Homestead Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Homestead

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 S$197 per night from 27 Jul to 28 Jul
S$197
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (2,934 reviews)
"Only problem was that I booked a room with two double beds and a sofa bed. When I got the email for upgrade, I did the room upgrade. Turned out the upgrade had one king and a sofa bed. The room was for 5 people. Two adults, and two kids. Had to end up getting a cot."

Reviewed on 6 Jul, 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
The price is S$209 per night from 27 Jul to 28 Jul
S$209
27 Jul - 28 Jul
includes taxes & fees
9/10 Wonderful! (1,533 reviews)
"Great stay!~ Would be happy to do it again."

Reviewed on 5 Jul, 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
The price is S$197 per night from 13 Jul to 14 Jul
S$197
13 Jul - 14 Jul
includes taxes & fees
8.2/10 Very Good! (1,321 reviews)
"Very friendly and kind front desk staff. The room is beautiful, clean and comfortable! Top notch. I highly recommend this property."

Reviewed on 5 Jul, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
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.

Popular places to visit

What to do in Homestead

Frequently asked questions

How much does a Homestead holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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're hoping to book a cheap Homestead holiday package, consider planning a trip in January, February and March. You're likely to find better prices on accommodation and flights during these quieter months --- perfect for budget-conscious travellers.
How many days is enough for Homestead?
To get the most out of a Homestead holiday, we suggest staying for 2 days. Split your time between discovering Bulgarian Macedonian National Educational and Cultural Centre, Carnegie Museum and Library and other key sights, on top of exploring neighbourhoods like Downtown Pittsburgh and Oakland. If you've got some time to spare, add a day trip or tour to your Homestead holiday itinerary.
Is it worth booking a holiday package to Homestead?
From cool attractions such as Carnegie Museum and Library and Bulgarian Macedonian National Educational and Cultural Centre to its epic shopping, a Homestead holiday is sure to exceed your expectations. With so much to see and do, find out for yourself why Homestead is such a good holiday destination.
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 holiday package well in advance.
Is it cheaper to book a Homestead holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and accommodation separately. Better still, you can customise 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 holiday 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 when to get away: Check your diary and get packing. Your preferred season and the available activities will also help you decide when to escape to Homestead.
  2. Set your budget: Consider expenses like flights, food and transportation when calculating how much to save for your trip to Homestead. Then, select a hotel that suits your budget, whether that's an affordable stay or a high-end getaway.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you'd like to get to in Homestead. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Homestead holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.