Homestead Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    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, University of Pittsburgh and PNC Park. 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.
Homewood Suites by Hilton Pittsburgh Southpointe

Homewood Suites by Hilton Pittsburgh Southpointe

3 out of 5
Price was CA $1,109, price is now CA $877 per person
CA $877
per person
Oct 23 - Oct 27
found 14 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.8/10 Excellent! (1,001 reviews)
Service was great. Property needs updated, mostly the bathrooms. Cheap materials, all the showeres are gross, gross appearance as if no one cleans them...despite me going to purchase cleaning solutions it still appeared to be dirty.

Reviewed on Aug. 24, 2025

The Colonial Mt. Lebanon by Luxe PGH

The Colonial Mt. Lebanon by Luxe PGH

3 out of 5
Mount Lebanon
Price was CA $1,932, price is now CA $1,475 per person
CA $1,475
per person
Oct 10 - Oct 14
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
2/10 (2 reviews)
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $1,822, price is now CA $1,399 per person
CA $1,399
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
7.6/10 Good! (16 reviews)
Unique, incredible preservation of the historical aspects of the property fused with modern design in the condos .

Reviewed on Aug. 25, 2025

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Price was CA $1,929, price is now CA $1,495 per person
CA $1,495
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,214 reviews)
One of my favorites! Always clean and comfortable Great bar/restaurant.

Reviewed on Aug. 24, 2025

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Price was CA $1,883, price is now CA $1,462 per person
CA $1,462
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
Rooms are nice but very dark not very good lighting. rooms need more lighting so doesnt feel too depressing. staff are very friendly except for the staff at working at the starbucks, they were awful and very rude.

Reviewed on Aug. 28, 2025

Ready to book your vacation to Homestead?

 

Choose your dates

Homestead Hotel Deals

Holiday Inn Express Pittsburgh East - Mall Area by IHG

Holiday Inn Express Pittsburgh East - Mall Area by IHG

2.5 out of 5
658 East Waterfront Drive, Homestead, PA
Fully refundable
The price is CA $164 per night from Sep 1 to Sep 2
CA $164
CA $187 total
Sep 1 - Sep 2
includes taxes & fees
Holiday Inn Express Pittsburgh East - Mall Area by IHG
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Sep 28 to Sep 29
CA $208
CA $237 total
Sep 28 - Sep 29
includes taxes & fees
Wyndham Grand Pittsburgh Downtown
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
One Bigelow Square, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Sep 28 to Sep 29
CA $162
CA $185 total
Sep 28 - Sep 29
includes taxes & fees
8.2/10 Very Good! (1,017 reviews)
"In a unique area, lots of to see, walkable to PNC and the Penguins arena"

Reviewed on Aug. 26, 2025

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
See all 1,771 properties in Homestead
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

Discover the most popular places to visit in Homestead

PNC Park which includes a city

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.

PNC Park
University of Pittsburgh

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.

University of Pittsburgh
Acrisure Stadium

Acrisure Stadium

4.5/5(94 reviews)

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium

What to do in Homestead

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

CA $43
per adult
Pittsburgh, PA: Sandcastle Waterpark Entry Ticket
Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

CA $186
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

CA $76
per adult
Pittsburgh Pirates Baseball Game at PNC Park
See all activities in Homestead
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.