Homestead Vacations from $134

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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.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Save 100% on your flight
Price was $218, price is now $134 per person
$134
per person
Nov 10 - Nov 12
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Changed rooms 3 times as TV wasn’t working. Coffee machine not working. Easy to walk to restaurants. Quiet.

Reviewed on Aug 24, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $239, price is now $150 per person
$150
per person
Nov 10 - Nov 12
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
8.2/10 Very Good! (3,005 reviews)
I liked the location, very walkable area. The hotel itself has had updates. They need to add USB ports. A TV channel guide might be nice. But the staff is excellent. ALL very helpful, informative, and accommodating. I was there on a very busy weekend and

Reviewed on Sep 2, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $277, price is now $185 per person
$185
per person
Nov 10 - Nov 12
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
8.4/10 Very Good! (1,345 reviews)
Great dog friendly location. Nice room

Reviewed on Aug 30, 2025

Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
Save 100% on your flight
Price was $282, price is now $190 per person
$190
per person
Nov 10 - Nov 12
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
9/10 Wonderful! (1,009 reviews)
Clean rooms, friendly staff

Reviewed on Sep 1, 2025

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $390, price is now $263 per person
$263
per person
Nov 10 - Nov 12
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,214 reviews)
The Valet was the biggest hiccup -- needs to be 24 hour service

Reviewed on Sep 2, 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 acclaimed theater scene 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

Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

$135
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh Steelers Football Game at Acrisure Stadium

Pittsburgh Steelers Football Game at Acrisure Stadium

$253
per adult
Pittsburgh Steelers Football Game at Acrisure Stadium
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
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
$151 nightly
The price is $172 total per night from Sep 28 to Sep 29
$172 total
Sep 28 - Sep 29
Total with taxes and fees
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
$159 nightly
The price is $182 total per night from Sep 29 to Sep 30
$182 total
Sep 29 - Sep 30
Total with taxes and fees
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
$121 nightly
The price is $137 total per night from Sep 21 to Sep 22
$137 total
Sep 21 - Sep 22
Total with taxes and fees
Joinery Hotel Pittsburgh, Curio Collection by Hilton
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.

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Frequently asked questions

How much does a Homestead vacation package cost?
Offering great value package deals from $134 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.

Explore a world of travel with Expedia

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.