Greenville Vacations from $384

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Your Greenville Vacation

The fascinating city of Greenville is calling. Discover all its secrets with a Greenville vacation package that's custom made for you. If going to see the sights is a priority during your trip to Greenville, make sure you find your way to famous attractions like Tri-States Rock and Fort Decker Museum of History. Whatever your travel plans or the size of your budget, organizing a tailored Greenville vacation is a piece of cake with Expedia.

The Latest Greenville vacation packages

Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $468, price is now $384 per person
$384
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
7.4/10 Good! (523 reviews)
Nice area. Convenient to highway. Marijuana smell. Both knees replaced, & elevator on our side was out of order. Had to carry stuff up a flight of stairs. Couldn't change rooms because I booked w Expedia. Not happy.

Reviewed on Aug 30, 2025

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Save 100% on your flight
Price was $949, price is now $752 per person
$752
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Houston (IAH) to Newburgh (SWF)
8.2/10 Very Good! (677 reviews)
The room and outdoor area was great The pool looks like it could use some updating. Had some friends visit and hung out in the garden area which was very nice as well. Fresh fruit and lemon water available daily in lobby.

Reviewed on Aug 15, 2025

The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay

2 out of 5
Price was $644, price is now $543 per person
$543
per person
Oct 23 - Oct 27
found 6 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Newburgh (SWF)
9.6/10 Exceptional! (8 reviews)
Basic but a great stay.

Reviewed on May 22, 2025

Cottage Suites

Cottage Suites

2 out of 5
Price was $654, price is now $565 per person
$565
per person
Oct 17 - Oct 22
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
4.8/10 (3 reviews)
The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn

2 out of 5
Price was $1,834, price is now $1,634 per person
$1,634
per person
Oct 23 - Oct 27
found 6 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Newburgh (SWF)
No reviews
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Discover the most popular places to visit in Greenville

Tri-States Rock

Find out about the history of Port Jervis with a stop at Tri-States Rock. Wander the waterfront in this family-friendly area.

Tri-States Rock

Witness Monument

You can learn about the history of Port Jervis with a visit to Witness Monument. Wander the waterfront in this family-friendly area.

Witness Monument

Fort Decker Museum of History

You can spend an afternoon studying the exhibits at Fort Decker Museum of History during your travels in Port Jervis. While you're in the area, stroll along the waterfront.

Fort Decker Museum of History

Greenville Hotel Deals

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $121 total per night from Sep 28 to Sep 29
$121 total
Sep 28 - Sep 29
Total with taxes and fees
8.4/10 Very Good! (1,016 reviews)
Nice, clean convenient place to stay
"The check-in was quick inconvenient, but we were not able to check in any earlier than the 3 o’clock time that is specified. The hotel is clean and the beds were comfortable. However, we did have a fire alarm go off in the early morning and everybody had to go down the steps and outside while the ..."

Reviewed on Aug 24, 2025

Sleep Inn & Suites Middletown - Goshen
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3 out of 5
120 Rtes 6 & 209, Matamoras, PA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $108 total per night from Sep 7 to Sep 8
$108 total
Sep 7 - Sep 8
Total with taxes and fees
Best Western Hunt's Landing Hotel Matamoras/Milford
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $148 total per night from Sep 1 to Sep 2
$148 total
Sep 1 - Sep 2
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
See all 636 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.

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Frequently asked questions

How much does a Greenville vacation package cost?
Offering great value package deals from $384 on Expedia, you'll be thrilled with how little a vacation to Greenville costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Greenville?
November, December and January are the best times to look for cheap Greenville vacation packages. Traveling in quieter periods means you can generally find lower prices on accommodations and flights.
How many days is enough for Greenville?
Generally, a handful of days is enough to see the top sights during your Greenville vacation. But if you'd like to have some time to unwind or go on day tours, think about extending your itinerary.
How to find the best Greenville package deals?
Bagging a cheap Greenville package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Greenville package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Greenville vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Greenville vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Greenville?
Enjoy amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Greenville escape.
Does Expedia offer Book Now, Pay Later Greenville vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Greenville break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.