Homestead Vacations from $189

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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.

The Latest Homestead vacation packages

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was $252, price is now $189 per person
$189
per person
Jan 16 - Jan 18
found 10 hours ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
6.6/10 (1,013 reviews)
The plumbing wasn't so good

Reviewed on Oct 27, 2025

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Price was $383, price is now $289 per person
$289
per person
Jan 16 - Jan 18
found 10 hours ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,243 reviews)
Room was clean- staff very knowledgeable and friendly

Reviewed on Nov 1, 2025

The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
North Side
Price was $396, price is now $305 per person
$305
per person
Jan 16 - Jan 18
found 10 hours ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,132 reviews)
The room was perfect!!!

Reviewed on Nov 1, 2025

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $376, price is now $293 per person
$293
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
7.8/10 Good! (194 reviews)
Communication was perfect between myself and the property. Clean and nice for a night stay in the Pittsburgh!

Reviewed on Oct 13, 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $555, price is now $436 per person
$436
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
7.8/10 Good! (26 reviews)
Very very clean. Great walkable location

Reviewed on Oct 29, 2025

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Discover the most popular places to visit in Homestead

PNC Park showing a city

PNC Park

4.5/5(780 reviews)

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
Oakland featuring a garden

University of Pittsburgh

4.5/5(843 reviews)

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

University of Pittsburgh
Heinz Field which includes a lake or waterhole

Acrisure Stadium

4.5/5(998 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 Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

$27
per adult
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

$13
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Step into the shadows and discover the haunting tales of our city's past.

Echoes from the Iron Forge: Pittsburgh Phantoms Ghost Tour

$26
per adult
100% of travellers recommend
Echoes from the Iron Forge: Pittsburgh Phantoms Ghost Tour
See all activities in Homestead

Homestead Hotel Deals

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
$104 nightly
The price is $119 total per night from Dec 4 to Dec 5
$119 total
Dec 4 - Dec 5
Total with taxes and fees
8/10 Very Good! (3,088 reviews)
clean

Reviewed on Nov 1, 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $191 total per night from Nov 16 to Nov 17
$191 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (1,737 reviews)
I stayed during Pitt parent weekend. Everything went well except for when I checked in. The receptionist didn’t explain the valet very well and I ended up paying more than she stated. Besides this one situation, I would recommend anyone visiting Pittsburgh to stay here.

Reviewed on Oct 27, 2025

Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $133 total per night from Nov 20 to Nov 21
$133 total
Nov 20 - Nov 21
Total with taxes and fees
8.4/10 Very Good! (1,376 reviews)
This was a perfect place for a Pittsburgh Steelers game. Super close (walking distance) for great restaurants, sightseeing and of course the game!

Reviewed on Oct 27, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,811 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.

Find the Best Homestead Vacation Packages

Homestead Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pittsburgh Intl. Airport (PIT)
Population
3,100
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Pittsburgh Zoo and PPG Aquarium, Kennywood and Andy Warhol Museum

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Frequently asked questions

How much does a Homestead vacation package cost?
Offering great value package deals from $189 on Expedia, you'll be pleasantly surprised at how much 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?
If you'd like to score a cheap Homestead vacation package, consider visiting in June, September and October. You'll typically find lower prices on hotels and airfares during these months — ideal for budget-conscious travelers.
How many days is enough for Homestead?
We suggest planning a Homestead vacation for around 2 days. This will give you plenty of time to check off top attractions including Bulgarian Macedonian National Educational and Cultural Center and The Waterfront, and explore neighborhoods like Downtown Pittsburgh and North Oakland. You might even be able to fit in a day trip beyond Homestead.
Is it worth booking a vacation package to Homestead?
Known for its shopping and home to leading attractions like The Waterfront, a Homestead vacation is sure to impress. Another top sight to check out? Don't miss Sandcastle Water Park.
How to find the best Homestead package deals?
Use Expedia's filters to find some of the best Homestead package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Homestead package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Homestead vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations separately. Better still, you can customize your Homestead trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Homestead?
If you're planning a spur-of-the-moment Homestead trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Homestead?

  1. Choose your dates: What you'd like to do in Homestead and your favorite season will help you decide when to go.
  2. Set a budget: Consider expenses like flights, transportation and food when working out how much to set aside for your trip to Homestead. Then, choose a property that fits your budget, whether that's an affordable option or a deluxe getaway.
  3. Explore Homestead with Expedia's trip planning tool: Gain insights into the most popular attractions and best stays for your trip to Homestead. You can also save your must-visit places, collaborate with your group and manage all your plans in one place.
  4. Work out your trip length: Think about how much time you'd like to spend exploring Homestead. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Homestead vacation package that brings all your bookings together.
  6. Book experiences or activities in advance: Whether it's a ticket to a big attraction or a day trip, you won't have to worry about missing out on Homestead's best offerings. Find all the exciting things to do in Homestead in Homestead with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Homestead vacation packages?
Your Homestead getaway is meant to be an escape from your busy life, not a reason for money-related stress. So to allow you that extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.