Homestead Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • 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$198 per night from 9 Jul to 10 Jul
S$198
9 Jul - 10 Jul
includes taxes & fees
Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is S$203 per night from 5 Jul to 6 Jul
S$203
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (1,906 reviews)
"We got there an hour before check-in and our room was not ready until an hour after check-in."

Reviewed on 1 Jul, 2026

The Landing Hotel at Rivers Casino
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
1100 Liberty Ave Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is S$197 per night from 7 Jul to 8 Jul
S$197
7 Jul - 8 Jul
includes taxes & fees
8.6/10 Excellent! (148 reviews)
"Bobbi was amazing and I can’t wait to come back, you guys made me feel at home!"

Reviewed on 1 Jul, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian
See all 2,018 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.

Stay near popular Homestead attractions

A cityscape with a river, multiple bridges, and a variety of buildings including skyscrapers.

The Waterfront

9.0/10 (1,071 reviews)
Built on the historic Homestead Steel Works site, The Waterfront blends retail, dining, and entertainment along the river. Explore national brands and local boutiques before catching a film or enjoying a waterside meal.
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What to do in Homestead

Picture 4 for Activity Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

S$37
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

S$17
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

S$63
per adult
Whiskey Rebellion & Prohibition Tour
See all activities 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.

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. 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.