Title: Luxury Vacations in Southwest Pennsylvania 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6078687/cc9514d4-5748-4526-a192-e121ec1d0d8f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest Pennsylvania Luxury 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 Luxury hotel deals in Southwest Pennsylvania 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 $993 per person Mar 7 - Mar 14 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Pittsburgh (PIT) 8.4/10 Very Good! (1,385 reviews) The room was super convenient for a quick trip to the city for my homecoming. Loved the hotel decor and the room was the perfect size for me. Reviewed on Dec 15, 2025 ![The Westin Pittsburgh, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/17a40a56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Pittsburgh, a Marriott Hotel Downtown Pittsburgh CA $1,702 per person Mar 7 - Mar 14 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Pittsburgh (PIT) 8.6/10 Excellent! (1,003 reviews) Nice hotel in downtown Pittsburgh. Room and common area were clean and well maintained. 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 $1,850 per person Mar 7 - Mar 14 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 ![Kimpton Hotel Monaco Pittsburgh by IHG](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/2ee575df_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Hotel Monaco Pittsburgh by IHG Downtown Pittsburgh CA $1,451 per person Mar 7 - Mar 14 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Pittsburgh (PIT) 9.4/10 Exceptional! (1,253 reviews) Room was immaculately cleaned. Staff was friendly and helpful. Reviewed on Dec 9, 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 $1,339 per person Jan 30 - Feb 2 found 24 hours ago Roundtrip flight included St. John's (YYT) to Pittsburgh (PIT) 9.2/10 Wonderful! (1,767 reviews) Amazing, as always!! Reviewed on Dec 15, 2025 Don't see what you're looking for? See all available trips from Columbus to Southwest Pennsylvania [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-15/2026-01-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in Southwest Pennsylvania 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 $1,123 per person Jan 30 - Feb 2 found 24 hours ago Roundtrip flight included St. John's (YYT) to Pittsburgh (PIT) 8.4/10 Very Good! (1,385 reviews) The room was super convenient for a quick trip to the city for my homecoming. Loved the hotel decor and the room was the perfect size for me. Reviewed on Dec 15, 2025 ![The Westin Pittsburgh, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/17a40a56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Pittsburgh, a Marriott Hotel Downtown Pittsburgh CA $1,310 per person Jan 30 - Feb 2 found 24 hours ago Roundtrip flight included St. John's (YYT) to Pittsburgh (PIT) 8.6/10 Excellent! (1,003 reviews) Nice hotel in downtown Pittsburgh. Room and common area were clean and well maintained. Reviewed on Dec 8, 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 $1,339 per person Jan 30 - Feb 2 found 24 hours ago Roundtrip flight included St. John's (YYT) to Pittsburgh (PIT) 9.2/10 Wonderful! (1,767 reviews) Amazing, as always!! Reviewed on Dec 15, 2025 Don't see what you're looking for? See all available trips from Columbus to Southwest Pennsylvania [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-15/2026-01-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIT&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Southwest Pennsylvania vacation with Expedia #### What are some benefits when booking luxury Southwest Pennsylvania vacations? When you book a luxury Southwest Pennsylvania vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Southwest Pennsylvania? If you're looking for something luxurious in Southwest Pennsylvania, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $993, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 31\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Southwest Pennsylvania. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Southwest Pennsylvania? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Southwest Pennsylvania. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Southwest Pennsylvania. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Southwest Pennsylvania? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Southwest Pennsylvania or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Southwest Pennsylvania. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## Luxury Hotels in Southwest Pennsylvania ![Kimpton Hotel Monaco Pittsburgh by IHG](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/2ee575df_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kimpton Hotel Monaco Pittsburgh by IHG 620 William Penn Place Pittsburgh PA - 9 min walk from PPG Paints Arena Book a stay at this luxury hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ... 9.4/10 Exceptional! (1,266 reviews) Room was immaculately cleaned. Staff was friendly and helpful. Reviewed on Dec 9, 2025 [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.Hotel-Information) ![Fairmont Pittsburgh](https://images.trvl-media.com/lodging/4000000/3060000/3056400/3056317/801aa0d0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairmont Pittsburgh 510 Market Street Pittsburgh PA - 15 min walk from PPG Paints Arena Book a stay at this luxury hotel in Pittsburgh. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ... 8.6/10 Excellent! (1,002 reviews) Hotel and rooms were very clean. Staff was very friendly Reviewed on Dec 4, 2025 [](https://expedia.ca/Pittsburgh-Hotels-Fairmont-Pittsburgh.h3056317.Hotel-Information) ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni William Penn Hotel 530 William Penn Place Pittsburgh PA - 10 min walk from PPG Paints Arena Book a stay at this historic hotel in Pittsburgh. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ... 9/10 Wonderful! (1,817 reviews) Wonderful staff and accommodations..great location especially if you plan on attending something at PPG arena Reviewed on Dec 9, 2025 [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) [See all 3,028 properties in Southwest Pennsylvania](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6057625) 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. ## 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) ### Top Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## More Vacations Ideas [Flights to Southwest Pennsylvania ](https://expedia.ca/Cheap-Flights-To-Southwest-Pennsylvania.d6057625.Travel-Guide-Flights)[ Southwest Pennsylvania Hotels ](https://expedia.ca/Southwest-Pennsylvania-Hotels.d6057625.Travel-Guide-Hotels)[ Southwest Pennsylvania Vacation Rentals ](https://expedia.ca/Southwest-Pennsylvania-Vacation-Rentals.d6057625.Travel-Guide-VacationRentals)[ Southwest Pennsylvania Car Rentals ](https://expedia.ca/Car-Rentals-In-Southwest-Pennsylvania.d6057625.Car-Rental-Guide)[ Southwest Pennsylvania Vacations ](https://expedia.ca/Southwest-Pennsylvania.d6057625.Destination-Travel-Guides)[ Things to do in Southwest Pennsylvania ](https://expedia.ca/Things-To-Do-In-Southwest-Pennsylvania.d6057625.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app