Homestead Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
The Inn on Negley
Shadyside
CA $1,285
per person
Nov 13 - Nov 16
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pittsburgh (PIT)
10/10 Exceptional! (225 reviews)
This Inn is beautiful, perfectly located within a couple minutes of downtown, very well maintained, breakfast was wonderful, the room was super comfortable with quality linens and a very comfortable batch. Wonderful staff as well, Peter gave us some history of Pittsburgh and some ideas to make our trip back home even better! We plan on coming back to Pittsburgh and staying here again.
Reviewed on Sep 30, 2026
Ready to book your vacation to Homestead?
Homestead Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $176
CA $201 total
Oct 22 - Oct 23
includes taxes & fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $191
CA $218 total
Oct 26 - Oct 27
includes taxes & fees
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $154
CA $176 total
Nov 3 - Nov 4
includes taxes & fees
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.
Stay near popular Homestead attractions
The Waterfront
9.0/10 (1,071 reviews)
During your visit to Homestead, you can do some window-shopping at The Waterfront. Stroll along the riverfront or attend a sporting event in this family-friendly area.
Sandcastle Water Park
8.2/10 (58 reviews)
Bring the kiddos to Sandcastle Water Park and enjoy some excitement at this amusement park in Pittsburgh. Stroll along the riverfront or attend a sporting event in this vibrant area.
Carnegie Museum and Library
8.6/10 (42 reviews)
You can spend an afternoon exploring the galleries in Carnegie Museum and Library during your travels in Homestead. Amble around this vibrant area's riverfront or attend a sporting event.
Rivers of Steel National Heritage Area Museum
7.8/10 (16 reviews)
You can spend an afternoon exploring the galleries in Rivers of Steel National Heritage Area Museum in Homestead. Amble around this vibrant area's riverfront or attend a sporting event.
Bulgarian Macedonian National Educational and Cultural Center
8.2/10 (20 reviews)
Enjoy the collegiate vibe when you visit Bulgarian Macedonian National Educational and Cultural Center, during your travels in Homestead. Check out the shops and top-notch restaurants in this vibrant area.
What to do in Homestead
Pittsburgh: Museum of Illusions Entrance Ticket
CA $41
per adult
86% of travellers recommend
Pittsburgh Steelers Football Game at Acrisure Stadium
CA $428
per adult
Pittsburgh: Beauty of the Burgh Bike Tour
CA $83
per adult
94% of travellers recommend
Frequently asked questions
How much does a Homestead vacation package cost?
Offering excellent value package deals from CA $947 on Expedia, you'll be thrilled with how little a vacation to Homestead costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Homestead?
You can typically find lower rates and better availability in January, February and March. Explore our cheap Homestead vacation packages and you could get some excellent off-season deals.
How many days is enough for Homestead?
To get the most out of your Homestead vacation, we recommend booking for 2 days. Split your time between discovering Sri Venkateswara Temple, Andy Warhol Museum and other must-see attractions, as well as experiencing neighbourhoods like Downtown Pittsburgh and Oakland. If you've got some time to spare, add a day trip to your Homestead vacation itinerary.
Is it worth booking a vacation package to Homestead?
Well known for its shopping and home to leading attractions like Carnegie Museum and Library, a Homestead vacation is sure to leave an impression. Another highlight to check out? Don't miss Bulgarian Macedonian National Educational and Cultural Centre.
How to find the best Homestead package deals?
Begin your search for a Homestead package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Homestead package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Homestead escape off to a flying start.
Is it cheaper to book a Homestead vacation as a package?
You can enjoy significant savings on your next Homestead escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Homestead?
If you've got your Homestead travel dates confirmed, book as early as you can to bag some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Homestead?
- Choose when to go: Check your schedule and get packing. Your favourite time of year and the activities on offer will also help you decide when to visit Homestead.
- Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to activities and flights. Your hotel will probably be the largest expense during your trip to Homestead.
- Decide your trip length: Think about how long you want to spend exploring Homestead. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Homestead vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
