Greenfield Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Holiday Package Deals in Greenfield

Price found within the past 48 hours. Click for updated prices.
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was CA $1,313, price is now CA $1,039 per person
CA $1,039
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8/10 Very Good! (290 reviews)
I had an issue with Expedia App this I could not see any comments that host was making. I saw the text address at the door of the property and I started communication with host then. Once communication was started everything went well. Professional and timely attendance from the team so the stay was good.

Reviewed on Jun 12, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $1,787, price is now CA $1,295 per person
CA $1,295
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,527 reviews)
Super decorative, cozy, and the rooms were super clean! Valet was quick and convenient!

Reviewed on Jun 8, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $3,385, price is now CA $2,668 per person
CA $2,668
per person
Jul 26 - Jul 31
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
It’s a nice hotel with friendly staff. I think you should give a discount or free parking for people staying at the hotel. The cost to parks adds up quick.

Reviewed on Apr 10, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was CA $1,879, price is now CA $1,487 per person
CA $1,487
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Pittsburgh (PIT)
8.2/10 Very Good! (1,065 reviews)
Valet parking was an easy process.

Reviewed on Jun 12, 2026

Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was CA $1,422, price is now CA $1,143 per person
CA $1,143
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Pittsburgh (PIT)
6.6/10 (1,002 reviews)
In the room, under the chair was dirty clothing left behind by someone else. No coffee pot in room. Facility is nice, the room was otherwise nice, staff were super friendly.

Reviewed on Jun 13, 2026

Where to stay in Greenfield

Find the best Greenfield areas and neighborhoods for the activities you enjoy most. Learn more about Greenfield
Downtown Pittsburgh

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(190 area reviews)

Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.

Find hotels in Downtown Pittsburgh

Greenfield 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
The price is CA $187 per night from Jun 29 to Jun 30
CA $187
CA $213 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very Good! (3,633 reviews)
"great location"

Reviewed on Jun 13, 2026

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
The price is CA $236 per night from Jun 28 to Jun 29
CA $236
CA $270 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (2,032 reviews)
"Wonderful place."

Reviewed on Jun 12, 2026

Omni William Penn Hotel
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
The price is CA $200 per night from Jun 14 to Jun 15
CA $200
CA $228 total
Jun 14 - Jun 15
includes taxes & fees
9.4/10 Exceptional! (1,826 reviews)
"We love this place super convenient, clean, love the breakfast, always friendly!"

Reviewed on Jun 13, 2026

The Landing Hotel at Rivers Casino
See all 1,987 properties in Greenfield
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Greenfield vacation package cost?
From as low as CA $1,039. Yes, you read that correctly. Our Greenfield vacation packages are a simple way to make your budget last longer. Combine your preferred hotels, flights and rental car and explore this wonderful destination.
How do I get a cheap travel package to Greenfield?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we've got them all covered. Select the combination that best suits you and watch your savings grow. Of course, a travel package is never one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotels across the world, which lets you customize your Greenfield vacation.
Where should I stay in Greenfield?
A trip to Greenfield isn't complete until you've seen Acrisure Stadium and PNC Park. Look for somewhere to stay as close as possible so you can easily access these terrific sights.
What are the top hotels in Greenfield?
If it's comfort and convenience you're after, you can't beat Cozy And Convenient Min To Cmu, Upmc. Spend your nights kicking back here and your days exploring Greenfield's popular attractions.
How far in advance should I book my Greenfield vacation?
To land discount prices, book ASAP. Air carriers generally start selling tickets, along with some of the lowest fares, up to a year prior to departure. Hotels, activities and car rental should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway to Greenfield, there are always lots of great deals to be had on Expedia. Book something in today!
What does an Expedia Greenfield travel package include?
Select from any combination of flights, hotels and rental cars. Once you've made your booking, you can add tours and experiences. Want to pick your airfare class? That's easy to do too. The choice is yours when it comes to crafting your ideal Greenfield getaway.
What should I know before booking a Greenfield travel package?
Design deals that match your budget with an Expedia package. Flights, hotels, rental cars — we've got them all. You'll save precious dollars just for combining your bookings. Whether you're embarking on a winter adventure or sunning yourself on a warm beach, your ideal vacation is just a few clicks away.
Can I choose my airline with a Greenfield Expedia vacation package?
You sure can. We have more than 550 airline partners across the globe, so go with the carrier that fits your budget needs.
If I'm not able to travel, can I cancel my Greenfield vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your Greenfield vacation package in the last 24 hours, you may be able to cancel or change it for no charge. Your hotel, airline or car rental company may impose a fee if your booking is older than that.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.