Greenville 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 Greenville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

Bloomfield
CA $1,245
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,012 reviews)
Excellent stay! Thank you to all the staff!

Reviewed on Aug 5, 2026

Stay Pittsburgh

Stay Pittsburgh

Downtown Pittsburgh
CA $1,250
per person
Oct 9 - Oct 11
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pittsburgh (PIT)
8/10 Very good! (313 reviews)
Very responsive, great location, awesome hosts! 10/10 would recommend.

Reviewed on Jul 31, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh
CA $1,620
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
The staff at the Westin was extremely helpful and proactive. The initial room they gave us had some issues, including a smoke-like smell (not cigarette smoke). As soon as we notified reception, someone handled it extremely professionally, and within minutes we were moved to a much better room.

Reviewed on Aug 3, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Downtown Pittsburgh
CA $1,417
per person
Oct 9 - Oct 11
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pittsburgh (PIT)
8.6/10 Excellent! (1,581 reviews)
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh
CA $1,752
per person
Oct 9 - Oct 11
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pittsburgh (PIT)
8.6/10 Excellent! (187 reviews)

Ready to book your vacation to Greenville?

Choose your dates

Greenville Hotel Deals

Cianci's Motel and Suites

Cianci's Motel and Suites

399 Mercer Road Greenville PA
Fully refundableReserve now, pay when you stay
CA $94
CA $104 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (626 reviews)
"Super clean, super comfortable, super friendly, super quiet. Highly recommend."

Reviewed on Jul 26, 2026

Cianci's Motel and Suites
Cobblestone Hotel & Suites - Greenville

Cobblestone Hotel & Suites - Greenville

81 Hadley Road Greenville PA
Fully refundableReserve now, pay when you stay
CA $168
CA $186 total
Aug 9 - Aug 10
includes taxes & fees
9.2/10 Wonderful! (688 reviews)
"Nice"

Reviewed on Aug 4, 2026

Cobblestone Hotel & Suites - Greenville
Comfort Suites Youngstown North

Comfort Suites Youngstown North

201 Perni Ln Youngstown OH
Fully refundable
CA $147
CA $169 total
Aug 31 - Sep 1
includes taxes & fees
Comfort Suites Youngstown North
See all 356 properties in Greenville
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 Greenville attractions

Thiel College

9.4/10 (6 reviews)
Enjoy the collegiate vibe at Thiel College as part of your travels around Greenville. Discover the area's museums and shops.
See properties

Greenville Canal Museum

9.2/10 (7 reviews)
You can spend an afternoon studying the exhibits at Greenville Canal Museum during your travels in Greenville. Discover the area's sunsets and shops.
See properties

Frequently asked questions

How much does a Greenville vacation package cost?
You can snap up a vacation package to this destination from CA $1,245 on Expedia. However, how much your vacation to Greenville costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Greenville?
If you're hoping to score a cheap Greenville vacation package, consider visiting in December, January and February. You'll typically find lower prices on hotels and flights during these months — perfect for a budget-friendly getaway.
How many days is enough for Greenville?
With a well-organized travel plan, you can easily visit the main Greenville sights in a handful of days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your Greenville vacation for longer.
How to find the best Greenville package deals?
Use Expedia's filter tool to help you find some of the best Greenville package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Greenville package deals in the off-season. Switch up your travel dates and you may score 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 Greenville vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can personalize your Greenville trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Greenville?
If you have your Greenville vacation dates confirmed, book as early as you can to score some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Greenville?
  1. Choose when to get away: Check your schedule and get your bags packed. Your favourite season and the activities available will also help you decide when to visit Greenville.
  2. Set a budget: Factor in expenses such as flights, food and transportation when calculating how much to put aside for your trip to Greenville. Then, pick a property that matches your budget, whether that's an affordable stay or a lavish retreat.
  3. Decide your trip length: Think about how long you'd like to spend discovering Greenville. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Greenville vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.