c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South Side Mountain Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Mountain hotel deals in South Side Price found within the past 48 hours. Click for updated prices. ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton Downtown Pittsburgh CA $690 per person Jan 14 - Jan 18 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Pittsburgh (PIT) 8.4/10 Very Good! (1,385 reviews) clean and comfortable! Reviewed on Dec 8, 2025 ![DoubleTree by Hilton Pittsburgh - Green Tree](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Pittsburgh - Green Tree CA $691 per person Jan 14 - Jan 18 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Pittsburgh (PIT) 8.2/10 Very Good! (1,004 reviews) No microwave in the room. Thought that was standard these days. Shower was just a trickle. Reviewed on Dec 10, 2025 ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni William Penn Hotel Downtown Pittsburgh CA $814 per person Jan 14 - Jan 18 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Pittsburgh (PIT) 9.2/10 Wonderful! (1,767 reviews) The downtown atmosphere shines at the William Penn. Loved the holiday party in the Grand Ballroom. Classic . Reviewed on Dec 12, 2025 ![Placemakr Downtown Pittsburgh at The Pennsylvanian](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/0729901f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Placemakr Downtown Pittsburgh at The Pennsylvanian Downtown Pittsburgh CA $793 per person Jan 14 - Jan 18 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Pittsburgh (PIT) 7.6/10 Good! (37 reviews) Everyone I encountered was amazing through our experience related to our stay. There was an event occurring in the main entry way during our stay and the valet assisted us in locating parking, called the front desk and checked in from the door, they were very informative and helpful, even the building staff were very friendly and helpful helped us with the door on arrival. It would be nice to be able to use valet service, especially since it is paid parking anyways, and also enter through the nicer main lobby rather than a service entrance and padded frieght elevator... I did chose the Penn because of its prestige, location, amenities, and to view/enjoy craftsmanship of the architecture and chandilers specifically (as a former apprentice of the artist). Overall great stay. Reviewed on Dec 9, 2025 ![Fairmont Pittsburgh](https://images.trvl-media.com/lodging/4000000/3060000/3056400/3056317/801aa0d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Pittsburgh Downtown Pittsburgh CA $1,167 per person Jan 14 - Jan 18 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Pittsburgh (PIT) 8.8/10 Excellent! (1,002 reviews) Everyone was very friendly, we loved our first visit to Pittsburgh. I'm going to give our review 5 stars but the only thing I question was 2 out of the 3 nights we stayed our room wasn't cleaned. Not sure if that's normal because we had slept in and left around noon. But in any case it was a fun time. Reviewed on Dec 3, 2025 Don't see what you're looking for? See all available trips from Columbus to South Side [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-13/2026-01-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in South Side Price found within the past 48 hours. Click for updated prices. ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton Downtown Pittsburgh CA $799 per person Jan 13 - Jan 16 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Pittsburgh (PIT) 8.4/10 Very Good! (1,385 reviews) clean and comfortable! Reviewed on Dec 8, 2025 ![Fairmont Pittsburgh](https://images.trvl-media.com/lodging/4000000/3060000/3056400/3056317/801aa0d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Pittsburgh Downtown Pittsburgh CA $1,055 per person Jan 13 - Jan 16 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Pittsburgh (PIT) 8.8/10 Excellent! (1,002 reviews) Everyone was very friendly, we loved our first visit to Pittsburgh. I'm going to give our review 5 stars but the only thing I question was 2 out of the 3 nights we stayed our room wasn't cleaned. Not sure if that's normal because we had slept in and left around noon. But in any case it was a fun time. Reviewed on Dec 3, 2025 ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni William Penn Hotel Downtown Pittsburgh CA $931 per person Jan 13 - Jan 16 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Pittsburgh (PIT) 9.2/10 Wonderful! (1,767 reviews) The downtown atmosphere shines at the William Penn. Loved the holiday party in the Grand Ballroom. Classic . Reviewed on Dec 12, 2025 Don't see what you're looking for? See all available trips from Columbus to South Side [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-13/2026-01-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in South Side Price found within the past 48 hours. Click for updated prices. ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton Downtown Pittsburgh CA $690 per person Jan 14 - Jan 18 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Pittsburgh (PIT) 8.4/10 Very Good! (1,385 reviews) clean and comfortable! Reviewed on Dec 8, 2025 ![DoubleTree by Hilton Pittsburgh - Green Tree](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Pittsburgh - Green Tree CA $691 per person Jan 14 - Jan 18 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Pittsburgh (PIT) 8.2/10 Very Good! (1,004 reviews) No microwave in the room. Thought that was standard these days. Shower was just a trickle. Reviewed on Dec 10, 2025 ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni William Penn Hotel Downtown Pittsburgh CA $814 per person Jan 14 - Jan 18 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Pittsburgh (PIT) 9.2/10 Wonderful! (1,767 reviews) The downtown atmosphere shines at the William Penn. Loved the holiday party in the Grand Ballroom. Classic . Reviewed on Dec 12, 2025 Don't see what you're looking for? See all available trips from Columbus to South Side [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-13/2026-01-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to South Side ](https://expedia.ca/Cheap-Flights-To-South-Side.d6343590.Travel-Guide-Flights)[ South Side Hotels ](https://expedia.ca/South-Side-Hotels.d6343590.Travel-Guide-Hotels)[ South Side Vacation Rentals ](https://expedia.ca/South-Side-Vacation-Rentals.d6343590.Travel-Guide-VacationRentals)[ South Side Car Rentals ](https://expedia.ca/Car-Rentals-In-South-Side.d6343590.Car-Rental-Guide)[ South Side Vacations ](https://expedia.ca/South-Side.d6343590.Destination-Travel-Guides)[ Things to do in South Side ](https://expedia.ca/Things-To-Do-In-South-Side.d6343590.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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