Title: Homestead Vacation Packages & Trips 2026 from CA $991 | Expedia.ca [Hotels in Homestead](https://expedia.ca/Homestead-Hotels.d6269847.Travel-Guide-Hotels)[Vacation Rentals in Homestead](https://expedia.ca/Homestead-Vacation-Rentals.d6269847.Travel-Guide-VacationRentals)[Homestead Car Rentals](https://expedia.ca/Car-Rentals-In-Homestead.d6269847.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6269847/a2e0d23b-d56e-42aa-9a37-a259d13a2c85.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Homestead Vacation Packages ## 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 #### Your Homestead Vacation Say goodbye to the hassle of planning and hello to a Homestead vacation package. With the finer details organized before you leave, you can focus on discovering the best of this city, starting with Squirrel Hill South, which is great for cycling, golfing and dining. A trip to Homestead is a great opportunity to take in the sights. Be sure to visit big-name attractions such as [Acrisure Stadium](https://www.expedia.ca/Acrisure-Stadium-North-Shore.d6058087.Vacation-Attraction), [University of Pittsburgh](https://www.expedia.ca/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction) and [PNC Park](https://www.expedia.ca/PNC-Park-North-Shore.d6034814.Vacation-Attraction). Expedia can help you escape your daily routine. Tailor your vacation to Homestead to match your travel style, whatever that may look like. ## Top Homestead Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/b0ce2278_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Grand Pittsburgh Downtown Downtown Pittsburgh CA $991 per person May 15 - May 18 found 14 hours ago Roundtrip flight included Montreal (YUL) to Pittsburgh (PIT) 8.2/10 Very Good! (3,437 reviews) Great location but has not been updated or maintained. Shower had mold between tiles. The lobby and main floor is nice, fresh and bright but the rooms are dated. We’ve stayed here twice. Parking is circus. Reviewed on Mar 23, 2026 ![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 $1,629 per person May 15 - May 18 found 14 hours ago Roundtrip flight included Montreal (YUL) to Pittsburgh (PIT) 8.6/10 Excellent! (1,001 reviews) Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay. Reviewed on Jan 10, 2026 ![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 $1,493 per person May 15 - May 18 found 14 hours ago Roundtrip flight included Montreal (YUL) to Pittsburgh (PIT) 8.2/10 Very Good! (71 reviews) Clean room and friendly staff Reviewed on Mar 21, 2026 ![Stay Pittsburgh](https://images.trvl-media.com/lodging/78000000/77870000/77861900/77861820/36fd340f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Stay Pittsburgh Downtown Pittsburgh CA $1,069 per person May 15 - May 18 found 14 hours ago Roundtrip flight included Montreal (YUL) to Pittsburgh (PIT) 7.8/10 Good! (247 reviews) Clean room. Good air conditioning. Clean sheets and towels. Everything was exactly as advertised. Reviewed on Mar 11, 2026 ![Etage Executive Living](https://images.trvl-media.com/lodging/23000000/22120000/22118100/22118076/3f15529c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Etage Executive Living Downtown Pittsburgh CA $1,369 per person May 15 - May 18 found 14 hours ago Roundtrip flight included Montreal (YUL) to Pittsburgh (PIT) 9.2/10 Wonderful! (1,607 reviews) Property was clean and well situated. Our unit was really nice and comfortable. Most of the staff were wonderful; we had an issue with one rude front desk person. Reviewed on Mar 21, 2026 ## Ready to book your vacation to Homestead? Choose your dates ## Homestead Hotel Deals ![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/b0ce2278_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wyndham Grand Pittsburgh Downtown 600 Commonwealth Pl Pittsburgh PA Fully refundableReserve now, pay when you stay CA $178 CA $203 total Apr 19 - Apr 20 includes taxes & fees 8.2/10 Very Good! (3,449 reviews) Good experience Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=25509&PinnedHotelID=25509&HadPinnedHotel=true®ionId=6269847) ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/7eb3a999_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni William Penn Hotel 530 William Penn Place Pittsburgh PA Fully refundableReserve now, pay when you stay CA $251 CA $287 total Apr 16 - Apr 17 includes taxes & fees 9.2/10 Wonderful! (1,968 reviews) We got there very late so only option was to have dinner there but the dinner experience wasn’t par with the price and Hotel level. Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=2998&PinnedHotelID=2998&HadPinnedHotel=true®ionId=6269847) ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton 453 Boulevard of the Allies Pittsburgh PA Fully refundableReserve now, pay when you stay CA $183 CA $213 total Mar 29 - Mar 30 includes taxes & fees 8.4/10 Very Good! (1,478 reviews) Wonderful stay. Love the vibe. Great area. Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=17900777&PinnedHotelID=17900777&HadPinnedHotel=true®ionId=6269847) [See all 1,953 properties in Homestead](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%2F2026®ionId=6269847) 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. ![](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) ### Discover the most popular places to visit in Homestead ![PNC Park which includes a city](https://images.trvl-media.com/place/6034814/2a1c2913-9c06-4fae-9abc-1cb74729e1af.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### PNC Park 4.5/5(67 reviews) Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities. [](https://expedia.ca/PNC-Park-North-Shore.d6034814.Vacation-Attraction) ![Mario Lemieux statue](https://images.trvl-media.com/place/2800/a1d63919-12b6-4170-9f84-3ebbdf3ed244.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### PPG Paints Arena 5/5(80 reviews) Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area. [](https://expedia.ca/PPG-Paints-Arena-Downtown-Pittsburgh.d6140367.Vacation-Attraction) ![University of Pittsburgh in Pittsburgh, PA ](https://images.trvl-media.com/place/6090505/783a779d-9b7b-411b-8978-ebc0679a7952.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Pittsburgh 4.5/5(36 reviews) Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area. [](https://expedia.ca/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction) ### What to do in Homestead ![Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl](https://mediaim.expedia.com/localexpert/697587/fb378b65-03b5-422b-84c6-ec829fe06b75.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl CA $18 per adult [](https://expedia.ca/things-to-do/pittsburgh-bar-hunt-party-through-pittsburgh-bar-crawl.a697587.activity-details) ![Make new friends as you learn the exciting history of whiskey in Pittsburgh](https://mediaim.expedia.com/localexpert/1359320/44c64494-c602-43ff-a552-b170c4986e13.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Whiskey Rebellion & Prohibition Tour CA $67 per adult [](https://expedia.ca/things-to-do/whiskey-rebellion-prohibition-tour.a1359320.activity-details) ![Pittsburgh: Beauty of the Burgh Bike Tour](https://mediaim.expedia.com/localexpert/4572811/f96e6be9-59d9-405e-9cf4-20718d608bf0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pittsburgh: Beauty of the Burgh Bike Tour CA $81 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/pittsburgh-beauty-of-the-burgh-bike-tour.a4572811.activity-details) [See all activities in Homestead](https://expedia.ca/things-to-do/search?rid=6269847) ## Explore a world of travel with Expedia \* 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