Homestead Vacation Packages
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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.
Traveler's Rest Hotel
South Side Flats
CA $1,058
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Pittsburgh (PIT)
9.6/10 Exceptional! (111 reviews)
Travelers Rest is one of a kind! Impeccably clean, lovingly restored building. On-street parking right outside, well-lit at night. A boutique hotel that is part museum, part guest house, part well-curated library; amazing, working bicycle garage!
One enters and feels at once welcomed and trusted. The common area includes a beautifully-decorated sitting room/breakfast room/shared kitchen/music room with a working piano and record player.
When you the property, you have a name card and room keys with lanyard waiting inside. You feel immediately drawn to explore this unique place that provides an ideal combination of peaceful solitude and community.
Remember to bring your bathrobe and slippers for your bathroom, which is unique to your sleeping room but just a few steps down the hall.
The in-room white noise machine offers a variety of selections from waterfall to cityscape.
Reviewed on Aug 17, 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 $185
CA $210 total
Aug 30 - Aug 31
includes taxes & fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $144
CA $164 total
Sep 7 - Sep 8
includes taxes & fees
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $274
CA $312 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (2,056 reviews)
"This is a great stay in the heart of Pittsburgh. We stayed after a Pirates game and the hotel is totally walkable to and from PNC Park. The staff is very professional and welcoming and the hotel itself is beautiful and historic. I really enjoyed the coffee shop for the morning. Room was nice and ..."
Reviewed on Aug 21, 2026
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 vibrant 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 family-friendly area.
What to do in Homestead
Pittsburgh Pirates Baseball Game at PNC Park
CA $73
per adult
100% of travellers recommend
Pittsburgh Steelers Football Game at Acrisure Stadium
CA $97
per adult
Pittsburgh: Museum of Illusions Entrance Ticket
CA $41
per adult
90% of travellers recommend
Frequently asked questions
How much does a Homestead vacation package cost?
Offering excellent value package deals from CA $986 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.
